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CHEBI:66075 - inflexin

Default Structure
ChEBI IDCHEBI:66075
ChEBI Nameinflexin
Stars
DefinitionAn ent-kaurane diterpenoid that is ent-kaur-16-ene substituted by an α-hydroxy group at position 1, β-acetoxy groups at positions 3 and 6a and oxo groups at positions 11 and 15. Isolated from Isodon excisus and Rabdosia inflexa,it acts as an aromatase inhibitor.
Last Modified3 August 2014
DownloadsMolfile
FormulaC24H32O7
Net Charge0
Average Mass432.513
Monoisotopic Mass432.21480
SMILES[H][C@@]12C[C@H](OC(C)=O)[C@]3([H])[C@@](CC(=O)[C@]4([H])C(C)(C)[C@@H](OC(C)=O)C[C@H](O)[C@@]34C)(C1)C(=O)C2=C
InChIInChI=1S/C24H32O7/c1-11-14-7-16(30-12(2)25)20-23(6)17(28)8-18(31-13(3)26)22(4,5)19(23)15(27)10-24(20,9-14)21(11)29/h14,16-20,28H,1,7-10H2,2-6H3/t14-,16+,17+,18+,19-,20+,23-,24+/m1/s1
InChIKeyLSJBRRZMOVGSIZ-XRBPMINJSA-N
Species of MetaboliteComponentSourceComments
Isodon excisus (ncbitaxon:705303) whole plant (BTO:0001461) PubMed (10896056)
Rabdosia inflexa (IPNI:455379-1) leaf (BTO:0000713) DOI (10.1016/0031-9422(82)80090-3)
Roles Classification
Biological Roles:
EC 1.14.14.14 (aromatase) inhibitor  An EC 1.14.14.* (oxidoreductase acting on paired donors, incorporating of 1 atom of oxygen, with reduced flavin or flavoprotein as one donor) inhibitor which interferes with the action of aromatase (EC 1.14.14.14) and so reduces production of estrogenic steroid hormones.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
inflexin (CHEBI:66075) has role EC 1.14.14.14 (aromatase) inhibitor (CHEBI:50790)
inflexin (CHEBI:66075) has role metabolite (CHEBI:25212)
inflexin (CHEBI:66075) is a ent-kaurane diterpenoid (CHEBI:36760)
inflexin (CHEBI:66075) is a acetate ester (CHEBI:47622)
inflexin (CHEBI:66075) is a bridged compound (CHEBI:35990)
inflexin (CHEBI:66075) is a cyclic ketone (CHEBI:3992)
inflexin (CHEBI:66075) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(1α,3β,5β,8α,9β,10α,11β,13α)-1-hydroxy-6,15-dioxokaur-16-ene-3,11-diyl diacetate
Synonym  Source
ent-1α-hydroxy-3β,6a-diacetoxykaur-16-en-11,15-dioneChEBI
Manual XrefsDatabases
8678266ChemSpider
C00003438KNApSAcK
C09111KEGG COMPOUND
Registry NumbersSources
Reaxys:5656672Reaxys
CAS:39388-66-4KEGG COMPOUND
Citations