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CHEBI:66543 - lancifodilactone G

ChEBI IDCHEBI:66543
ChEBI Namelancifodilactone G
Stars
DefinitionA triterpenoid that is a nortriterpenoid isolated from Schisandra lancifolia and has been shown to exhibit anti-HIV activity.
Last Modified19 March 2013
DownloadsMolfile
FormulaC29H36O10
Net Charge0
Average Mass544.597
Monoisotopic Mass544.23085
SMILES[H][C@@]12CCC3=C(O)[C@]45O[C@@]3(CC[C@]3(C)C(=O)[C@@H](C)[C@]([H])([C@]6(C[C@H](C)C(=O)O6)O4)[C@]53[H])C[C@@]13OC(=O)C[C@@]3([H])O[C@@]2(C)CO
InChIInChI=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
InChIKeyLTHLIQFAHGGQPW-OQURKPEFSA-N
Species of MetaboliteComponentSourceComments
Schisandra lancifolia (ncbitaxon:238549)
stem (BTO:0001300) PubMed (15901155)
leaf (BTO:0000713) PubMed (15901155)
Roles Classification
Biological Roles:
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
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 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)
lancifodilactone G (CHEBI:66543) is a γ-lactone (CHEBI:37581)
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 NumbersSources
Reaxys:10138682Reaxys
Citations