EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:72441 - englerin A

ChEBI IDCHEBI:72441
ChEBI Nameenglerin A
Stars
DefinitionA guaiane sesquiterpenoid that is isolated from the bark of Phyllanthus engleri, a plant native to Tanzania and Zimbabwe. It acts as a potent and specific inhibitor of renal cancer cell growth.
Last Modified18 February 2013
SubmitterMargaret Duesbury
DownloadsMolfile
FormulaC26H34O6
Net Charge0
Average Mass442.552
Monoisotopic Mass442.23554
SMILES[H][C@@]12[C@H](C)CC[C@@]1([H])[C@]1(C)O[C@@](C(C)C)(C[C@H]1OC(=O)CO)[C@H]2OC(=O)/C=C/c1ccccc1
InChIInChI=1S/C26H34O6/c1-16(2)26-14-20(30-22(29)15-27)25(4,32-26)19-12-10-17(3)23(19)24(26)31-21(28)13-11-18-8-6-5-7-9-18/h5-9,11,13,16-17,19-20,23-24,27H,10,12,14-15H2,1-4H3/b13-11+/t17-,19-,20-,23-,24+,25+,26-/m1/s1
InChIKeyGACOFEKSDCOVMV-RRYXBOBMSA-N
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
englerin A (CHEBI:72441) has role antineoplastic agent (CHEBI:35610)
englerin A (CHEBI:72441) has role metabolite (CHEBI:25212)
englerin A (CHEBI:72441) is a cinnamate ester (CHEBI:36087)
englerin A (CHEBI:72441) is a glycolate ester (CHEBI:37938)
englerin A (CHEBI:72441) is a guaiane sesquiterpenoid (CHEBI:36744)
IUPAC Name 
(1R,3aR,4S,5R,7R,8S,8aR)-5-(glycoloyloxy)-7-isopropyl-1,4-dimethyldecahydro-4,7-epoxyazulen-8-yl (2E)-3-phenylacrylate
Manual XrefsDatabases
WO2011120886Patent
US2010286259Patent
WO2009088854Patent
Registry NumbersSources
Reaxys:21475559Reaxys
Citations