4-[(1S)-1-amino-1-carboxyethyl]benzoic acid

• ChemBase ID: 155444
• Molecular Formular: C10H11NO4
• Molecular Mass: 209.19864
• Monoisotopic Mass: 209.06880784
• SMILES: CC(c1ccc(cc1)C(=O)O)(C(=O)O)N
• Canonical SMILES: OC(=O)c1ccc(cc1)C(C(=O)O)(N)C
• InChI: InChI=1S/C10H11NO4/c1-10(11,9(14)15)7-4-2-6(3-5-7)8(12)13/h2-5H,11H2,1H3,(H,12,13)(H,14,15)/t10-/m0/s1
• InChIKey: DNCAZYRLRMTVSF-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1S)-1-amino-1-carboxyethyl]benzoic acid
• IUPAC Traditional name: (S)-mcpg
• Synonyms: (+)-MCPG; S(+)-α-Amino-4-carboxy-α-methyl-benzeneacetic acid; (+)-α-Methyl-4-carboxyphenylglycine

Database IDs

• CAS Number: 150145-89-4
• MDL Number: MFCD00216858
• PubChem SID: 162249582; 24896589
• PubChem CID: 446355

CALCULATED PROPERTIES

• Acid pKa: 1.4630723
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.991079
• LogD (pH = 7.4): -4.60578
• Log P: -1.4436944
• Molar Refractivity: 52.3308 cm^3
• Polarizability: 20.27417 Å^3
• Polar Surface Area: 100.62 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M NaOH: soluble15 mg/mL
• Apperance: solid
• Optical Rotation: [α]20/D +89.54°, c = 0.33 in 6 M HCl(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: rat ... Grm1(24414)

Product Information

• Empirical Formula (Hill Notation): C10H11NO4

DETAILS

Sigma Aldrich - M196

Application
Active enantiomer of (±)-MCPG
Biochem/physiol Actions
Competitive metabotropic glutamate receptor antagonist.