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CHEBI:69216 - fatsicarpain A

Default Structure
ChEBI IDCHEBI:69216
ChEBI Namefatsicarpain A
Stars
DefinitionA pentacyclic triterpenoid that is oleana-11,13(18)-diene substituted by hydroxy groups at positions 3 and 23 and a carboxy group at position 28 (the 3α stereoisomer). Isolated from the leaves and twigs of Fatsia polycarpa, it exhibits antibacterial and anti-HBV activities.
Last Modified2 December 2013
DownloadsMolfile
FormulaC30H46O4
Net Charge0
Average Mass470.694
Monoisotopic Mass470.33961
SMILES[H][C@]12C=CC3=C4CC(C)(C)CC[C@]4(C(=O)O)CC[C@@]3(C)[C@]1(C)CC[C@]1([H])[C@]2(C)CC[C@@H](O)[C@@]1(C)CO
InChIInChI=1S/C30H46O4/c1-25(2)13-15-30(24(33)34)16-14-28(5)19(20(30)17-25)7-8-22-26(3)11-10-23(32)27(4,18-31)21(26)9-12-29(22,28)6/h7-8,21-23,31-32H,9-18H2,1-6H3,(H,33,34)/t21-,22-,23-,26+,27+,28-,29-,30+/m1/s1
InChIKeyZMKQRHHJEZOFLT-KFYXPMKRSA-N
Species of MetaboliteComponentSourceComments
Fatsia polycarpa (ncbitaxon:230586)
twig (BTO:0001411) PubMed (21766884) Methylene dichloride soluble fraction of MeOH extract of air-dried and powdered leaves and twigs
leaf (BTO:0000713) 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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
ChEBI Ontology
Outgoing Relation(s)
fatsicarpain A (CHEBI:69216) has parent hydride oleanane (CHEBI:36481)
fatsicarpain A (CHEBI:69216) has role anti-HBV agent (CHEBI:64951)
fatsicarpain A (CHEBI:69216) has role antibacterial agent (CHEBI:33282)
fatsicarpain A (CHEBI:69216) has role metabolite (CHEBI:25212)
fatsicarpain A (CHEBI:69216) has role plant metabolite (CHEBI:76924)
fatsicarpain A (CHEBI:69216) is a hydroxy monocarboxylic acid (CHEBI:35868)
fatsicarpain A (CHEBI:69216) is a pentacyclic triterpenoid (CHEBI:25872)
IUPAC Name 
rel-(3α)-3,23-dihydroxyoleana-11,13(18)-dien-28-oic acid
Registry NumbersSources
Reaxys:21876589Reaxys
Citations