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CHEBI:69219 - fatsicarpain D

Default Structure
ChEBI IDCHEBI:69219
ChEBI Namefatsicarpain D
Stars
DefinitionA pentacyclic triterpenoid that is oleana-9(11),12-diene substituted by an α-hydroxy group at position 3 and a carboxy group at position 28. Isolated from the leaves and twigs of Fatsia polycarpa, it exhibits anti-HBV activity.
Last Modified2 December 2013
DownloadsMolfile
FormulaC30H46O3
Net Charge0
Average Mass454.695
Monoisotopic Mass454.34470
SMILES[H][C@@]12CC(C)(C)CC[C@]1(C(=O)O)CC[C@]1(C)C2=CC=C2[C@@]3(C)CC[C@@H](O)C(C)(C)[C@]3([H])CC[C@]21C
InChIInChI=1S/C30H46O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8-9,20-21,23,31H,10-18H2,1-7H3,(H,32,33)/t20-,21-,23+,27-,28+,29+,30-/m0/s1
InChIKeyKICUTMUDQMLBSF-DDJNVBRHSA-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
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
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 D (CHEBI:69219) has parent hydride oleanane (CHEBI:36481)
fatsicarpain D (CHEBI:69219) has role anti-HBV agent (CHEBI:64951)
fatsicarpain D (CHEBI:69219) has role metabolite (CHEBI:25212)
fatsicarpain D (CHEBI:69219) has role plant metabolite (CHEBI:76924)
fatsicarpain D (CHEBI:69219) is a hydroxy monocarboxylic acid (CHEBI:35868)
fatsicarpain D (CHEBI:69219) is a pentacyclic triterpenoid (CHEBI:25872)
IUPAC Name 
(3α)-3-hydroxyoleana-9(11),12-dien-28-oic acid
Registry NumbersSources
Reaxys:21876584Reaxys
Citations