CHEBI:66796 - pyripyropene K

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ChEBI Name pyripyropene K
ChEBI ID CHEBI:66796
Definition A sesquiterpenoid that consists of a heterotetracyclic system linked to a pyridine moiety. Isolated from the fungus, Aspergillus fumigatus, it exhibits inhibitory activity against acyl-CoA:cholesterol acyltransferase 2.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000535385293
Download Molfile XML SDF
Formula C33H41NO10
Net Charge 0
Average Mass 611.67930
Monoisotopic Mass 611.27305
InChI InChI=1S/C33H41NO10/c1-7-25(36)40-17-32(5)22-15-24(41-18(3)35)33(6)29(31(22,4)12-11-23(32)43-26(37)8-2)28(38)27-21(44-33)14-20(42-30(27)39)19-10-9-13-34-16-19/h9-10,13-14,16,22-24,28-29,38H,7-8,11-12,15,17H2,1-6H3/t22-,23+,24+,28+,29-,31+,32+,33-/m1/s1
InChIKey KVOOWOAVSBWHFM-TUMCFGMQSA-N
SMILES CCC(=O)OC[C@]1(C)[C@H](CC[C@@]2(C)[C@H]1C[C@H](OC(C)=O)[C@@]1(C)Oc3cc(oc(=O)c3[C@H](O)[C@H]21)-c1cccnc1)OC(=O)CC
Metabolite of Species Details
Aspergillus fumigatus (NCBI:txid746128) of strain FO 1289-2501 See: PubMed
Roles Classification
Biological Role(s): Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
acyl-CoA:cholesterol acyltransferase 2 inhibitor
A sterol O-acyltransferase inhibitor that specifically inhibits acyl-CoA:cholesterol acyltransferase 2.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing pyripyropene K (CHEBI:66796) has role Aspergillus metabolite (CHEBI:76956)
pyripyropene K (CHEBI:66796) has role acyl-CoA:cholesterol acyltransferase 2 inhibitor (CHEBI:64697)
pyripyropene K (CHEBI:66796) is a acetate ester (CHEBI:47622)
pyripyropene K (CHEBI:66796) is a organic heterotetracyclic compound (CHEBI:38163)
pyripyropene K (CHEBI:66796) is a pyridines (CHEBI:26421)
pyripyropene K (CHEBI:66796) is a sesquiterpenoid (CHEBI:26658)
IUPAC Name
(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-6-(acetyloxy)-12-hydroxy-4,6a,12b-trimethyl-11-oxo-4-[(propanoyloxy)methyl]-9-(pyridin-3-yl)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-3-yl propanoate
Registry Number Type Source
7326609 Reaxys Registry Number Reaxys
Citation Type Source
7622436 PubMed citation Europe PMC
Last Modified
13 January 2014