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MedKoo Cat#: 592074 | Name: Abietic acid
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Abietic acid is an antioxidant.

Chemical Structure

Abietic acid
Abietic acid
CAS#514-10-3

Theoretical Analysis

MedKoo Cat#: 592074

Name: Abietic acid

CAS#: 514-10-3

Chemical Formula: C20H30O2

Exact Mass: 302.2246

Molecular Weight: 302.46

Elemental Analysis: C, 79.42; H, 10.00; O, 10.58

Price and Availability

Size Price Availability Quantity
10g USD 250.00 2 Weeks
25g USD 450.00 2 Weeks
50g USD 750.00 2 Weeks
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Related CAS #
No Data
Synonym
Abietic acid; NSC 25149; NSC-25149; NSC25149; Sylvic Acid; (−)-Abietic Acid
IUPAC/Chemical Name
1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R,4aR,4bR,10aR)-
InChi Key
RSWGJHLUYNHPMX-ONCXSQPRSA-N
InChi Code
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
SMILES Code
O=C([C@]1(C)CCC[C@]2(C)[C@@]3([H])CCC(C(C)C)=CC3=CC[C@@]12[H])O
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 302.46 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Thummuri D, Guntuku L, Challa VS, Ramavat RN, Naidu VGM. Abietic acid attenuates RANKL induced osteoclastogenesis and inflammation associated osteolysis by inhibiting the NF-KB and MAPK signaling. J Cell Physiol. 2018 Jun 22. doi: 10.1002/jcp.26575. [Epub ahead of print] PubMed PMID: 29932225. 2: Ji L, Yang LX. [Effect of soil phenolic acids on soil microbe of coal-mining depressed land after afforestation restoration by different tree species]. Ying Yong Sheng Tai Xue Bao. 2017 Dec;28(12):4017-4024. doi: 10.13287/j.1001-9332.201712.019. Chinese. PubMed PMID: 29696898. 3: Ramnath MG, Thirugnanasampandan R, NagaSundaram N, Bhuvaneswari G. Molecular Docking and Dynamic Simulation Studies of Terpenoids of I. wightii (Bentham) H. Hara against Acetylcholinesterase and Histone Deacetylase3 Receptors. Curr Comput Aided Drug Des. 2018 Mar 20. doi: 10.2174/1573409914666180321111925. [Epub ahead of print] PubMed PMID: 29564983. 4: Masnyk M, Butkiewicz A, Górecki M, Luboradzki R, Paluch P, Potrzebowski MJ, Frelek J. In Depth Analysis of Chiroptical Properties of Enones Derived from Abietic Acid. J Org Chem. 2018 Apr 6;83(7):3547-3561. doi: 10.1021/acs.joc.7b02911. Epub 2018 Mar 9. PubMed PMID: 29490457. 5: Cuzzucoli Crucitti V, Migneco LM, Piozzi A, Taresco V, Garnett M, Argent RH, Francolini I. Intermolecular interaction and solid state characterization of abietic acid/chitosan solid dispersions possessing antimicrobial and antioxidant properties. Eur J Pharm Biopharm. 2018 Apr;125:114-123. doi: 10.1016/j.ejpb.2018.01.012. Epub 2018 Jan 31. PubMed PMID: 29366926. 6: Yoshioka H, Mizuno Y, Yamaguchi T, Ichimaru Y, Takeya K, Hitotsuyanagi Y, Nonogaki T, Aoyagi Y. Methyl dehydroabietate counters high fat diet-induced insulin resistance and hepatic steatosis by modulating peroxisome proliferator-activated receptor signaling in mice. Biomed Pharmacother. 2018 Mar;99:214-219. doi: 10.1016/j.biopha.2018.01.064. PubMed PMID: 29334664. 7: Saleh-E-In MM, Van Staden J. Ethnobotany, phytochemistry and pharmacology of Arctotis arctotoides (L.f.) O. Hoffm.: A review. J Ethnopharmacol. 2018 Jun 28;220:294-320. doi: 10.1016/j.jep.2018.01.011. Epub 2018 Jan 11. Review. PubMed PMID: 29331315. 8: Hou W, Zhang G, Luo Z, Li D, Ruan H, Ruan BH, Su L, Xu H. Identification of a diverse synthetic abietane diterpenoid library and insight into the structure-activity relationships for antibacterial activity. Bioorg Med Chem Lett. 2017 Dec 15;27(24):5382-5386. doi: 10.1016/j.bmcl.2017.11.014. Epub 2017 Nov 9. PubMed PMID: 29153424. 9: Haapakorva E, Holmbom T, von Wright A. Novel aqueous oil-in-water emulsions containing extracts of natural coniferous resins are strongly antimicrobial against enterobacteria, staphylococci and yeasts, as well as on bacterial biofilms. J Appl Microbiol. 2018 Jan;124(1):136-143. doi: 10.1111/jam.13640. Epub 2017 Dec 19. PubMed PMID: 29150889. 10: Yu X, Bian P, Xue Y, Qian X, Yu H, Chen W, Hu X, Wang P, Wu D, Duan Q, Li L, Shen J, Ni Y. Combination of microsized mineral particles and rosin as a basis for converting cellulosic fibers into "sticky" superhydrophobic paper. Carbohydr Polym. 2017 Oct 15;174:95-102. doi: 10.1016/j.carbpol.2017.06.038. Epub 2017 Jun 12. PubMed PMID: 28821153. 11: Oh HW, Yun CS, Jeon JH, Kim JA, Park DS, Ryu HW, Oh SR, Song HH, Shin Y, Jung CS, Shin SW. Conifer Diterpene Resin Acids Disrupt Juvenile Hormone-Mediated Endocrine Regulation in the Indian Meal Moth Plodia interpunctella. J Chem Ecol. 2017 Jul;43(7):703-711. doi: 10.1007/s10886-017-0861-9. Epub 2017 Jul 3. PubMed PMID: 28674826. 12: Rosenmai AK, Bengtström L, Taxvig C, Trier X, Petersen JH, Svingen T, Binderup ML, Barbara Medea Alice VV, Dybdahl M, Granby K, Vinggaard AM. An effect-directed strategy for characterizing emerging chemicals in food contact materials made from paper and board. Food Chem Toxicol. 2017 Aug;106(Pt A):250-259. doi: 10.1016/j.fct.2017.05.061. Epub 2017 May 29. PubMed PMID: 28571769. 13: Hsieh YS, Yang SF, Hsieh YH, Hung CH, Chu SC, Yang SH, Chen PN. Erratum: "The Inhibitory Effect of Abietic Acid on Melanoma Cancer Metastasis and Invasiveness In Vitro and In Vivo". Am J Chin Med. 2017;45(2):403. doi: 10.1142/S0192415X1792001X. PubMed PMID: 28423939. 14: Gowda R, Inamdar GS, Kuzu O, Dinavahi SS, Krzeminski J, Battu MB, Voleti SR, Amin S, Robertson GP. Identifying the structure-activity relationship of leelamine necessary for inhibiting intracellular cholesterol transport. Oncotarget. 2017 Apr 25;8(17):28260-28277. doi: 10.18632/oncotarget.16002. PubMed PMID: 28423677; PubMed Central PMCID: PMC5438648. 15: Park JY, Lee YK, Lee DS, Yoo JE, Shin MS, Yamabe N, Kim SN, Lee S, Kim KH, Lee HJ, Roh SS, Kang KS. Abietic acid isolated from pine resin (Resina Pini) enhances angiogenesis in HUVECs and accelerates cutaneous wound healing in mice. J Ethnopharmacol. 2017 May 5;203:279-287. doi: 10.1016/j.jep.2017.03.055. Epub 2017 Apr 4. PubMed PMID: 28389357. 16: Zumbühl S, Brändle A, Hochuli A, Scherrer NC, Caseri W. Derivatization Technique To Identify Specifically Carbonyl Groups by Infrared Spectroscopy: Characterization of Photooxidative Aging Products in Terpenes and Terpeneous Resins. Anal Chem. 2017 Feb 7;89(3):1742-1748. doi: 10.1021/acs.analchem.6b04008. Epub 2017 Jan 20. PubMed PMID: 28208286. 17: Chereshnev VA, Barannikov VG, Kirichenko LV, Varankina SA, Khokhryakova VP, Dement'ev SV. [The new directions in the physiotherapeutic applications of the natural potassium salts of the Western Ural]. Vopr Kurortol Fizioter Lech Fiz Kult. 2016;93(6):21-26. doi: 10.17116/kurort2016621-26. Russian. PubMed PMID: 28091488. 18: Xu H, Liu L, Fan X, Zhang G, Li Y, Jiang B. Identification of a diverse synthetic abietane diterpenoid library for anticancer activity. Bioorg Med Chem Lett. 2017 Feb 1;27(3):505-510. doi: 10.1016/j.bmcl.2016.12.032. Epub 2016 Dec 11. PubMed PMID: 28011223. 19: Helfenstein A, Vahermo M, Nawrot DA, Demirci F, İşcan G, Krogerus S, Yli-Kauhaluoma J, Moreira VM, Tammela P. Antibacterial profiling of abietane-type diterpenoids. Bioorg Med Chem. 2017 Jan 1;25(1):132-137. doi: 10.1016/j.bmc.2016.10.019. Epub 2016 Oct 17. PubMed PMID: 27793449. 20: Jagalski V, Barker R, Topgaard D, Günther-Pomorski T, Hamberger B, Cárdenas M. Biophysical study of resin acid effects on phospholipid membrane structure and properties. Biochim Biophys Acta. 2016 Nov;1858(11):2827-2838. doi: 10.1016/j.bbamem.2016.08.008. Epub 2016 Aug 17. PubMed PMID: 27544924.