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CHEBI:65959 - geumonoid

ChEBI IDCHEBI:65959
ChEBI Namegeumonoid
Stars
DefinitionA triterpenoid isolated from whole plants of Geum japonicum and has been shown to exhibit inhibitory activity against HIV-1 protease.
Last Modified7 February 2013
DownloadsMolfile
FormulaC30H46O5
Net Charge0
Average Mass486.693
Monoisotopic Mass486.33452
SMILES[H][C@]12C=CC(C[C@@]3(C(C)=O)CC[C@@]4([H])C(C)(C)[C@@H](O)[C@H](O)C[C@]4(C)[C@H]3C)=C[C@@]1(C)CCC[C@@]2(C)C(=O)O
InChIInChI=1S/C30H46O5/c1-18-29(7)17-21(32)24(33)26(3,4)22(29)11-14-30(18,19(2)31)16-20-9-10-23-27(5,15-20)12-8-13-28(23,6)25(34)35/h9-10,15,18,21-24,32-33H,8,11-14,16-17H2,1-7H3,(H,34,35)/t18-,21-,22+,23+,24+,27-,28-,29-,30+/m1/s1
InChIKeyJYKBQWDGVKFSAL-FAPPRUROSA-N
Species of MetaboliteComponentSourceComments
Geum japonicum (ncbitaxon:321607) whole plant (BTO:0001461) PubMed (10993241)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
HIV protease inhibitor  An inhibitor of HIV protease, an enzyme required for production of proteins needed for viral assembly.
ChEBI Ontology
Outgoing Relation(s)
geumonoid (CHEBI:65959) has role HIV protease inhibitor (CHEBI:35660)
geumonoid (CHEBI:65959) has role metabolite (CHEBI:25212)
geumonoid (CHEBI:65959) is a methyl ketone (CHEBI:51867)
geumonoid (CHEBI:65959) is a monocarboxylic acid (CHEBI:25384)
geumonoid (CHEBI:65959) is a secondary alcohol (CHEBI:35681)
geumonoid (CHEBI:65959) is a triterpenoid (CHEBI:36615)
Synonym  Source
(1R,4aR,8aS)-6-{[(1R,2S,4aR,6R,7R,8aR)-2-acetyl-6,7-dihydroxy-1,5,5,8a-tetramethyldecahydronaphthalen-2-yl]methyl}-1,4a-dimethyl-1,2,3,4,4a,8a-hexahydronaphthalene-1-carboxylic acidIUPAC
Citations