2-cyano-3-(3-hydroxyphenyl)prop-2-enoic acid

• ChemBase ID: 103143
• Molecular Formular: C10H7NO3
• Molecular Mass: 189.16748
• Monoisotopic Mass: 189.04259309
• SMILES: OC(=O)/C(=C\c1cc(O)ccc1)/C#N
• Canonical SMILES: N#C/C(=C/c1cccc(c1)O)/C(=O)O
• InChI: InChI=1S/C10H7NO3/c11-6-8(10(13)14)4-7-2-1-3-9(12)5-7/h1-5,12H,(H,13,14)
• InChIKey: HPLNTJVXWMJLNJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-cyano-3-(3-hydroxyphenyl)prop-2-enoic acid
• IUPAC Traditional name: 2-cyano-3-(3-hydroxyphenyl)prop-2-enoic acid
• Synonyms: α-Cyano-3-hydroxycinnamic acid; α-CYANO-3-HYDROXY-CINNAMIC ACID; α-氰基-3-羟基肉桂酸

Database IDs

• CAS Number: 54673-07-3
• EC Number: 259-289-9
• MDL Number: MFCD00004203
• PubChem SID: 24848676; 162091249
• PubChem CID: 21338270

CALCULATED PROPERTIES

• Acid pKa: 2.3981354
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.3201106
• LogD (pH = 7.4): -1.8816679
• Log P: 1.6443796
• Molar Refractivity: 50.0944 cm^3
• Polarizability: 18.515438 Å^3
• Polar Surface Area: 81.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 232 °C (dec.)(lit.)

Safety Information

• Storage Condition: 2-8°C
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%; 99%
• Linear Formula: HOC6H4CH=C(CN)CO2H

DETAILS

MP Biomedicals - 02150738

Purity: 99%
Inhibitor of mitochondrial pyruvate transport.

REFERENCES

• Halestrap, A.P., Biochem. J. , 148 : 85 (1975).