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andrastin C |
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CHEBI:142867 |
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A 17-oxosteroid that is 17-oxo-5β,9β,10α,13α-androsta-11,15-dieneandroxta-11,15-diene which is substituted by an acetoxy group at the 3β 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. |
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This entity has been manually annotated by the ChEBI Team.
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Molfile
XML
SDF
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InChI=1S/C28H40O6/c1-15-14-19-25(6)12-11-20(34-17(3)29)24(4,5)18(25)10-13-26(19,7)28(23(32)33-9)22(31)16(2)21(30)27(15,28)8/h14,18-20,31H,10-13H2,1-9H3/t18-,19+,20+,25-,26+,27+,28-/m1/s1 |
COPIXBGZYYCWRA-QUQNHZJXSA-N |
C1C[C@@H](C([C@@]2([C@@]1([C@]3([C@](CC2)([C@]4([C@@](C(=C3)C)(C(C(=C4O)C)=O)C)C(OC)=O)C)[H])C)[H])(C)C)OC(C)=O |
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Penicillium camponotum
(NCBI:txid2072477)
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See:
PubMed
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Penicillium cataractarum
(NCBI:txid2100454)
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See:
PubMed
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Penicillium costaricense
(NCBI:txid2100456)
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See:
PubMed
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Penicillium roqueforti
(NCBI:txid5082)
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See:
PubMed
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Penicillium simplicissimum
(NCBI:txid69488)
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of strain
FO-3929
See:
PubMed
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EC 2.5.1.58 (protein farnesyltransferase) inhibitor
An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of protein farnesyltransferase (EC 2.5.1.58), one of the three enzymes in the prenyltransferase group.
Penicillium metabolite
Any fungal metabolite produced during a metabolic reaction in Penicillium.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via meroterpenoid )
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View more via ChEBI Ontology
methyl 3β-(acetyloxy)-15-hydroxy-4,4,8α,12,16-pentamethyl-17-oxo-5β,9β,10α,13α-androsta-11,15-diene-14-carboxylate
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methyl (3β,5β,8α,9β,10α,13α)-3-(acetyloxy)-15-hydroxy-4,4,8,12,16-pentamethyl-17-oxoandrosta-11,15-diene-14-carboxylate
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IUPAC
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15826038
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PubMed citation
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Europe PMC
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23106671
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PubMed citation
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Europe PMC
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26863302
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PubMed citation
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Europe PMC
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8682716
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PubMed citation
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Europe PMC
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8682717
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PubMed citation
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Europe PMC
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