Baccatin III - 95%, high purity , CAS No.27548-93-2

  • ≥95%
Item Number
B140555
Grouped product items
SKUSizeAvailabilityPrice Qty
B140555-25mg
25mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$252.90
B140555-100mg
100mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$909.90

Apoptosis inducer and precursor to paclitaxel/taxol

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Basic Description

SynonymsAS-35071 | Baccatin cento | CS-0013149 | OVMSOCFBDVBLFW-VHLOTGQHSA-N | BACCATIN III [WHO-DD] | CHEBI:32898 | NSC-330753 | 7,11-Methano-5H-cyclodeca[3,4]benz[1,2-b]oxet-5-one, 6,12b-bis(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahyd
Specifications & Purity≥95%
Biochemical and Physiological MechanismsApoptosis inducer and precursor to paclitaxel/taxol. Stabilises microtubules. Exerts immunomodulatory activities on MHC-restricted antigen presentation. Active in vitro and in vivo .
Storage TempStore at 2-8°C
Shipped InWet ice
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

Baccatin III is the precursor to paclitaxel/ taxol. Antileukaemic and antitumor agent isolated from the bark of the Pacific yew tree (Taxus breviofolia). Baccatin III binds to tubules when they are assembled in the cell and stabilizes the polymerized form of tubules so that they remain assembled even under conditions in which microtubules dissociate into tubulin subunits. Baccatin III is also an inducer of apoptosis and shows antitumor properties in vitro
An apoptosis inducer and precursor to paclitaxel/taxol

Associated Targets(Human)

TUBB2B Tclin Tubulin beta-2B chain (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ACHE Tclin Acetylcholinesterase (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
BCHE Tclin Cholinesterase (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SW480 (6023 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
WI-38 VA13 (346 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A2780 (11979 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL (112 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

B16 (5829 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L1210 (27553 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
P388 (20296 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences
Acetylcholinesterase inhibitorINHIBITORALA220AcetylcholinesteraseSINGLE PROTEINHomo sapiens

DailyMed: [1]


Acetylcholinesterase inhibitorINHIBITORALA220AcetylcholinesteraseSINGLE PROTEINHomo sapiens

DailyMed: [1]


Acetylcholinesterase inhibitorINHIBITORALA220AcetylcholinesteraseSINGLE PROTEINHomo sapiens

PubMed: [1] , [2]


Acetylcholinesterase inhibitorINHIBITORALA220AcetylcholinesteraseSINGLE PROTEINHomo sapiens

DailyMed: [1]


Wikipedia: [1]


Acetylcholinesterase inhibitorINHIBITORALA220AcetylcholinesteraseSINGLE PROTEINHomo sapiens

DailyMed: [1]


Acetylcholinesterase inhibitorINHIBITORALA220AcetylcholinesteraseSINGLE PROTEINHomo sapiens

PubMed: [1] , [2]


Acetylcholinesterase inhibitorINHIBITORALA220AcetylcholinesteraseSINGLE PROTEINHomo sapiens

DailyMed: [1]


Acetylcholinesterase inhibitorINHIBITORALA220AcetylcholinesteraseSINGLE PROTEINHomo sapiens

DailyMed: [1]


Wikipedia: [1]


Acetylcholinesterase inhibitorINHIBITORALA220AcetylcholinesteraseSINGLE PROTEINHomo sapiens

PubMed: [1]


Acetylcholinesterase inhibitorINHIBITORALA220AcetylcholinesteraseSINGLE PROTEINHomo sapiens

FDA: [1]


Names and Identifiers

IUPAC Name [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,9,15-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
INCHI InChI=1S/C31H38O11/c1-15-19(34)13-31(38)26(41-27(37)18-10-8-7-9-11-18)24-29(6,20(35)12-21-30(24,14-39-21)42-17(3)33)25(36)23(40-16(2)32)22(15)28(31,4)5/h7-11,19-21,23-24,26,34-35,38H,12-14H2,1-6H3/t19-,20-,21+,23+,24-,26-,29+,30-,31+/m0/s1
InChi Key OVMSOCFBDVBLFW-VHLOTGQHSA-N
Canonical SMILES CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1O)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)C)OC(=O)C
Isomeric SMILES CC1=C2[C@H](C(=O)[C@@]3([C@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1O)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)C)OC(=O)C
WGK Germany 3
PubChem CID 65366
Molecular Weight 586.63

Certificates

C of A & Other Certificates(BSE/TSE, COO)

Find and download the COA for your product by matching the lot number on the packaging.

1 results found

Lot NumberCertificate TypeDateItem
I1518087Certificate of AnalysisMay 08, 2023 B140555

Chemical and Physical Properties

SolubilitySoluble in DMSO, 100% ethanol, and methanol.
Refractive Index1.5455-1.5475
Melt Point(°C)229-234°C

Safety and Hazards(GHS)

Pictogram(s) GHS08,   GHS07
Signal Danger
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

H350:May cause cancer

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.

P271:Use only outdoors or in a well-ventilated area.

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.

P203:Obtain, read and follow all safety instructions before use.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P318:if exposed or concerned, get medical advice.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P319:Get medical help if you feel unwell.

WGK Germany 3

Related Documents

Citations of This Product(2)

1. Yu Chunna, Luo Xiujun, Zhan Xiaori, Hao Juan, Zhang Lei, L Song Yao-Bin, Shen Chenjia, Dong Ming.  (2018)  Comparative metabolomics reveals the metabolic variations between two endangered Taxus species (T. fuana and T. yunnanensis) in the Himalayas.  BMC PLANT BIOLOGY,  18  (1): (1-12).  [PMID:30223770] [10.1186/s12870-018-1412-4]
2. Fei Qiao, Hanqing Cong, Xuefei Jiang, Rongxiang Wang, Junmei Yin, Dan Qian, Zhunian Wang, Peter Nick.  (2014)  De Novo Characterization of a Cephalotaxus hainanensis Transcriptome and Genes Related to Paclitaxel Biosynthesis.  PLoS One,  (9): (e106900).  [PMID:25203398] [10.1371/journal.pone.0106900]

References

1. Yu Chunna, Luo Xiujun, Zhan Xiaori, Hao Juan, Zhang Lei, L Song Yao-Bin, Shen Chenjia, Dong Ming.  (2018)  Comparative metabolomics reveals the metabolic variations between two endangered Taxus species (T. fuana and T. yunnanensis) in the Himalayas.  BMC PLANT BIOLOGY,  18  (1): (1-12).  [PMID:30223770] [10.1186/s12870-018-1412-4]
2. Fei Qiao, Hanqing Cong, Xuefei Jiang, Rongxiang Wang, Junmei Yin, Dan Qian, Zhunian Wang, Peter Nick.  (2014)  De Novo Characterization of a Cephalotaxus hainanensis Transcriptome and Genes Related to Paclitaxel Biosynthesis.  PLoS One,  (9): (e106900).  [PMID:25203398] [10.1371/journal.pone.0106900]

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