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CHEBI:65604 - caulophine

ChEBI IDCHEBI:65604
ChEBI Namecaulophine
Stars
DefinitionA 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.
Last Modified10 December 2012
DownloadsMolfile
FormulaC19H21NO5
Net Charge0
Average Mass343.379
Monoisotopic Mass343.14197
SMILESCOc1ccc2c(c1O)-c1c(O)c(CCN(C)C)cc(OC)c1C2=O
InChIInChI=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
InChIKeyNDCDKMMCPZJBEB-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Caulophyllum robustum (ncbitaxon:48401) - PubMed (19407969)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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.
Application:
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
ChEBI Ontology
Outgoing Relation(s)
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
Manual XrefsDatabases
24750776ChemSpider
Citations