Determine the necessary mass, volume, or concentration for preparing a solution.
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
Basic Description
| Synonyms | Betulin | 473-98-3 | Betulinol | Betuline | Trochol | Betulol | Lup-20(29)-ene-3b,28-diol | Betulinic alcohol | Lup-20(29)-ene-3beta,28-diol | (+)-betulin | Lup-20(30)-ene-3beta,28-diol | NSC 4644 | NSC-4644 | 6W70HN7X7O | CHEBI:3086 | (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(H |
|---|---|
| Specifications & Purity | ≥98% |
| Biochemical and Physiological Mechanisms | Betulin is a triterpene with a pentacyclic ring structure and hydroxyl groups in positions C3 and C28. Studies indicate that Betulin can effect intracellular signaling in ethanol-induced liver cells via inhibiting ROS, TNFα and TNFβ. In human cancer cells |
| Storage Temp | Store at 2-8°C |
| Shipped In | Wet ice |
| Product Description | A triterpene with a pentacyclic ring structure.It can be used in the preparation of betulinic acid，which shows anti-HIV, antimalarial and anti-inflammatory activities. |
Associated Targets(Human)
ENTPD1 Tchem Ectonucleoside triphosphate diphosphohydrolase 1 (0 Activities)
CDC42 Tchem Cell division control protein 42 homolog (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
PYGM Tchem Glycogen phosphorylase, muscle form (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
PTPN1 Tchem Tyrosine-protein phosphatase non-receptor type 1 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
HDAC6 Tclin Histone deacetylase 6 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
RELA Tchem Transcription factor p65 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
TOP1 Tclin DNA topoisomerase 1 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
TOP2A Tclin DNA topoisomerase 2-alpha (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
RHOA Tbio Transforming protein RhoA (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
RAC1 Tbio Ras-related C3 botulinum toxin substrate 1 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
PTGS2 Tclin Prostaglandin G/H synthase 2 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
PRKCB Tchem Protein kinase C beta type (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
PRKCE Tchem Protein kinase C epsilon type (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
NR1H4 Tclin Bile acid receptor (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
ACHE Tclin Acetylcholinesterase (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
NT5E Tchem 5'-nucleotidase (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
BCHE Tclin Cholinesterase (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
GPBAR1 Tchem G-protein coupled bile acid receptor 1 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
SLC10A1 Tclin Sodium/bile acid cotransporter (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
TOP1 Tclin DNA topoisomerase I (7553 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
TOP2A Tclin DNA topoisomerase II alpha (6317 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ACHE Tclin Acetylcholinesterase (18204 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
AMY2A Tclin Pancreatic alpha-amylase (74 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
PRKCE Tchem Protein kinase C epsilon (1520 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
NR1H4 Tclin Bile acid receptor FXR (6228 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
A-375 (9258 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
A498 (42825 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ACHN (49357 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
BGC-823 (3035 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
BXPC-3 (2997 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
CAKI-1 (44928 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
CAPAN-1 (772 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
CCRF-CEM (65223 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
DLD-1 (17511 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
DU-145 (51482 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
HL-60 (67320 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
HT-29 (80576 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
K562 (73714 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
KM12 (47707 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
M14 (47487 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
MCF7 (126967 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
MOLT-4 (49676 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
MT4 (17854 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
OVCAR-3 (48710 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
OVCAR-5 (45555 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
OVCAR-8 (47708 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
PANC-1 (6144 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
PC-3 (62116 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Raji (5516 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
RXF 393 (41971 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
SF-295 (48000 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
SiHa (2051 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
SK-MEL-2 (46422 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
SK-MEL-28 (48833 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
SK-MEL-5 (47095 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
SN12C (47755 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
SNB-19 (46794 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
TK-10 (45540 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
U-251 (51189 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
UACC-257 (46019 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
UO-31 (46270 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
WI-38 VA13 (346 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
786-0 (47912 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ADR5000 cell line (115 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
A549 (127892 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
NCI/ADR-RES (33767 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
T47D (39041 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
MIA PaCa-2 (5949 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Associated Targets(non-human)
pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Prkcb Protein kinase C beta (2 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ENTPD1 Ectonucleoside triphosphate diphosphohydrolase 1 (16 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Hdac6 Histone deacetylase 6 (222 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Pseudomonas aeruginosa (123386 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Staphylococcus aureus (210822 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Staphylococcus epidermidis (22802 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Escherichia coli (133304 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Proteus mirabilis (3894 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Salmonella (646 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Bacillus pumilus (984 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Bacillus subtilis (32866 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Mycobacterium tuberculosis (203094 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Enterococcus faecalis (29875 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Bacillus cereus (7522 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Priestia megaterium (1154 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Listeria innocua (140 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Mycolicibacterium smegmatis (8003 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Trypanosoma brucei brucei (13300 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Plasmodium falciparum (966862 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Candida albicans (78123 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Human alphaherpesvirus 2 (4932 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Human betaherpesvirus 5 (5122 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Human alphaherpesvirus 1 (11089 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Human immunodeficiency virus 1 (70413 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Semliki Forest virus (705 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Vesicular stomatitis virus (4460 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Staphylococcus saprophyticus (562 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Human adenovirus 5 (897 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
B16 (5829 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
MDCK (10148 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
PC-12 (7051 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Vero (26788 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
BV-2 (3710 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
NIH3T3 (5395 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
L929 (3802 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
J774 (3120 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Slc10a1 Bile acid transporter (65 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
PYGM Glycogen phosphorylase, muscle form (1331 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
rep Replicase polyprotein 1ab (378 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
BCHE Cholinesterase (8742 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Phytophthora cactorum (113 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Salmonella enterica subsp. enterica (623 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
SARS-CoV-2 (38078 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Enterovirus E (52 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Names and Identifiers
| IUPAC Name | (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol |
|---|---|
| INCHI | InChI=1S/C30H50O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21+,22-,23+,24-,25+,27-,28+,29+,30+/m0/s1 |
| InChi Key | FVWJYYTZTCVBKE-ROUWMTJPSA-N |
| Canonical SMILES | CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)CO |
| Isomeric SMILES | CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)CO |
| WGK Germany | 3 |
| RTECS | OK5755000 |
| PubChem CID | 72326 |
| Molecular Weight | 442.72 |
| Beilstein | 6(3)5234 |
| Reaxy-Rn | 2064515 |
Certificates
Certificate of Analysis(COA)
Enter Lot Number to search for COA:
To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 K1925126 | Certificate of Analysis | Sep 08, 2023 | B129170 |
| J1815138 | Certificate of Analysis | Aug 05, 2022 | B129170 |
| E2223013 | Certificate of Analysis | Mar 01, 2022 | B129170 |
| E2223015 | Certificate of Analysis | Mar 01, 2022 | B129170 |
| E2223016 | Certificate of Analysis | Mar 01, 2022 | B129170 |
Chemical and Physical Properties
| Specific Rotation[α] | 19° (C=2,Pyridine) |
|---|---|
| Melt Point(°C) | 256-257°C |
Safety and Hazards(GHS)
| Pictogram(s) | GHS08, GHS07 |
|---|---|
| Signal | Warning |
| Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H302:Harmful if swallowed H312:Harmful in contact with skin H332:Harmful if inhaled H371:May cause damage to organs |
| Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P260:Do not breathe dust/fume/gas/mist/vapors/spray. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. P317:Get emergency medical help. P337+P317:If eye irritation persists: Get medical help. P308+P316:IF exposed or concerned: Get emergency medical help immediately. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
| WGK Germany | 3 |
| RTECS | OK5755000 |
| Reaxy-Rn | 2064515 |
| Merck Index | 1189 |
Related Documents
References
| 1. Genet C, Strehle A, Schmidt C, Boudjelal G, Lobstein A, Schoonjans K, Souchet M, Auwerx J, Saladin R, Wagner A. (2010) Structure-activity relationship study of betulinic acid, a novel and selective TGR5 agonist, and its synthetic derivatives: potential impact in diabetes.. J Med Chem, 53 (1): (178-90). [PMID:19911773] |
| 2. Liwei Fu,Shujun Zhang,Na Li,Jinlan Wang,Ming Zhao,Junichi Sakai,Toshiaki Hasegawa,Tomokazu Mitsui,Takao Kataoka,Seiko Oka,Miwa Kiuchi,Katutoshi Hirose,Masayoshi Ando. (2005-02-26) Three new triterpenes from Nerium oleander and biological activity of the isolated compounds.. Journal of natural products, 68 ((2)): (198-206). [PMID:15730243] |
| 3. Jan Sarek,Miroslav Kvasnica,Milan Urban,Jiri Klinot,Marian Hajduch. (2005-07-30) Correlation of cytotoxic activity of betulinines and their hydroxy analogues.. Bioorganic & medicinal chemistry letters, 15 ((19)): (4196-4200). [PMID:16051489] |
| 4. Milan Urban,Jan Sarek,Miroslav Kvasnica,Iva Tislerova,Marian Hajduch. (2007-03-21) Triterpenoid pyrazines and benzopyrazines with cytotoxic activity.. Journal of natural products, 70 ((4)): (526-532). [PMID:17371067] |
| 5. Sara Hoet,Luc Pieters,Giulio G Muccioli,Jean-Louis Habib-Jiwan,Fred R Opperdoes,Joëlle Quetin-Leclercq. (2007-07-20) Antitrypanosomal activity of triterpenoids and sterols from the leaves of Strychnos spinosa and related compounds.. Journal of natural products, 70 ((8)): (1360-1363). [PMID:17637068] |
| 6. Atta-ur-Rahman,Seema Zareen,M Iqbal Choudhary,M Nadeem Akhtar,Shamsun Nahar Khan. (2008-03-18) alpha-Glucosidase inhibitory activity of triterpenoids from Cichorium intybus.. Journal of natural products, 71 ((5)): (910-913). [PMID:18341288] |
| 7. Xiaoan Wen,Hongbin Sun,Jun Liu,Keguang Cheng,Pu Zhang,Liying Zhang,Jia Hao,Luyong Zhang,Peizhou Ni,Spyros E Zographos,Demetres D Leonidas,Kyra-Melinda Alexacou,Thanasis Gimisis,Joseph M Hayes,Nikos G Oikonomakos. (2008-06-04) Naturally occurring pentacyclic triterpenes as inhibitors of glycogen phosphorylase: synthesis, structure-activity relationships, and X-ray crystallographic studies.. Journal of medicinal chemistry, 51 ((12)): (3540-3554). [PMID:18517260] |
| 8. Charles Gauthier,Jean Legault,Serge Lavoie,Simon Rondeau,Samuel Tremblay,André Pichette. (2009-01-01) Synthesis and cytotoxicity of bidesmosidic betulin and betulinic acid saponins.. Journal of natural products, 72 ((1)): (72-81). [PMID:19115839] |
| 9. Charles Gauthier,Jean Legault,Karl Girard-Lalancette,Vakhtang Mshvildadze,André Pichette. (2009-02-10) Haemolytic activity, cytotoxicity and membrane cell permeabilization of semi-synthetic and natural lupane- and oleanane-type saponins.. Bioorganic & medicinal chemistry, 17 ((5)): (2002-2008). [PMID:19200744] |
| 10. Charles Gauthier,Jean Legault,Marianne Piochon,Serge Lavoie,Samuel Tremblay,André Pichette. (2009-03-17) Synthesis, cytotoxicity, and haemolytic activity of chacotrioside lupane-type neosaponins and their germanicane-type rearrangement products.. Bioorganic & medicinal chemistry letters, 19 ((8)): (2310-2314). [PMID:19285391] |
| 11. Wendong Xu,Chenggen Zhu,Wei Cheng,Xiaona Fan,Xiaoguang Chen,Sen Yang,Ying Guo,Fei Ye,Jiangong Shi. (2009-08-26) Chemical Constituents of the Roots of Euphorbia micractina.. Journal of natural products, 72 ((9)): (1620-1626). [PMID:19702283] |
| 12. Leena Pohjala,Sami Alakurtti,Tero Ahola,Jari Yli-Kauhaluoma,Päivi Tammela. (2009-10-21) Betulin-derived compounds as inhibitors of alphavirus replication.. Journal of natural products, 72 ((11)): (1917-1926). [PMID:19839605] |
| 13. Zhongjie Liang,Liying Zhang,Lianchun Li,Jun Liu,Hongling Li,Luyong Zhang,Limin Chen,Keguang Cheng,Mingyue Zheng,Xiaoan Wen,Pu Zhang,Jia Hao,Yanchun Gong,Xia Zhang,Xiaoyun Zhu,Jun Chen,Hong Liu,Hualiang Jiang,Cheng Luo,Hongbin Sun. (2011-03-29) Identification of pentacyclic triterpenes derivatives as potent inhibitors against glycogen phosphorylase based on 3D-QSAR studies.. European journal of medicinal chemistry, 46 ((6)): (2011-2021). [PMID:21439694] |
| 14. Miroslav Pospíšil,Petr Kovář,Robert Vácha,Michal Svoboda. (2011-05-04) Study of the betulin molecule in a water environment; ab initio and molecular simulation calculations.. Journal of molecular modeling, 18 ((1)): (367-376). [PMID:21537960] |
| 15. Weuller F de Moraes,Pablinny Moreira Galdino,Marcus Vinícius M Nascimento,Frederico Argollo Vanderlinde,Maria Teresa F Bara,Elson A Costa,José Realino de Paula. (2011-06-07) Triterpenes involved in the anti-inflammatory effect of ethanolic extract of Pterodon emarginatus Vogel stem bark.. Journal of natural medicines, 66 ((1)): (202-207). [PMID:21643657] |
| 16. Jing Yin,Chun-Lin Ren,Ya-Guang Zhan,Chun-Xiao Li,Jia-Lei Xiao,Wei Qiu,Xin-Yu Li,Hong-Mei Peng. (2011-06-08) Distribution and expression characteristics of triterpenoids and OSC genes in white birch (Betula platyphylla suk.).. Molecular biology reports, 39 ((3)): (2321-2328). [PMID:21647548] |
| 17. Sayan Chowdhury,Tulika Mukherjee,Souvik Sengupta,Somenath Roy Chowdhury,Sibabrata Mukhopadhyay,Hemanta K Majumder. (2011-07-14) Novel betulin derivatives as antileishmanial agents with mode of action targeting type IB DNA topoisomerase.. Molecular pharmacology, 80 ((4)): (694-703). [PMID:21750153] |
| 18. O B Kazakova,G V Giniiatullina,G A Tolstikov,I P Baĭkova,L Zaprutko,G N Apryshko. (2011-09-09) [Synthesis and antitumor activity of betulin, erythrodiol and uvaol aminopropoxy derivatives].. Bioorganicheskaia khimiia, 37 ((3)): (414-424). [PMID:21899058] |
| 19. Jekaterina Jeromenok,Winfried Böhlmann,Markus Antonietti,Jens Weber. (2011-09-20) Intrinsically microporous polyesters from betulin - toward renewable materials for gas separation made from birch bark.. Macromolecular rapid communications, 32 ((22)): (1846-1851). [PMID:21928305] |
| 20. Elenilze Figueiredo Batista,Danielle Monteiro Costa,Giselle M S P Guilhon,Adolfo Henrique Muller,Lourivaldo Silva Santos,Mara Silvia Pinheiro Arruda,Alberto Cardoso Arruda,Milton Nascimento Silva,Joyce Kelly Silva,Ricardo Souza Secco,Antonio Pedro Silva Souza Filho,Bruno Apolo Figueira. (2011-12-14) Chemical constituents and allelopathic and antioxidant activities of Alchorneopsis floribunda Müll. Arg. (Euphorbiaceae).. Natural product research, 27 ((1)): (1-8). [PMID:22150026] |
| 21. Agnieszka Szuster-Ciesielska,Krzysztof Plewka,Martyna Kandefer-Szerszeń. (2011-12-20) Betulin, betulinic acid and butein are inhibitors of acetaldehyde-induced activation of liver stellate cells.. Pharmacological reports : PR, 63 ((5)): (1109-1123). [PMID:22180353] |
| 22. Hai Ming Wang,Codruta M Soica,Gerhard Wenz. (2012-05-02) A comparison investigation on the solubilization of betulin and betulinic acid in cyclodextrin derivatives.. Natural product communications, 7 ((3)): (289-291). [PMID:22545397] |
| 23. Milan Urban,Martin Vlk,Petr Dzubak,Marian Hajduch,Jan Sarek. (2012-05-04) Cytotoxic heterocyclic triterpenoids derived from betulin and betulinic acid.. Bioorganic & medicinal chemistry, 20 ((11)): (3666-3674). [PMID:22551630] |
| 24. René Csuk,Sebastian Stark,Christoph Nitsche,Alexander Barthel,Bianka Siewert. (2012-05-15) Alkylidene branched lupane derivatives: synthesis and antitumor activity.. European journal of medicinal chemistry, 53 (337-345). [PMID:22578785] |
| 25. James R Krycer,Lisa Phan,Andrew J Brown. (2012-06-05) A key regulator of cholesterol homoeostasis, SREBP-2, can be targeted in prostate cancer cells with natural products.. The Biochemical journal, 446 ((2)): (191-201). [PMID:22657538] |
| 26. Hu Wei,Chunnian He,Yong Peng,Guoxu Ma,Peigen Xiao. (2012-07-19) [Chemical constituents of Dolomiaea souliei].. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 37 ((9)): (1249-1253). [PMID:22803370] |
| 27. Cristina Adriana Dehelean,Stefana Feflea,Judit Molnár,Istvan Zupko,Codruta Soica. (2012-09-18) Betulin as an antitumor agent tested in vitro on A431, HeLa and MCF7, and as an angiogenic inhibitor in vivo in the CAM assay.. Natural product communications, 7 ((8)): (981-985). [PMID:22978210] |
| 28. Chan Woo Lee,Nok Hyun Park,Jin Woong Kim,Byung Hun Um,A V Shpatov,E E Shults,I V Sorokina,S A Popov. (2012-09-25) Study of skin anti-ageing and anti-inflammatory effects of dihydroquercetin, natural triterpenoids, and their synthetic derivatives.. Bioorganicheskaia khimiia, 38 ((3)): (374-381). [PMID:22997710] |
| 29. Nina Melnikova,Irina Burlova,Tatiana Kiseleva,Irina Klabukova,Marina Gulenova,Capital A Cyrillicleksey Kislitsin,Viktor Vasin,Boris Tanaseichuk. (2012-10-23) A practical synthesis of betulonic acid using selective oxidation of betulin on aluminium solid support.. Molecules (Basel, Switzerland), 17 ((10)): (11849-11863). [PMID:23085649] |
| 30. René Csuk,Ronny Sczepek,Bianka Siewert,Christoph Nitsche. (2012-12-19) Cytotoxic betulin-derived hydroxypropargylamines trigger apoptosis.. Bioorganic & medicinal chemistry, 21 ((2)): (425-435). [PMID:23245801] |
| 31. H Ratia,H Rämänen,A Lensu,A Oikari. (2012-12-25) Betulinol and wood sterols in sediments contaminated by pulp and paper mill effluents: dissolution and spatial distribution.. Environmental science and pollution research international, 20 ((7)): (4562-4573). [PMID:23263757] |
| 32. Xiao-Hua Wei,Sheng-Jie Yang,Na Liang,De-Yu Hu,Lin-Hong Jin,Wei Xue,Song Yang. (2013-01-24) Chemical constituents of Caesalpinia decapetala (Roth) Alston.. Molecules (Basel, Switzerland), 18 ((1)): (1325-1336). [PMID:23340256] |
| 33. Cristina A Dehelean,Stefana Feflea,Dorina Gheorgheosu,Srinivas Ganta,Anca M Cimpean,Danina Muntean,Mansoor M Amiji. (2013-04-30) Anti-angiogenic and anti-cancer evaluation of betulin nanoemulsion in chicken chorioallantoic membrane and skin carcinoma in Balb/c mice.. Journal of biomedical nanotechnology, 9 ((4)): (577-589). [PMID:23621016] |
| 34. Barbara Tubek,Paweł Mituła,Natalia Niezgoda,Katarzyna Kempińska,Joanna Wietrzyk,Czesław Wawrzeńczyk. (2013-06-07) Synthesis and cytotoxic activity of new betulin and betulinic acid esters with conjugated linoleic acid (CLA).. Natural product communications, 8 ((4)): (435-438). [PMID:23738445] |
| 35. Subash C Jonnalagadda,Michael A Corsello,Christopher E Sleet. (2013-07-16) Betulin-betulinic acid natural product based analogs as anti-cancer agents.. Anti-cancer agents in medicinal chemistry, 13 ((10)): (1477-1499). [PMID:23848199] |
| 36. Ling-Yun Jia,Jing Wang,Chong-Ning Lv,Tan-Ye Xu,Ben-Zhi Jia,Jin-Cai Lu. (2013-07-23) A new cycloartane nortriterpenoid from stem and leaf of Quercus variabilis.. Journal of Asian natural products research, 15 ((9)): (1050-1054). [PMID:23869388] |
| 37. Mariam Philip Riya,Kalathookunnel Antony Antu,Savita Pal,Karuvakandy Chandrasekharan Chandrakanth,Karunakaran Sasikala Anilkumar,Akhilesh Kumar Tamrakar,Arvind Kumar Srivastava,Kozhiparambil Gopalan Raghu. (2014-09-17) Antidiabetic property of Aerva lanata (L.) Juss. ex Schult. is mediated by inhibition of alpha glucosidase, protein glycation and stimulation of adipogenesis.. Journal of diabetes, 7 ((4)): (548-561). [PMID:25224159] |
| 38. Enrique M Toledo,Shanzheng Yang,Daniel Gyllborg,Kim E van Wijk,Indranil Sinha,Manuel Varas-Godoy,Christopher L Grigsby,Peter Lönnerberg,Saiful Islam,Knut R Steffensen,Sten Linnarsson,Ernest Arenas. (2020-05-07) Srebf1 Controls Midbrain Dopaminergic Neurogenesis.. Cell reports, 31 ((5)): (107601-107601). [PMID:32375051] |
| 39. Marvin J Núñez,Carolina P Reyes,Ignacio A Jiménez,Laila Moujir,Isabel L Bazzocchi. (2005-07-26) Lupane triterpenoids from Maytenus species.. Journal of natural products, 68 ((7)): (1018-1021). [PMID:16038541] |
| 40. Sami Alakurtti,Taru Mäkelä,Salme Koskimies,Jari Yli-Kauhaluoma. (2006-05-24) Pharmacological properties of the ubiquitous natural product betulin.. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 29 ((1)): (1-13). [PMID:16716572] |
| 41. Fatma M Abdel Bar,Ahmed M Zaghloul,Sunitha V Bachawal,Paul W Sylvester,Kadria F Ahmad,Khalid A El Sayed. (2008-10-02) Antiproliferative triterpenes from Melaleuca ericifolia.. Journal of natural products, 71 ((10)): (1787-1790). [PMID:18826277] |
| 42. Malgorzata Drag-Zalesinska,Julita Kulbacka,Jolanta Saczko,Teresa Wysocka,Maciej Zabel,Pawel Surowiak,Marcin Drag. (2009-06-30) Esters of betulin and betulinic acid with amino acids have improved water solubility and are selectively cytotoxic toward cancer cells.. Bioorganic & medicinal chemistry letters, 19 ((16)): (4814-4817). [PMID:19560351] |
| 43. Cindy Horwedel,Svetlana B Tsogoeva,Shengwei Wei,Thomas Efferth. (2010-06-10) Cytotoxicity of artesunic acid homo- and heterodimer molecules toward sensitive and multidrug-resistant CCRF-CEM leukemia cells.. Journal of medicinal chemistry, 53 ((13)): (4842-4848). [PMID:20527917] |
| 44. Pu Zhang,Li Xu,Keduo Qian,Jun Liu,Luyong Zhang,Kuo-Hsiung Lee,Hongbin Sun. (2010-12-03) Efficient synthesis and biological evaluation of epiceanothic acid and related compounds.. Bioorganic & medicinal chemistry letters, 21 ((1)): (338-341). [PMID:21123066] |
| 45. Codruta M Soica,Cristina A Dehelean,Camelia Peev,Mihaela Aluas,I Zupkó,P Kása,Ersilia Alexa. (2011-05-21) Physico-chemical comparison of betulinic acid, betulin and birch bark extract and in\xa0vitro investigation of their cytotoxic effects towards skin epidermoid carcinoma (A431), breast carcinoma (MCF7) and cervix adenocarcinoma (HeLa) cell lines.. Natural product research, 26 ((10)): (968-974). [PMID:21598174] |
| 46. Imran Khan,Payare L Sangwan,Jagdish K Dhar,Surrinder Koul. (2012-01-04) Simultaneous quantification of five marker compounds of Betula utilis stem bark using a validated high-performance thin-layer chromatography method.. Journal of separation science, 35 ((3)): (392-399). [PMID:22213693] |
| 47. Fulgentius N Lugemwa. (2012-08-07) Extraction of betulin, trimyristin, eugenol and carnosic acid using water-organic solvent mixtures.. Molecules (Basel, Switzerland), 17 ((8)): (9274-9282). [PMID:22864237] |
| 48. Yu Feng,Min Li,Jing Liu,Teng-Yang Xu,Ruo-Si Fang,Qi-He Chen,Guo-Qing He. (2012-09-29) A novel one-step microbial transformation of betulin to betulinic acid catalysed by Cunninghamella blakesleeana.. Food chemistry, 136 ((1)): (73-79). [PMID:23017394] |