A diterpene with diverse biological properties
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Isomer(s)
39136Palustric Acid
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Abietic Acid

Item No. 24927

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,4aR,4bR,10aR)-1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenecarboxylic acid
CAS Number
514-10-3
Synonyms
  • (−)-Abietic Acid
  • NSC 25149
  • Sylvic Acid
Molecular Formula
C20H30O2
Formula Weight
302.5
Purity
≥80%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:20): 0.04 mg/mlEthanol: 20 mg/ml
λmax
241 nm
SMILES
CC(C)C1=CC2=CC[C@@]3([H])[C@](C)(C(O)=O)CCC[C@]3(C)[C@@]2([H])CC1
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
InChi Key
RSWGJHLUYNHPMX-ONCXSQPRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 g

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    50 g

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    100 g

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    Product Description

    Abietic acid is an abietane diterpene originally isolated from wood resin that has diverse biological activities, including enzyme inhibitory, antiproliferative, antibacterial, and anti-obesity properties.1,2,3,4,5,6 It inhibits soybean 5-lipoxygenase (5-LO) and rat prostate testosterone 5α-reductase in cell-free assays (IC50s = 29.5 and 56 μM, respectively).2,3 Abietic acid selectively inhibits proliferation of HeLa cervical cancer cells over noncancerous Vero cells (IC50s = 15 and 53 μM, respectively) and inhibits the growth of S. epidermidis, P. acnes, and S. mitis bacteria (MICs = 8, 4, and 16 μg/ml, respectively).4,5 It induces expression of fatty acid binding protein 2 (FABP2; Item No. 10009548) and lipoprotein lipase (LPL) in differentiated 3T3-L1 mouse adipocytes when used at a concentration of 25 μM.7 Abietic acid (40 mg/kg per day) also decreases body and adipose tissue weight in mice fed a high-fat diet.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Harris, G.C., and Sanderson, T.F. Resin acids; an improved method of isolation of resin acids the isolation of a new abietic-type acid, neoabietic acid. J. Am. Chem. Soc. 70(1), 334-339 (1948).

    2. Ulusu, N.N., Ercil, D., Sakar, M.K., et al. Abietic acid inhibits lipoxygenase activity. Phytother. Res. 16(1), 88-90 (2002).

    3. Roh, S.-S., Park, M.-K., and Kim, Y.-U. Abietic acid from Resina Pini of Pinus species as a testosterone 5α-reductase inhibitor. J. Health Sci. 56(4), 451-455 (2010).

    4. González, M.A., Pérez-Guaita, D., Correa-Royero, J., et al. Synthesis and biological evaluation of dehydroabietic acid derivatives. Eur. J. Med. Chem. 45(2), 811-816 (2010).

    5. Helfenstein, A., Vahermo, M., Nawrot, D.A., et al. Antibacterial profiling of abietane-type diterpenoids. Bioorg. Med. Chem. 25(1), 132-137 (2017).

    6. Hwang, K.H., Ahn, J.Y., Kim, S., et al. Abietic acid has an anti-obesity effect in mice fed a high-fat diet. J. Med. Food 14(9), 1052-1056 (2011).

    7. Takahashi, N., Kawada, T., Goto, T., et al. Abietic acid activates peroxisome proliferator-activated receptor-γ (PPARγ) in RAW264.7 macrophages and 3T3-L1 adipocytes to regulate gene expression involved in inflammation and lipid metabolism. FEBS Lett. 550(1-3), 190-194 (2003).