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CHEBI:69221 - fatsicarpain F

Default Structure
ChEBI IDCHEBI:69221
ChEBI Namefatsicarpain F
Stars
DefinitionA pentacyclic triterpenoid that is olean-12-ene substituted by an α-hydroxy group at position 3, an α-methoxy group at position 11 and a carboxy group at position 28. Isolated from the leaves and twigs of Fatsia polycarpa, it exhibits antibacterial and anti-HBV activities.
Last Modified2 December 2013
DownloadsMolfile
FormulaC31H50O4
Net Charge0
Average Mass486.737
Monoisotopic Mass486.37091
SMILES[H][C@]12[C@H](OC)C=C3[C@]4([H])CC(C)(C)CC[C@]4(C(=O)O)CC[C@@]3(C)[C@]1(C)CC[C@@]1([H])C(C)(C)[C@H](O)CC[C@]21C
InChIInChI=1S/C31H50O4/c1-26(2)13-15-31(25(33)34)16-14-29(6)19(20(31)18-26)17-21(35-8)24-28(5)11-10-23(32)27(3,4)22(28)9-12-30(24,29)7/h17,20-24,32H,9-16,18H2,1-8H3,(H,33,34)/t20-,21+,22-,23+,24+,28-,29+,30+,31-/m0/s1
InChIKeyXPGFAFLAVZYSFJ-AJNNAGPSSA-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 F (CHEBI:69221) has parent hydride oleanane (CHEBI:36481)
fatsicarpain F (CHEBI:69221) has role anti-HBV agent (CHEBI:64951)
fatsicarpain F (CHEBI:69221) has role antibacterial agent (CHEBI:33282)
fatsicarpain F (CHEBI:69221) has role metabolite (CHEBI:25212)
fatsicarpain F (CHEBI:69221) has role plant metabolite (CHEBI:76924)
fatsicarpain F (CHEBI:69221) is a ether (CHEBI:25698)
fatsicarpain F (CHEBI:69221) is a hydroxy monocarboxylic acid (CHEBI:35868)
fatsicarpain F (CHEBI:69221) is a pentacyclic triterpenoid (CHEBI:25872)
IUPAC Name 
(3α,11α)-3-hydroxy-11-methoxyolean-12-en-28-oic acid
Registry NumbersSources
Reaxys:21876585Reaxys
Citations