Click Here for 5% Off Your First Aladdin Purchase!

Abietic acid - 75%, high purity , CAS No.514-10-3

  • ≥75%
Item Number
A107217
Grouped product items
SKUSizeAvailabilityPrice Qty
A107217-5g
5g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$15.90
A107217-25g
25g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$49.90
A107217-100g
100g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$119.90
A107217-500g
500g
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$359.90
View related series
Plant Activators terpenes Terpenoids

Basic Description

SynonymsABIETIC ACID|514-10-3|Sylvic acid|Abietate|l-Abietic acid|Rosin Acid|7,13-Abietadien-18-oic acid|Kyselina abietova|13-Isopropylpodocarpa-7,13-dien-15-oic acid|CCRIS 3183|Abietic acid, technical|Abietinic acid|EINECS 208-178-3|NSC 25149|UNII-V3DHX33184|(-)
Specifications & Purity≥75%
Storage TempStore at 2-8°C,Protected from light,Argon charged
Shipped InWet ice
Product Description

Starting material for natural product synthesis. Epoxidation with MCPBA.
Abietic acid is used as a precursor in the preparation of petrochemical curing agents. It is used in the synthesis of dehydroabietic acid derivatives, that exhibit antitumor, antimycotic, and antiviral activities. It can also be used as a starting material in the total synthesis of (-)-triptolide[8] and (+)-amberketal.

Associated Targets

EHMT2 Tchem Histone-lysine N-methyltransferase EHMT2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

RARG Tclin Retinoic acid receptor gamma 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

VDR Tclin Vitamin D3 receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

PDK3 Tchem [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrial 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

RARA Tclin Retinoic acid receptor alpha 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

PTGS2 Tclin Prostaglandin G/H synthase 2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

LMNA Tbio Prelamin-A/C 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

NR1H3 Tchem Oxysterols receptor LXR-alpha 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GLS Tchem Glutaminase kidney isoform, mitochondrial 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

PPARD Tchem Peroxisome proliferator-activated receptor delta 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

PPARG Tclin Peroxisome proliferator-activated receptor gamma 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

IUPAC Name (1R,4aR,4bR,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid
INCHI InChI=1S/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h7,12-13,16-17H,5-6,8-11H2,1-4H3,(H,21,22)/t16-,17+,19+,20+/m0/s1
InChi Key RSWGJHLUYNHPMX-ONCXSQPRSA-N
Canonical SMILES CC(C)C1=CC2=CCC3C(C2CC1)(CCCC3(C)C(=O)O)C
Isomeric SMILES CC(C)C1=CC2=CC[C@@H]3[C@@]([C@H]2CC1)(CCC[C@@]3(C)C(=O)O)C
WGK Germany 3
RTECS TP8580000
PubChem CID 10569
Molecular Weight 302.45
Beilstein 2221451
Reaxy-Rn 2221451

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

5 results found

Lot NumberCertificate TypeDateItem
C2430008Certificate of AnalysisMar 11, 2024 A107217
C2430200Certificate of AnalysisMar 11, 2024 A107217
A2415212Certificate of AnalysisSep 11, 2021 A107217
H2308237Certificate of AnalysisSep 11, 2021 A107217
I2213221Certificate of AnalysisSep 11, 2021 A107217

Chemical and Physical Properties

SolubilitySolubility in water: Insoluble Solubility in other solvents: Soluble in diluted NaOH solution Soluble in alcohol, benzene, chloroform, acetone, ether and carbon disulfide
Sensitivitymoisture & air&Light sensitive
Specific Rotation[α][α]20/D −85±10°, c = 1% in ethanol
Melt Point(°C)150-165 °C

Safety and Hazards(GHS)

Pictogram(s) GHS09,   GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

H400:Very toxic to aquatic life

H410:Very toxic to aquatic life with long lasting effects

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.

P273:Avoid release to the environment.

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.

P391:Collect spillage.

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

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
RTECS TP8580000
Reaxy-Rn 2221451
Merck Index 7

Related Documents

References

1. Daryl J Smith,Joonhong Park,James M Tiedje,William W Mohn.  (2007-06-26)  A large gene cluster in Burkholderia xenovorans encoding abietane diterpenoid catabolism..  Journal of bacteriology,  189  ((17)): (6195-6204).  [PMID:17586638]
2. Daryl J Smith,Marianna A Patrauchan,Christine Florizone,Lindsay D Eltis,William W Mohn.  (2007-12-25)  Distinct roles for two CYP226 family cytochromes P450 in abietane diterpenoid catabolism by Burkholderia xenovorans LB400..  Journal of bacteriology,  190  ((5)): (1575-1583).  [PMID:18156276]
3. Volodymyr Samoylenko,D Chuck Dunbar,Md Abdul Gafur,Shabana I Khan,Samir A Ross,Jaber S Mossa,Farouk S El-Feraly,Babu L Tekwani,Jan Bosselaers,Ilias Muhammad.  (2008-12-11)  Antiparasitic, nematicidal and antifouling constituents from Juniperus berries..  Phytotherapy research : PTR,  22  ((12)): (1570-1576).  [PMID:19067375]
4. Miguel A González,Julieth Correa-Royero,Lee Agudelo,Ana Mesa,Liliana Betancur-Galvis.  (2009-02-17)  Synthesis and biological evaluation of abietic acid derivatives..  European journal of medicinal chemistry,  44  ((6)): (2468-2472).  [PMID:19217699]
5. Miguel A González,David Pérez-Guaita,Julieth Correa-Royero,Bibiana Zapata,Lee Agudelo,Ana Mesa-Arango,Liliana Betancur-Galvis.  (2009-11-07)  Synthesis and biological evaluation of dehydroabietic acid derivatives..  European journal of medicinal chemistry,  45  ((2)): (811-816).  [PMID:19892441]
6. Mee Jung Jung,Hyun Ah Jung,Sam Sik Kang,Geum-Sook Hwang,Jae Sue Choi.  (2010-02-18)  A new abietic acid-type diterpene glucoside from the needles of Pinus densiflora..  Archives of pharmacal research,  32  ((12)): (1699-1704).  [PMID:20162397]
7. Ahmet C Gören,Gökhan Bilsel,Alp Hakan Oztürk,Gülaçti Topçu.  (2011-01-11)  Chemical composition of natural colophony from Pinus brutia and comparison with synthetic colophony..  Natural product communications,  ((11)): (1729-1732).  [PMID:21213968]
8. Matthew R Siebert,Jiaxu Zhang,Srirangam V Addepalli,Dean J Tantillo,William L Hase.  (2011-05-10)  The need for enzymatic steering in abietic acid biosynthesis: gas-phase chemical dynamics simulations of carbocation rearrangements on a bifurcating potential energy surface..  Journal of the American Chemical Society,  133  ((21)): (8335-8343).  [PMID:21548620]
9. Luís M T Frija,Raquel F M Frade,Carlos A M Afonso.  (2011-05-31)  Isolation, chemical, and biotransformation routes of labdane-type diterpenes..  Chemical reviews,  111  ((8)): (4418-4452).  [PMID:21618966]
10. Kwang-Hyun Hwang,Ji-Yun Ahn,Suna Kim,Jae-Ho Park,Tae-Youl Ha.  (2011-08-05)  Abietic acid has an anti-obesity effect in mice fed a high-fat diet..  Journal of medicinal food,  14  ((9)): (1052-1056).  [PMID:21812648]
11. Sara Axelsson,Kåre Eriksson,Ulrika Nilsson.  (2011-08-30)  Determination of resin acids during production of wood pellets--a comparison of HPLC/ESI-MS with the GC/FID MDHS 83/2 method..  Journal of environmental monitoring : JEM,  13  ((10)): (2940-2945).  [PMID:21874165]
12. Maria Michela Lauriola,Antonio De Bitonto,Gabriele Ermini,Ombretta Lenzi,Paolo Daniele Pigatto.  (2012-06-02)  Allergic contact dermatitis from depilatory wax..  Dermatitis : contact, atopic, occupational, drug,  23  ((3)): (126-127).  [PMID:22653175]
13. Fei Yao,Dongyue Zhang,Chaohong Zhang,Wantai Yang,Jianping Deng.  (2012-12-13)  Preparation and application of abietic acid-derived optically active helical polymers and their chiral hydrogels..  Bioresource technology,  129  (58-64).  [PMID:23232223]
14. Cong Xiao,Wei-Wen Rao,Ming-Cheng Zhong.  (2013-01-17)  [Study on determination methods for abietic acid in fake Myrrha]..  Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials,  35  ((8)): (1237-1241).  [PMID:23320354]
15. Alexander V Shpatov,Sergey A Popov,Olga I Salnikova,Emma N Shmidt,Suk Woo Kang,Sang Min Kim,Byung Hun Um.  (2013-02-19)  Lipophilic extracts from needles and defoliated twigs of Pinus pumila from two different populations..  Chemistry & biodiversity,  10  ((2)): (198-208).  [PMID:23418167]
16. Jonathan H Slade,Daniel A Knopf.  (2013-03-15)  Heterogeneous OH oxidation of biomass burning organic aerosol surrogate compounds: assessment of volatilisation products and the role of OH concentration on the reactive uptake kinetics..  Physical chemistry chemical physics : PCCP,  15  ((16)): (5898-5915).  [PMID:23487256]
17. Ying-Feng Wang,Xiao-Yan Wei.  (2013-04-20)  [Determination of dehydroabietic acid and abietic acid in aqueous alkali extract of Liquidambaris Resina by HPLC]..  Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica,  38  ((1)): (57-59).  [PMID:23596877]
18. Simon Janocha,Rita Bernhardt.  (2013-06-25)  Design and characterization of an efficient CYP105A1-based whole-cell biocatalyst for the conversion of resin acid diterpenoids in permeabilized Escherichia coli..  Applied microbiology and biotechnology,  97  ((17)): (7639-7649).  [PMID:23793341]
19. C F Massaro,M Katouli,T Grkovic,H Vu,R J Quinn,T A Heard,C Carvalho,M Manley-Harris,H M Wallace,P Brooks.  (2014-04-08)  Anti-staphylococcal activity of C-methyl flavanones from propolis of Australian stingless bees (Tetragonula carbonaria) and fruit resins of Corymbia torelliana (Myrtaceae)..  Fitoterapia,  95  (247-257).  [PMID:24704551]
20. Raghavendra Gowda,SubbaRao V Madhunapantula,Arati Sharma,Omer F Kuzu,Gavin P Robertson.  (2014-08-02)  Nanolipolee-007, a novel nanoparticle-based drug containing leelamine for the treatment of melanoma..  Molecular cancer therapeutics,  13  ((10)): (2328-2340).  [PMID:25082958]
21. Jianjun Liu,Mengge Liu,Xiu Li,Xiaomin Lu,Guang Chen,Zhiwei Sun,Guoliang Li,Xianen Zhao,Shijuan Zhang,Cuihua Song,Hua Wang,Yourui Suo,Jinmao You.  (2014-12-03)  Development of ultrasonic-assisted closed in-syringe extraction and derivatization for the determination of labile abietic acid and dehydroabietic acid in cosmetics..  Journal of chromatography. A,  1371  (20-29).  [PMID:25456583]
22. Chihang Cheng,Fangyuan Zhou,Min Lu,Jianghua Sun.  (2015-05-06)  Inducible pine rosin defense mediates interactions between an invasive insect-fungal complex and newly acquired sympatric fungal associates..  Integrative zoology,  10  ((5)): (453-464).  [PMID:25939920]
23. Yusuke Yamamoto,Masaharu Fujita,Sayaka Wanibuchi,Ayako Sato,Miyuki Akimoto,Yasuhiro Katsuoka,Atsushi Ono,Toshihiko Kasahara.  (2019-09-03)  Applicability of amino acid derivative reactivity assay for prediction of skin sensitization by combining multiple alternative methods to evaluate key events..  The Journal of toxicological sciences,  44  ((9)): (585-600).  [PMID:31474740]
24. A Mehling,E Adriaens,S Casati,B Hubesch,A Irizar,M Klaric,S Letasiova,I Manou,B P Müller,E Roggen,E van Vliet,D Basketter.  (2019-09-09)  In vitro RHE skin sensitisation assays: Applicability to challenging substances..  Regulatory toxicology and pharmacology : RTP,  108  (104473-104473).  [PMID:31494190]
25. Yuki Ito,Takashi Ito,Keisuke Yamashiro,Fumi Mineshiba,Kimito Hirai,Kazuhiro Omori,Tadashi Yamamoto,Shogo Takashiba.  (2019-09-15)  Antimicrobial and antibiofilm effects of abietic acid on cariogenic Streptococcus mutans..  Odontology,  108  ((1)): (57-65).  [PMID:31520265]
26. João P A Reis,Sandra A C Figueiredo,Maria Lígia Sousa,Pedro N Leão.  (2020-03-21)  BrtB is an O-alkylating enzyme that generates fatty acid-bartoloside esters..  Nature communications,  11  ((1)): (1458-1458).  [PMID:32193394]
27. Melissa H Mageroy,Samuel W Wilkinson,Torstein Tengs,Hugh Cross,Marit Almvik,Pierre Pétriacq,Adam Vivian-Smith,Tao Zhao,Carl Gunnar Fossdal,Paal Krokene.  (2020-04-24)  Molecular underpinnings of methyl jasmonate-induced resistance in Norway spruce..  Plant, cell & environment,  43  ((8)): (1827-1843).  [PMID:32323322]
28. Xosé López-Goldar,Lina Lundborg,Anna Karin Borg-Karlson,Rafael Zas,Luis Sampedro.  (2020-05-02)  Resin acids as inducible chemical defences of pine seedlings against chewing insects..  PloS one,  15  ((5)): (e0232692-e0232692).  [PMID:32357193]
29. Zhishen Xie,Gai Gao,Hui Wang,Erwen Li,Yong Yuan,Jiangyan Xu,Zhenqiang Zhang,Pan Wang,Yu Fu,Huahui Zeng,Junying Song,Christian Hölscher,Hui Chen.  (2020-05-16)  Dehydroabietic acid alleviates high fat diet-induced insulin resistance and hepatic steatosis through dual activation of PPAR-γ and PPAR-α..  Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie,  127  (110155-110155).  [PMID:32413669]
30. Sreejon Das,Martha Dagnew,Madhumita B Ray.  (2020-11-14)  Anaerobic digestibility of resin acids in primary sludge: Effect of ozone pretreatment..  Chemosphere,  262  (128316-128316).  [PMID:33182136]
31. A A Fisher.  (1981-05-01)  Allergic contact dermatitis in a violinist. The role of abietic acid--a sensitizer in rosin (colophony)--as the causative agent..  Cutis,  27  ((5)): (466-466).  [PMID:7016461]
32. Kåre Eriksson,Katja Hagström,Sara Axelsson,Leena Nylander-French.  (2008-04-09)  Tape-stripping as a method for measuring dermal exposure to resin acids during wood pellet production..  Journal of environmental monitoring : JEM,  10  ((3)): (345-352).  [PMID:18392277]
33. Roberto E Di Paolo,Barbara Gigante,Maria A Esteves,Natércia Pires,Célia Santos,Maria H Lameiro,João Seixas de Melo,Hugh D Burrows,António L Maçanita.  (2008-10-03)  Picosecond structural relaxation of abietic acid based amine end capped para-phenylenevinylene trimers in solution..  Chemphyschem : a European journal of chemical physics and physical chemistry,  ((15)): (2214-2220).  [PMID:18830995]
34. S P Bhatia,C S Letizia,A M Api.  (2008-10-11)  Fragrance material review on abietyl acetate..  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association,  46 Suppl 12  (S28-S29).  [PMID:18845214]
35. K Ohmori,Y Kawamura.  (2009-08-15)  Cell transformation activities of abietic acid and dehydroabietic acid: safety assessment of possible contaminants in paper and paperboard for food contact use..  Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment,  26  ((4)): (568-573).  [PMID:19680931]
36. Sabrina Bleif,Frank Hannemann,Michael Lisurek,Jens Peter von Kries,Josef Zapp,Matthias Dietzen,Iris Antes,Rita Bernhardt.  (2011-01-29)  Identification of CYP106A2 as a regioselective allylic bacterial diterpene hydroxylase..  Chembiochem : a European journal of chemical biology,  12  ((4)): (576-582).  [PMID:21271628]
37. Yi He,Yumei Zhang,Jing Lu,Ruichao Lin.  (2012-04-10)  Isolation and structural elucidation of abietic acid as the main adulterant in an herbal drug for the treatment of psoriasis..  Journal of pharmaceutical and biomedical analysis,  66  (345-348).  [PMID:22482903]
38. Patrick Frank,Francesco Caruso,Eugenio Caponetti.  (2012-05-02)  Ancient wood of the Acqualadrone rostrum: materials history through gas chromatography/mass spectrometry and sulfur X-ray absorption spectroscopy..  Analytical chemistry,  84  ((10)): (4419-4428).  [PMID:22545724]
39. Mohd Ishtikhar,Mohd Sajid Ali,Ayman M Atta,Hammad Al-Lohedan,Gamal Badr,Rizwan Hasan Khan.  (2015-11-10)  Temperature dependent rapid annealing effect induces amorphous aggregation of human serum albumin..  International journal of biological macromolecules,  82  (844-855).  [PMID:26552019]
40. Li-Li Pan,Lin Frank Song,Yipu Miao,Yue Yang,Kenneth M Merz.  (2017-06-02)  Mechanism of Formation of the Nonstandard Product in the Prenyltransferase Reaction of the G115T Mutant of FtmPT1: A Case of Reaction Dynamics Calling the Shots?.  Biochemistry,  56  ((24)): (2995-3007).  [PMID:28570807]
41. Valentina Cuzzucoli Crucitti,Luisa Maria Migneco,Antonella Piozzi,Vincenzo Taresco,Martin Garnett,Richard H Argent,Iolanda Francolini.  (2018-01-26)  Intermolecular interaction and solid state characterization of abietic acid/chitosan solid dispersions possessing antimicrobial and antioxidant properties..  European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V,  125  (114-123).  [PMID:29366926]
42. Sining Kang,Jun Zhang,Ye Yuan.  (2018-09-02)  Abietic acid attenuates IL-1β-induced inflammation in human osteoarthritis chondrocytes..  International immunopharmacology,  64  (110-115).  [PMID:30172103]
43. Byeol-I Han,Jung-Sun Yi,Souk Jin Seo,Tae Sung Kim,Ilyoung Ahn,Kyungyuk Ko,Joo Hwan Kim,SeungJin Bae,Jong Kwon Lee.  (2019-06-04)  Evaluation of skin sensitization potential of chemicals by local lymph node assay using 5-bromo-2-deoxyuridine with flow cytometry..  Regulatory toxicology and pharmacology : RTP,  107  (104401-104401).  [PMID:31158384]

Solution Calculators