CHEBI:69216 - fatsicarpain A

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ChEBI Name fatsicarpain A
ChEBI ID CHEBI:69216
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C30H46O4
Net Charge 0
Average Mass 470.68380
Monoisotopic Mass 470.33961
InChI InChI=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
InChIKey ZMKQRHHJEZOFLT-KFYXPMKRSA-N
SMILES CC1(C)CC[C@@]2(CC[C@]3(C)C(C=C[C@@H]4[C@@]5(C)CC[C@@H](O)[C@@](C)(CO)[C@@H]5CC[C@@]34C)=C2C1)C(O)=O
Metabolite of Species Details
Fatsia polycarpa (NCBI:txid230586) Found in twig (BTO:0001411). Methylene dichloride soluble fraction of MeOH extract of air-dried and powdered leaves and twigs See: PubMed
Fatsia polycarpa (NCBI:txid230586) Found in leaf (BTO:0000713). Methylene dichloride soluble fraction of MeOH extract of air-dried and powdered leaves and twigs See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
21876589 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21766884 PubMed citation Europe PMC
Last Modified
02 December 2013