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CHEBI:69222 - fatsicarpain G

Default Structure
ChEBI IDCHEBI:69222
ChEBI Namefatsicarpain G
Stars
DefinitionA terpene lactone that is 13,28-epoxyolean-11-en-28-one substituted by hydroxy groups at positions 3 and 23. Isolated from the leaves and twigs of Fatsia polycarpa, it exhibits anti-HBV activity.
Last Modified2 December 2013
DownloadsMolfile
FormulaC30H46O4
Net Charge0
Average Mass470.694
Monoisotopic Mass470.33961
SMILES[H][C@]12C=C[C@]34OC(=O)[C@@]5(CCC(C)(C)C[C@]53[H])CC[C@@]4(C)[C@]1(C)CC[C@]1([H])[C@]2(C)CC[C@@H](O)[C@@]1(C)CO
InChIInChI=1S/C30H46O4/c1-24(2)13-15-29-16-14-28(6)27(5)11-7-19-25(3,10-9-22(32)26(19,4)18-31)20(27)8-12-30(28,21(29)17-24)34-23(29)33/h8,12,19-22,31-32H,7,9-11,13-18H2,1-6H3/t19-,20-,21-,22-,25+,26+,27-,28+,29+,30+/m1/s1
InChIKeyCEBUWXCYJVYZSN-XEMCBIIJSA-N
Species of MetaboliteComponentSourceComments
Fatsia polycarpa (ncbitaxon:230586)
leaf (BTO:0000713) PubMed (21766884) Methylene dichloride soluble fraction of MeOH extract of air-dried and powdered leaves and twigs
twig (BTO:0001411) PubMed (21766884) Methylene dichloride soluble fraction of MeOH extract of air-dried and powdered leaves and twigs
Roles Classification
Biological Roles:
anti-HBV agent  An antiviral agent that destroys or inhibits the replication of the hepatitis B virus.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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)
fatsicarpain G (CHEBI:69222) has parent hydride oleanane (CHEBI:36481)
fatsicarpain G (CHEBI:69222) has role anti-HBV agent (CHEBI:64951)
fatsicarpain G (CHEBI:69222) has role metabolite (CHEBI:25212)
fatsicarpain G (CHEBI:69222) has role plant metabolite (CHEBI:76924)
fatsicarpain G (CHEBI:69222) is a diol (CHEBI:23824)
fatsicarpain G (CHEBI:69222) is a hexacyclic triterpenoid (CHEBI:70994)
fatsicarpain G (CHEBI:69222) is a terpene lactone (CHEBI:37668)
IUPAC Name 
rel-(3α)-3,23-dihydroxy-13,28-epoxyolean-11-en-28-one
Registry NumbersSources
Reaxys:21876586Reaxys
Citations