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CHEBI:66543 - lancifodilactone G

Default Structure
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)
leaf (BTO:0000713) PubMed (15901155)
stem (BTO:0001300) PubMed (15901155)
Roles Classification
Biological Roles:
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.
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