Basic information
- CAS
78028-01-0- Standard SMILES
CCOC(=O)c1ccc(N=Nc2ccc(O)c(CC(=O)O)c2)cc1- InChIKey
YYBSDOZYJSGLTH-UHFFFAOYSA-N- Molecular formula
- C17H16N2O5
- Average molar mass
- 328.32 g/mol
- Monoisotopic mass
- 328.10592161
Overview
CAY10397 is 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). It has a role as an EC 1.1.1.141 [15-hydroxyprostaglandin dehydrogenase (NAD(+))] inhibitor. It is a member of azobenzenes, an ethyl ester, a member of phenols and a dicarboxylic acid monoester.
Names & identifiers
- Preferred name
- 5-(2-(4-(Ethoxycarbonyl)phenyl)diazenyl)-2-hydroxybenzeneacetic acid
- IUPAC
- 2-[5-[(4-ethoxycarbonylphenyl)diazenyl]-2-hydroxyphenyl]acetic acid
- English name
- CAY10397
- Molecular formula
- C17H16N2O5
- Molecular weight
- 328.32
Names & synonyms
78028-01-05-[2-[4-(Ethoxycarbonyl)phenyl]diazenyl]-2-hydroxybenzeneacetic acid5-(2-(4-(Ethoxycarbonyl)phenyl)diazenyl)-2-hydroxybenzeneacetic acidRefChem:299356cay103972-[3-[(4-ethoxycarbonylphenyl)hydrazinylidene]-6-oxo-1-cyclohexa-1,4-dienyl]acetic Acid2-[5-[(4-ethoxycarbonylphenyl)diazenyl]-2-hydroxyphenyl]acetic acid2-(5-((4-(Ethoxycarbonyl)phenyl)diazenyl)-2-hydroxyphenyl)acetic acidCK47Aorb1700913SCHEMBL10834750SCHEMBL10834753
Show more names
Ph CK 47ACAY-10397,CAY10397DPHOCQNZARWEHS-UHFFFAOYSA-N5-[[4-(ETHOXYCARBONYL)PHENYL]AZO]-2-HYDROXY-BENZENEACETIC ACID5-[[4-(Ethoxycarbonyl)phenyl]azo]-2-hydroxybenzeneacetic acid, CK47ABenzeneacetic acid, 5-[2-[4-(ethoxycarbonyl)phenyl]diazenyl]-2-hydroxy-
CHEBI:95355CHEBI:1388395-Benzolazo-2-oxy-hydrozimtsaeureDTXSID101158958GLXC-10108HMS3649K05CAY10397, >98%, solidAKOS040748087
Database identifiers
- CAS
78028-01-0- PubChem CID
- 2601
- DTXSID
DTXSID101158958- ChEBI
CHEBI:138839
Properties
Computed structural properties
- XLogP
- 3
- Topological polar surface area
- 109 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 7
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 460
Physicochemical properties
- Boiling point
- 578 · 578.0±50.0 °C(Predicted)
- Density
- 1.29 · 1.29±0.1 g/cm3(Predicted)
- storage temp.
- 20 °C · −20°C
- solubility
- 0.1 M · 0.1 M Na2CO3: 200 μg/ml; DMF: 35 mg/ml; DMSO: 25 mg/ml; Ethanol: 10 mg/ml
- form
- solid
- pka
- 4.05 · 4.05±0.10(Predicted)
- 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
- CCOC(=O)c1ccc(cc1)\N=N\c2ccc(O)c(CC(O)=O)c2
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- WGK Germany
- 3 · 3
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesProstaglandins are rapidly inactivated in vivo by the action of 15-hydroxy prostaglandin dehydrogenase (15-hydroxy PGDH). This enzyme oxidizes the 15-hydroxyl group and hydrogenates the 13,14-double bond, producing 13,14-dihydro-15 keto metabolites with greatly reduced biological activity. CAY10397 is a selective inhibitor of 15-hydroxy PGDH with an IC50 of approximately 10 μM. CAY10397 acts to prolong the lifetime and activity of endogenously produced prostaglandins both in cell culture and in vivo.[Cayman Chemical]
Suppliers7 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
广州爱纯医药科技有限公司020-39119399 18927568969 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
BOC Sciences16314854226 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
Additional notes
DefinitionChEBI: CAY10397 is 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). It has a role as an EC 1.1.1.141 [15-hydroxyprostaglandin dehydrogenase (NAD(+))] inhibitor. It is a dicarboxylic acid monoester, an ethyl ester, a member of azobenzenes and a member of phenols.
Related reactions
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Compound notes
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