mimosifolenone (CHEBI:66393)

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ChEBI Name	mimosifolenone

ChEBI ID	CHEBI:66393

Definition	A cyclic ketone that is cyclohept-2-en-1-one substituted by a hydroxy group at position 5, a methoxy group at position 6 and a 2-phenylethenyl group at position 5 (the 5R,6R stereoisomers). Isolated from the rootwood of Aeschynomene mimosifolia, it exhibits cytotoxic towards human cancer cell lines.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C16H18O3

Net Charge

Average Mass

258.31230

Monoisotopic Mass

258.12559

InChI

InChI=1S/C16H18O3/c1-19-15-12-14(17)8-5-10-16(15,18)11-9-13-6-3-2-4-7-13/h2-9,11,15,18H,10,12H2,1H3/b11-9-/t15-,16-/m1/s1

InChIKey

FLWCMQWIFOAMFR-LXJJZASNSA-N

SMILES

CO[C@@H]1CC(=O)C=CC[C@@]1(O)\C=C/c1ccccc1

Metabolite of Species	Details
Aeschynomene mimosifolia (IPNI:472828-1)	Found in xylem (BTO:0001468). Previous component: root wood; See: PubMed

Roles Classification
Biological Role(s):	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

ChEBI Ontology
Outgoing	mimosifolenone (CHEBI:66393) has role metabolite (CHEBI:25212) mimosifolenone (CHEBI:66393) is a cyclic ketone (CHEBI:3992) mimosifolenone (CHEBI:66393) is a enone (CHEBI:51689) mimosifolenone (CHEBI:66393) is a ether (CHEBI:25698) mimosifolenone (CHEBI:66393) is a styrenes (CHEBI:26799) mimosifolenone (CHEBI:66393) is a tertiary alcohol (CHEBI:26878)

IUPAC Name

(5R,6R)-5-hydroxy-6-methoxy-5-[(Z)-2-phenylethenyl]cyclohept-2-en-1-one

Citation	Type	Source
8991952	PubMed citation	Europe PMC

Last Modified

10 April 2013