CHEBI:65649 - colossolactone V

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ChEBI Name colossolactone V
ChEBI ID CHEBI:65649
Definition A tricyclic triterpenoid that is 3,4-secolanosta-8,24-diene-3,26-dioic acid 3-methylester substituted by acetoxy groups at positions 19 and 22 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 C35H54O9
Net Charge 0
Average Mass 618.79790
Monoisotopic Mass 618.37678
InChI InChI=1S/C35H54O9/c1-21(31(39)40)10-12-28(44-24(4)37)22(2)25-14-17-34(8)26-11-13-29(32(5,6)41)35(20-43-23(3)36,19-16-30(38)42-9)27(26)15-18-33(25,34)7/h10,22,25,28-29,41H,11-20H2,1-9H3,(H,39,40)/b21-10-/t22-,25+,28+,29-,33+,34-,35-/m0/s1
InChIKey NAIJFFZGPGRMSV-SGTCUYSDSA-N
SMILES [H][C@@]1(CC[C@@]2(C)C3=C(CC[C@]12C)[C@](CCC(=O)OC)(COC(C)=O)[C@@]([H])(CC3)C(C)(C)O)[C@H](C)[C@@H](C\C=C(\C)C(O)=O)OC(C)=O
Metabolite of Species Details
Ganoderma colossum (NCBI:txid36070) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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 V (CHEBI:65649) has parent hydride lanostane (CHEBI:20265)
colossolactone V (CHEBI:65649) has role fungal metabolite (CHEBI:76946)
colossolactone V (CHEBI:65649) has role HIV protease inhibitor (CHEBI:35660)
colossolactone V (CHEBI:65649) is a acetate ester (CHEBI:47622)
colossolactone V (CHEBI:65649) is a dicarboxylic acid monoester (CHEBI:36244)
colossolactone V (CHEBI:65649) is a methyl ester (CHEBI:25248)
colossolactone V (CHEBI:65649) is a tertiary alcohol (CHEBI:26878)
colossolactone V (CHEBI:65649) is a tricyclic triterpenoid (CHEBI:52340)
IUPAC Name
(2Z,5R,6S)-5-(acetyloxy)-6-[(3R,3aR,6R,7R,9bR)-6-[(acetyloxy)methyl]-7-(2-hydroxypropan-2-yl)-6-(3-methoxy-3-oxopropyl)-3a,9b-dimethyl-2,3,3a,4,5,6,7,8,9,9b-decahydro-1H-cyclopenta[a]naphthalen-3-yl]-2-methylhept-2-enoic acid
Synonym Source
(22R)-3,4-seco-19,22-diacetoxy-4-hydroxylanosta-8,24(Z)-dien-3,26-dioic acid 3-methylester ChEBI
Registry Number Type Source
18836351 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
18547117 PubMed citation Europe PMC
Last Modified
16 March 2015