CHEBI:65650 - colossolactone VII

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ChEBI Name colossolactone VII
ChEBI ID CHEBI:65650
Definition A tricyclic triterpenoid that is 3,4-seco-lanosta-8,24-diene-26,22-olide 3-methylester substituted by an acetoxy group at position 19 and a hydroxy group at position 4. It is isolated from the fruiting bodies of the Vietnamese mushroom Ganoderma colossum and displays inhibitory activity towards the enzyme HIV protease.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C33H50O7
Net Charge 0
Average Mass 558.74590
Monoisotopic Mass 558.35565
InChI InChI=1S/C33H50O7/c1-20-9-11-26(40-29(20)36)21(2)23-13-16-32(7)24-10-12-27(30(4,5)37)33(19-39-22(3)34,18-15-28(35)38-8)25(24)14-17-31(23,32)6/h9,21,23,26-27,37H,10-19H2,1-8H3/t21-,23?,26+,27-,31+,32-,33-/m0/s1
InChIKey YIMPDIICGCPBOQ-BDZANIHZSA-N
SMILES [H][C@@]1(CC=C(C)C(=O)O1)[C@@H](C)C1CC[C@@]2(C)C3=C(CC[C@]12C)[C@](CCC(=O)OC)(COC(C)=O)[C@@]([H])(CC3)C(C)(C)O
Metabolite of Species Details
Ganoderma colossum (NCBI:txid36070) See: PubMed
Roles Classification
Biological Role(s): HIV protease inhibitor
An inhibitor of HIV protease, an enzyme required for production of proteins needed for viral assembly.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing colossolactone VII (CHEBI:65650) has role fungal metabolite (CHEBI:76946)
colossolactone VII (CHEBI:65650) has role HIV protease inhibitor (CHEBI:35660)
colossolactone VII (CHEBI:65650) is a δ-lactone (CHEBI:18946)
colossolactone VII (CHEBI:65650) is a acetate ester (CHEBI:47622)
colossolactone VII (CHEBI:65650) is a methyl ester (CHEBI:25248)
colossolactone VII (CHEBI:65650) is a tertiary alcohol (CHEBI:26878)
colossolactone VII (CHEBI:65650) is a tricyclic triterpenoid (CHEBI:52340)
IUPAC Name
methyl 3-[(3aR,6R,7R,9bR)-6-[(acetyloxy)methyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-3-{(1S)-1-[(2R)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-2,3,3a,4,5,6,7,8,9,9b-decahydro-1H-cyclopenta[a]naphthalen-6-yl]propanoate
Synonym Source
(22S)-3,4-seco-19-acetoxy-4-hydroxylanosta-8,24-dien-26,22-olide 3-methyl ester ChEBI
Registry Number Type Source
18836348 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
18547117 PubMed citation Europe PMC
Last Modified
16 March 2015