WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H571377
CAS#: 514-10-3
Description: Abietic acid has been investgated as an antimetastatic agent or as an adjuvant for anticancer therapy.
Hodoodo Cat#: H571377
Name: Abietic acid
CAS#: 514-10-3
Chemical Formula: C20H30O2
Exact Mass: 302.22
Molecular Weight: 302.460
Elemental Analysis: C, 79.42; H, 10.00; O, 10.58
Synonym: Abietic acid; NSC 25149; NSC-25149; NSC25149
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: >98% (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: >2 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: 2934.99.9001
More Info:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
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.
| 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 |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Zhu Y, Zhang S, Geng Z, Wang D, Liu F, Zhang M, Bian H, Xu W. Analysis of abietic acid and dehydroabietic acid residues in raw ducks and cooked ducks. Poult Sci. 2014 Oct;93(10):2663-7. doi: 10.3382/ps.2014-04045. Epub 2014 Aug 7. PubMed PMID: 25104764.
2: Abeer MM, Amin MC, Lazim AM, Pandey M, Martin C. Synthesis of a novel acrylated abietic acid-g-bacterial cellulose hydrogel by gamma irradiation. Carbohydr Polym. 2014 Sep 22;110:505-12. doi: 10.1016/j.carbpol.2014.04.052. Epub 2014 Apr 25. PubMed PMID: 24906785.
3: Rafferty RJ, Hicklin RW, Maloof KA, Hergenrother PJ. Synthesis of complex and diverse compounds through ring distortion of abietic acid. Angew Chem Int Ed Engl. 2014 Jan 3;53(1):220-4. doi: 10.1002/anie.201308743. Epub 2013 Nov 24. PubMed PMID: 24273016.
4: Jeon Y, Jung Y, Youm JK, Kang KS, Kim YK, Kim SN. Abietic acid inhibits UVB-induced MMP-1 expression in human dermal fibroblast cells through PPARα/γ dual activation. Exp Dermatol. 2015 Feb;24(2):140-5. doi: 10.1111/exd.12616. PubMed PMID: 25496486.
5: Liu J, Liu M, Li X, Lu X, Chen G, Sun Z, Li G, Zhao X, Zhang S, Song C, Wang H, Suo Y, You J. Development of ultrasonic-assisted closed in-syringe extraction and derivatization for the determination of labile abietic acid and dehydroabietic acid in cosmetics. J Chromatogr A. 2014 Dec 5;1371:20-9. doi: 10.1016/j.chroma.2014.10.059. Epub 2014 Oct 30. PubMed PMID: 25456583.
6: Olmo F, Guardia JJ, Marin C, Messouri I, Rosales MJ, Urbanová K, Chayboun I, Chahboun R, Alvarez-Manzaneda EJ, Sánchez-Moreno M. Prospects of an alternative treatment against Trypanosoma cruzi based on abietic acid derivatives show promising results in Balb/c mouse model. Eur J Med Chem. 2015 Jan 7;89:683-90. doi: 10.1016/j.ejmech.2014.11.004. Epub 2014 Nov 3. PubMed PMID: 25462275.
7: Hsieh YS, Yang SF, Hsieh YH, Hung CH, Chu SC, Yang SH, Chen PN. The Inhibitory Effect of Abietic Acid on Melanoma Cancer Metastasis and Invasiveness In Vitro and In Vivo. Am J Chin Med. 2015;43(8):1697-714. doi: 10.1142/S0192415X15500962. Epub 2015 Nov 30. PubMed PMID: 26621449.
8: Nachar A, Saleem A, Arnason JT, Haddad PS. Regulation of liver cell glucose homeostasis by dehydroabietic acid, abietic acid and squalene isolated from balsam fir (Abies balsamea (L.) Mill.) a plant of the Eastern James Bay Cree traditional pharmacopeia. Phytochemistry. 2015 Sep;117:373-9. doi: 10.1016/j.phytochem.2015.07.001. Epub 2015 Jul 8. PubMed PMID: 26164238.
9: Wang YF, Wei XY. [Determination of dehydroabietic acid and abietic acid in aqueous alkali extract of Liquidambaris Resina by HPLC]. Zhongguo Zhong Yao Za Zhi. 2013 Jan;38(1):57-9. Chinese. PubMed PMID: 23596877.
10: Tapia R, Bouanou H, Alvarez E, Alvarez-Manzaneda R, Chahboun R, Alvarez-Manzaneda E. Stereoselective transformations of (+)-abietic acid into (+)-vitedoin B and (+)-negundoin A. J Org Chem. 2014 May 16;79(10):4405-13. doi: 10.1021/jo5003533. Epub 2014 Apr 24. PubMed PMID: 24735394.
11: He Y, Zhang Y, Lu J, Lin R. Isolation and structural elucidation of abietic acid as the main adulterant in an herbal drug for the treatment of psoriasis. J Pharm Biomed Anal. 2012 Jul;66:345-8. doi: 10.1016/j.jpba.2012.03.007. Epub 2012 Mar 23. PubMed PMID: 22482903.
12: Ramnath MG, Thirugnanasampandan R, Mathusalini S, Mohan PS. Hepatoprotective and Cytotoxic Activities of Abietic Acid from Isodon wightii (Bentham) H. Hara. Pharmacognosy Res. 2016 Jul-Sep;8(3):206-8. doi: 10.4103/0974-8490.182920. PubMed PMID: 27365991; PubMed Central PMCID: PMC4908851.
13: Gao Y, Zhaoyu L, Xiangming F, Chunyi L, Jiayu P, Lu S, Jitao C, Liangcai C, Jifang L. Abietic acid attenuates allergic airway inflammation in a mouse allergic asthma model. Int Immunopharmacol. 2016 Sep;38:261-6. doi: 10.1016/j.intimp.2016.05.029. Epub 2016 Jun 16. PubMed PMID: 27318791.
14: Yao F, Zhang D, Zhang C, Yang W, Deng J. Preparation and application of abietic acid-derived optically active helical polymers and their chiral hydrogels. Bioresour Technol. 2013 Feb;129:58-64. doi: 10.1016/j.biortech.2012.10.157. Epub 2012 Nov 16. PubMed PMID: 23232223.
15: Hwang KH, Ahn JY, Kim S, Park JH, Ha TY. Abietic acid has an anti-obesity effect in mice fed a high-fat diet. J Med Food. 2011 Sep;14(9):1052-6. doi: 10.1089/jmf.2010.1471. Epub 2011 Aug 3. PubMed PMID: 21812648.
16: Xiao C, Rao WW, Zhong MC. [Study on determination methods for abietic acid in fake Myrrha]. Zhong Yao Cai. 2012 Aug;35(8):1237-41. Chinese. PubMed PMID: 23320354.
17: Tanabe H, Yasui T, Kotani H, Nagatsu A, Makishima M, Amagaya S, Inoue M. Retinoic acid receptor agonist activity of naturally occurring diterpenes. Bioorg Med Chem. 2014 Jun 15;22(12):3204-12. doi: 10.1016/j.bmc.2014.03.047. Epub 2014 Apr 13. PubMed PMID: 24799257.
18: 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.
19: Wiyono B, Tachibana S, Tinambunan D. Reaction of abietic acid with maleic anhydride and fumaric acid and attempts to find the fundamental component of fortified rosin. Pak J Biol Sci. 2007 May 15;10(10):1588-95. PubMed PMID: 19086503.
20: Takahashi N, Kawada T, Goto T, Kim CS, Taimatsu A, Egawa K, Yamamoto T, Jisaka M, Nishimura K, Yokota K, Yu R, Fushiki T. Abietic acid activates peroxisome proliferator-activated receptor-gamma (PPARgamma) in RAW264.7 macrophages and 3T3-L1 adipocytes to regulate gene expression involved in inflammation and lipid metabolism. FEBS Lett. 2003 Aug 28;550(1-3):190-4. PubMed PMID: 12935909.
