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CHEBI:66795 - pyripyropene J

ChEBI IDCHEBI:66795
ChEBI Namepyripyropene J
Stars
DefinitionA 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.
Last Modified13 January 2014
DownloadsMolfile
FormulaC33H41NO10
Net Charge0
Average Mass611.688
Monoisotopic Mass611.27305
SMILES[H][C@@]12C[C@H](OC(=O)CC)[C@@]3(C)Oc4cc(-c5cccnc5)oc(=O)c4[C@H](O)[C@]3([H])[C@@]1(C)CC[C@H](OC(=O)CC)[C@@]2(C)COC(C)=O
InChIInChI=1S/C33H41NO10/c1-7-25(36)42-23-11-12-31(4)22(32(23,5)17-40-18(3)35)15-24(43-26(37)8-2)33(6)29(31)28(38)27-21(44-33)14-20(41-30(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
InChIKeyYOWCHQXYSYCIRL-TUMCFGMQSA-N
Species of MetaboliteComponentSourceComments
Aspergillus fumigatus (ncbitaxon:746128) - PubMed (7622436) Strain: FO 1289-2501
Roles Classification
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
pyripyropene J (CHEBI:66795) has role Aspergillus metabolite (CHEBI:76956)
pyripyropene J (CHEBI:66795) has role acyl-CoA:cholesterol acyltransferase 2 inhibitor (CHEBI:64697)
pyripyropene J (CHEBI:66795) is a acetate ester (CHEBI:47622)
pyripyropene J (CHEBI:66795) is a organic heterotetracyclic compound (CHEBI:38163)
pyripyropene J (CHEBI:66795) is a pyridines (CHEBI:26421)
pyripyropene J (CHEBI:66795) is a sesquiterpenoid (CHEBI:26658)
IUPAC Name 
(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-4-[(acetyloxy)methyl]-12-hydroxy-4,6a,12b-trimethyl-11-oxo-9-(pyridin-3-yl)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromene-3,6-diyl dipropanoate
Registry NumbersSources
Reaxys:7326855Reaxys
Citations