2-(5-{2-[4-(ethoxycarbonyl)phenyl]diazen-1-yl}-2-hydroxyphenyl)acetic acid

• ChemBase ID: 155756
• Molecular Formular: C17H16N2O5
• Molecular Mass: 328.31934
• Monoisotopic Mass: 328.10592162
• SMILES: CCOC(=O)c1ccc(cc1)/N=N/c1ccc(c(c1)CC(=O)O)O
• Canonical SMILES: CCOC(=O)c1ccc(cc1)/N=N/c1ccc(c(c1)CC(=O)O)O
• 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)
• InChIKey: YYBSDOZYJSGLTH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(5-{2-[4-(ethoxycarbonyl)phenyl]diazen-1-yl}-2-hydroxyphenyl)acetic acid
• IUPAC Traditional name: (5-{2-[4-(ethoxycarbonyl)phenyl]diazen-1-yl}-2-hydroxyphenyl)acetic acid
• Synonyms: 5-[[4-(Ethoxycarbonyl)phenyl]azo]-2-hydroxybenzeneacetic acid; CK47A; CAY10397

Database IDs

• CAS Number: 78028-01-0
• MDL Number: MFCD03412024
• PubChem SID: 162249894
• PubChem CID: 5911459

CALCULATED PROPERTIES

• Acid pKa: 3.0798917
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.6824062
• LogD (pH = 7.4): 0.5529797
• Log P: 4.0736074
• Molar Refractivity: 90.4394 cm^3
• Polarizability: 32.674232 Å^3
• Polar Surface Area: 108.55 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: >98%
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C17H16N2O5

DETAILS

Sigma Aldrich - C6734

Biochem/physiol Actions
Potent and selective inhibitor of 15-hydroxyprostaglandin dehydrogenase (15-hydroxy-PGDH). Acts to prolong the lifetime and activity of endogenously produced prostaglandins both in vitro and in vivo.