A meroterpenoid farnesyltransferase inhibitor
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Andrastin A

Item No. 22067

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,5β,8α,9β,10α,13α)-3β-(acetyloxy)-4,4,8,12,16-pentamethyl-15,17,19-trioxoandrost-11-ene-14-carboxylic acid, methyl ester
CAS Number
174232-42-9
Synonyms
  • NSC 697452
Molecular Formula
C28H38O7
Formula Weight
486.6
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
CC1=C[C@]2([H])[C@]([C@@](C(C3C)=O)(C(OC)=O)[C@]1(C)C3=O)(C)CC[C@]4([H])C(C)(C)[C@@H](OC(C)=O)CC[C@]42C=O
InChi Code
InChI=1S/C28H38O7/c1-15-13-19-25(6,28(23(33)34-8)22(32)16(2)21(31)26(15,28)7)11-9-18-24(4,5)20(35-17(3)30)10-12-27(18,19)14-29/h13-14,16,18-20H,9-12H2,1-8H3/t16?,18-,19-,20+,25+,26+,27+,28-/m1/s1
InChi Key
GRBXNADBNJGZRK-GJEDHNSHSA-N
Origin
Fungus/Penicillium sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $222

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    Product Description

    Andrastin A is a meroterpenoid farnesyltransferase inhibitor.1 It increases the accumulation and effect of the chemotheraputic agent vincristine (sulfate) (Item No. 11764 in multidrug resistant VJ-300 cell culture (the IC50 of vincristine decreased 1.5-20-fold upon treatment with 6.25 μg/ml to 50 μg/ml of of andrastin A), most likely by binding to plasma membrane phosphoglycoprotein to prevent drug efflux.2 Andrastin A inhibits survival of Caco-2 cells with an IC50 of >50 μg/ml.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Uchida, R., Shiomi, K., Inokosho, J., et al. Andrastins A-C, new protein farnesyltransferase inhibitors produced by Penicillium sp. FO-3929. II. Structure elucidation and biosynthesis. J. Antibiot. (Tokyo) 49(5), 418-424 (1996).

    2. Rho, M.-C., Toyoshima, M., Hayashi, M., et al. Enhancement of drug accumulation by andrastin A produced by Penicillium sp. FO-3929 in vincristine-resistant KB cells. J. Antibiot. (Tokyo) 51(1), 68-72 (1998).

    3. Rasmussen, R.R., Rasmussen, P.H., Larsen, T.O., et al. In vitro cytotoxicity of fungi spoiling maize silage. Food Chem. Toxicol. 49(1), 31-44 (2011).