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CHEBI:66095 - 20-epi-isoiguesterinol

ChEBI IDCHEBI:66095
ChEBI Name20-epi-isoiguesterinol
Stars
ASCII Name20-epi-isoiguesterinol
DefinitionA pentacyclic triterpenoid that is a bisnortriterpene isolated from Salacia madagascariensis and exhibits antileishmanial and antileukemic activities.
Last Modified4 March 2013
DownloadsMolfile
FormulaC28H38O3
Net Charge0
Average Mass422.609
Monoisotopic Mass422.28210
SMILES[H][C@@]12C[C@@H](CO)CC[C@]1(C)CC[C@]1(C)C3=CC=C4C(=CC(=O)C(O)=C4C)[C@]3(C)CC[C@@]21C
InChIInChI=1S/C28H38O3/c1-17-19-6-7-22-26(3,20(19)15-21(30)24(17)31)11-13-28(5)23-14-18(16-29)8-9-25(23,2)10-12-27(22,28)4/h6-7,15,18,23,29,31H,8-14,16H2,1-5H3/t18-,23+,25+,26-,27+,28-/m0/s1
InChIKeyRRKSDDREVOXSJD-TXARQUJHSA-N
Species of MetaboliteComponentSourceComments
Salacia madagascariensis (ncbitaxon:670374) root (BTO:0001188) PubMed (15730255)
Roles Classification
Biological Roles:
antileishmanial agent  An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antileishmanial agent  An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
ChEBI Ontology
Outgoing Relation(s)
20-epi-isoiguesterinol (CHEBI:66095) has role antileishmanial agent (CHEBI:70868)
20-epi-isoiguesterinol (CHEBI:66095) has role metabolite (CHEBI:25212)
20-epi-isoiguesterinol (CHEBI:66095) is a enol (CHEBI:33823)
20-epi-isoiguesterinol (CHEBI:66095) is a enone (CHEBI:51689)
20-epi-isoiguesterinol (CHEBI:66095) is a pentacyclic triterpenoid (CHEBI:25872)
20-epi-isoiguesterinol (CHEBI:66095) is a primary alcohol (CHEBI:15734)
20-epi-isoiguesterinol (CHEBI:66095) is a quinomethanes (CHEBI:52404)
IUPAC Name 
(6bS,8aR,11S,12aR,12bS,14aR)-3-hydroxy-11-(hydroxymethyl)-4,6b,8a,12b,14a-pentamethyl-7,8,8a,9,10,11,12,12a,12b,13,14,14a-dodecahydropicen-2(6bH)-one
Registry NumbersSources
Reaxys:15768954Reaxys
Citations