CHEBI:66075 - inflexin

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ChEBI Name inflexin
ChEBI ID CHEBI:66075
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C24H32O7
Net Charge 0
Average Mass 432.50670
Monoisotopic Mass 432.21480
InChI InChI=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
InChIKey LSJBRRZMOVGSIZ-XRBPMINJSA-N
SMILES [H][C@@]12C[C@H](OC(C)=O)[C@@]3([H])[C@]4(C)[C@@H](O)C[C@H](OC(C)=O)C(C)(C)[C@@]4([H])C(=O)C[C@]3(C1)C(=O)C2=C
Metabolite of Species Details
Rabdosia inflexa (IPNI:455379-1) Found in leaf (BTO:0000713). See: DOI
Isodon excisus (NCBI:txid705303) Found in whole plant (BTO:0001461). See: PubMed
Roles Classification
Biological Role(s): 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.
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ChEBI Ontology
Outgoing 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-dione ChEBI
Manual Xrefs Databases
8678266 ChemSpider
C00003438 KNApSAcK
C09111 KEGG COMPOUND
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Registry Numbers Types Sources
39388-66-4 CAS Registry Number KEGG COMPOUND
5656672 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
10896056 PubMed citation Europe PMC
Last Modified
04 August 2014