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CHEBI:69216 - fatsicarpain A

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:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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.
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