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CHEBI:65650 - colossolactone VII

Default Structure
ChEBI IDCHEBI:65650
ChEBI Namecolossolactone VII
Stars
DefinitionA 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.
Last Modified16 March 2015
DownloadsMolfile
FormulaC33H50O7
Net Charge0
Average Mass558.756
Monoisotopic Mass558.35565
SMILES[H][C@]1([C@@H](C)C2CC[C@@]3(C)C4=C(CC[C@]23C)[C@](CCC(=O)OC)(COC(C)=O)[C@]([H])(C(C)(C)O)CC4)CC=C(C)C(=O)O1
InChIInChI=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
InChIKeyYIMPDIICGCPBOQ-BDZANIHZSA-N
Species of MetaboliteComponentSourceComments
Ganoderma colossum (ncbitaxon:36070) - PubMed (18547117)
Roles Classification
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
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 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)
colossolactone VII (CHEBI:65650) is a δ-lactone (CHEBI:18946)
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 esterChEBI
Registry NumbersSources
Reaxys:18836348Reaxys
Citations