caulophine (CHEBI:65604)

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ChEBI Name	caulophine

ChEBI ID	CHEBI:65604

Definition	A member of the class of fluoren-9-ones that is 9H-fluoren-9-one substituted by 2-(dimethylamino)ethyl group at position 3, hydroxy groups at positions 4 and 5 and two methoxy groups at positions 1 and 6 respectively. It is isolated from the radix of Caulophyllum robustum and exhibits anti-myocardial ischemia activity.

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

Supplier Information

Download	Molfile XML SDF

Formula

C19H21NO5

Net Charge

Average Mass

343.37370

Monoisotopic Mass

343.14197

InChI

InChI=1S/C19H21NO5/c1-20(2)8-7-10-9-13(25-4)15-16(17(10)21)14-11(18(15)22)5-6-12(24-3)19(14)23/h5-6,9,21,23H,7-8H2,1-4H3

InChIKey

NDCDKMMCPZJBEB-UHFFFAOYSA-N

SMILES

COc1ccc2C(=O)c3c(OC)cc(CCN(C)C)c(O)c3-c2c1O

Metabolite of Species	Details
Caulophyllum robustum (NCBI:txid48401)	See: PubMed

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via alkaloid ) xenobiotic A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means. (via fluorenes )

Application(s):	cardiovascular drug A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.

ChEBI Ontology
Outgoing	caulophine (CHEBI:65604) has role cardiovascular drug (CHEBI:35554) caulophine (CHEBI:65604) has role metabolite (CHEBI:25212) caulophine (CHEBI:65604) is a alkaloid (CHEBI:22315) caulophine (CHEBI:65604) is a aromatic ether (CHEBI:35618) caulophine (CHEBI:65604) is a fluoren-9-ones (CHEBI:24057) caulophine (CHEBI:65604) is a polyphenol (CHEBI:26195) caulophine (CHEBI:65604) is a tertiary amino compound (CHEBI:50996)

IUPAC Name

3-[2-(dimethylamino)ethyl]-4,5-dihydroxy-1,6-dimethoxy-9H-fluoren-9-one

Last Modified

10 December 2012