CHEBI:66543 - lancifodilactone G

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ChEBI Name lancifodilactone G
ChEBI ID CHEBI:66543
Definition A triterpenoid that is a nortriterpenoid isolated from Schisandra lancifolia and has been shown to exhibit anti-HIV activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C29H36O10
Net Charge 0
Average Mass 544.59010
Monoisotopic Mass 544.23085
InChI InChI=1S/C29H36O10/c1-13-10-28(37-23(13)34)19-14(2)21(32)24(3)7-8-26-11-27-16(25(4,12-30)35-17(27)9-18(31)36-27)6-5-15(26)22(33)29(38-26,39-28)20(19)24/h13-14,16-17,19-20,30,33H,5-12H2,1-4H3/t13-,14-,16-,17+,19-,20-,24-,25-,26-,27+,28-,29+/m0/s1
InChIKey LTHLIQFAHGGQPW-OQURKPEFSA-N
SMILES [H][C@@]12CC(=O)O[C@@]11C[C@]34CC[C@]5(C)C(=O)[C@@H](C)[C@@]6([H])[C@]5([H])[C@@](O3)(O[C@@]63C[C@H](C)C(=O)O3)C(O)=C4CC[C@@]1([H])[C@](C)(CO)O2
Metabolite of Species Details
Schisandra lancifolia (NCBI:txid238549) Found in leaf (BTO:0000713). See: PubMed
Schisandra lancifolia (NCBI:txid238549) Found in stem (BTO:0001300). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
anti-HIV agent
An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing lancifodilactone G (CHEBI:66543) has role anti-HIV agent (CHEBI:64946)
lancifodilactone G (CHEBI:66543) has role metabolite (CHEBI:25212)
lancifodilactone G (CHEBI:66543) is a γ-lactone (CHEBI:37581)
lancifodilactone G (CHEBI:66543) is a cyclic ether (CHEBI:37407)
lancifodilactone G (CHEBI:66543) is a diol (CHEBI:23824)
lancifodilactone G (CHEBI:66543) is a enol (CHEBI:33823)
lancifodilactone G (CHEBI:66543) is a oxaspiro compound (CHEBI:37948)
lancifodilactone G (CHEBI:66543) is a triterpenoid (CHEBI:36615)
IUPAC Name
(2R,2aS,3S,4'S,4aS,6aS,7aR,10aR,12R,12aS,15aR,15bS)-15-hydroxy-12-(hydroxymethyl)-3,4',4a,12-tetramethyl-2a,3,3',4',4a,5,6,10,10a,12,12a,13,14,15b-tetradecahydro-4H,5'H,9H-spiro[6a,15a-epoxy-1,8,11-trioxacyclopenta[c]pentaleno[1',6':4,5,6]cycloocta[1,2-f]azulene-2,2'-furan]-4,5',9-trione
Registry Number Type Source
10138682 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15901155 PubMed citation Europe PMC
Last Modified
19 March 2013