Andrastin C

cas: 174232-44-1 — see every product listed under this CAS number, including other names

Andrastin C (CAS 174232-44-1) is a chemical reagent available from Chemat. Available pack sizes: Get quote. Offered by: MedChemExpress.

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cas174232-44-1
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Structural formula: {0} (CAS {1})

Andrastin C is a 17-oxosteroid that is 17-oxo-5beta,9beta,10alpha,13alpha-androsta-11,15-dieneandroxta-11,15-diene which is substituted by an acetoxy group at the 3beta position, methyl groups at the 4, 4, 8, 12, and 16 positions, a methoxycarbonyl group at position 14, and a hydroxy group at position 15. A farnesyltransferase inhibitor produced by Penicillium roqueforti, a filamentous fungus involved in the ripening of several kinds of blue cheeses. It has a role as an EC 2.5.1.58 (protein farnesyltransferase) inhibitor and a Penicillium metabolite. It is a 5beta steroid, a 17-oxo steroid, a methyl ester, an enol, a 15-hydroxy steroid, an acetate ester and a meroterpenoid. It is a conjugate acid of an andrastin C(1-).

Source: ChEBI

Identity
Molecular formulaC28H40O6
Molecular weight472.6 g/mol
IUPAC namemethyl (3S,5S,8S,9S,10R,13R,14R)-3-acetyloxy-17-hydroxy-4,4,8,10,12,13,16-heptamethyl-15-oxo-2,3,5,6,7,9-hexahydro-1H-cyclopenta[a]phenanthrene-14-carboxylate
InChIKeyAWMJEDMVXAOTQZ-QUQNHZJXSA-N
SMILESCC1=C[C@H]2[C@@]3(CC[C@@H](C([C@H]3CC[C@@]2([C@]4([C@@]1(C(=C(C4=O)C)O)C)C(=O)OC)C)(C)C)OC(=O)C)C

Computed by PubChem (NCBI)

Synonyms: Andrastin C

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