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CHEBI:66094 - isoiguesterin

ChEBI IDCHEBI:66094
ChEBI Nameisoiguesterin
Stars
DefinitionA pentacyclic triterpenoid that is a bisnortriterpene isolated from Salacia madagascariensis and exhibits antileishmanial and antileukemic activities.
Last Modified4 March 2013
DownloadsMolfile
FormulaC28H36O2
Net Charge0
Average Mass404.594
Monoisotopic Mass404.27153
SMILESC=C1CC[C@]2(C)CC[C@]3(C)C4=CC=C5C(=CC(=O)C(O)=C5C)[C@]4(C)CC[C@@]3(C)C2C1
InChIInChI=1S/C28H36O2/c1-17-9-10-25(3)11-13-27(5)22-8-7-19-18(2)24(30)21(29)16-20(19)26(22,4)12-14-28(27,6)23(25)15-17/h7-8,16,23,30H,1,9-15H2,2-6H3/t23?,25-,26+,27-,28+/m1/s1
InChIKeyRUVGAOXZLPFVKY-VAPXRUTMSA-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.
Applications:
antileishmanial agent  An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
isoiguesterin (CHEBI:66094) has role antileishmanial agent (CHEBI:70868)
isoiguesterin (CHEBI:66094) has role antineoplastic agent (CHEBI:35610)
isoiguesterin (CHEBI:66094) has role metabolite (CHEBI:25212)
isoiguesterin (CHEBI:66094) is a enol (CHEBI:33823)
isoiguesterin (CHEBI:66094) is a enone (CHEBI:51689)
isoiguesterin (CHEBI:66094) is a pentacyclic triterpenoid (CHEBI:25872)
isoiguesterin (CHEBI:66094) is a quinomethanes (CHEBI:52404)
IUPAC Name 
(6bS,8aR,12bS,14aR)-3-hydroxy-4,6b,8a,12b,14a-pentamethyl-11-methylidene-7,8,8a,9,10,11,12,12a,12b,13,14,14a-dodecahydropicen-2(6bH)-one
Registry NumbersSources
Reaxys:7662234Reaxys
Citations