CHEBI:138839 - CAY10397

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ChEBI Name CAY10397
ChEBI ID CHEBI:138839
Definition A member of the class of azobenzenes that is azobenzene in which one of the phenyl groups is substituted at position 4 by an ethoxycarbonyl group, while the other is substituted by a carboxymethyl group at position 3 and a hydroxy group at position 4. It is a potent and selective inhibitor of 15-hydroxyprostaglandin dehydrogenase (15-hydroxy-PGDH).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Sabrina Toro
Supplier Information
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Formula C17H16N2O5
Net Charge 0
Average Mass 328.320
Monoisotopic Mass 328.10592
InChI InChI=1S/C17H16N2O5/c1-2-24-17(23)11-3-5-13(6-4-11)18-19-14-7-8-15(20)12(9-14)10-16(21)22/h3-9,20H,2,10H2,1H3,(H,21,22)/b19-18+
InChIKey YYBSDOZYJSGLTH-VHEBQXMUSA-N
SMILES OC1=C(C=C(/N=N/C2=CC=C(C(OCC)=O)C=C2)C=C1)CC(=O)O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): EC 1.1.1.141 [15-hydroxyprostaglandin dehydrogenase (NAD(+))] inhibitor
An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of 15-hydroxyprostaglandin dehydrogenase (NAD+) (EC 1.1.1.141).
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ChEBI Ontology
Outgoing CAY10397 (CHEBI:138839) has role EC 1.1.1.141 [15-hydroxyprostaglandin dehydrogenase (NAD+)] inhibitor (CHEBI:77108)
CAY10397 (CHEBI:138839) is a azobenzenes (CHEBI:22682)
CAY10397 (CHEBI:138839) is a dicarboxylic acid monoester (CHEBI:36244)
CAY10397 (CHEBI:138839) is a ethyl ester (CHEBI:23990)
CAY10397 (CHEBI:138839) is a phenols (CHEBI:33853)
IUPAC Name
(5-{(E)-[4-(ethoxycarbonyl)phenyl]diazenyl}-2-hydroxyphenyl)acetic acid
Synonym Source
CK47A SUBMITTER
Manual Xref Database
329775130 PubChem
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Registry Numbers Types Sources
6873654 Reaxys Registry Number Reaxys
78028-01-0 CAS Registry Number SUBMITTER
Citations Waiting for Citations Types Sources
19535459 PubMed citation Europe PMC
21072165 PubMed citation Europe PMC
21916491 PubMed citation Europe PMC
Last Modified
13 December 2017