(2S)-2-amino-N-hydroxy-3-(4-hydroxyphenyl)propanamide

• ChemBase ID: 106542
• Molecular Formular: C9H12N2O3
• Molecular Mass: 196.20318
• Monoisotopic Mass: 196.08479225
• SMILES: N[C@@H](Cc1ccc(cc1)O)C(=O)NO
• Canonical SMILES: ONC(=O)[C@H](Cc1ccc(cc1)O)N
• InChI: InChI=1S/C9H12N2O3/c10-8(9(13)11-14)5-6-1-3-7(12)4-2-6/h1-4,8,12,14H,5,10H2,(H,11,13)/t8-/m0/s1
• InChIKey: GPMWEYVOEWNYSK-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-N-hydroxy-3-(4-hydroxyphenyl)propanamide
• IUPAC Traditional name: (2S)-2-amino-N-hydroxy-3-(4-hydroxyphenyl)propanamide
• Synonyms: TYR-HYDROXAMIC ACID; L-Tyrosine hydroxamate

Database IDs

• CAS Number: 4985-42-6
• MDL Number: MFCD00057708
• PubChem SID: 162089028; 24899962
• PubChem CID: 256524

CALCULATED PROPERTIES

• Acid pKa: 8.730749
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -2.1457243
• LogD (pH = 7.4): -0.5221309
• Log P: -0.30826566
• Molar Refractivity: 50.684 cm^3
• Polarizability: 19.840574 Å^3
• Polar Surface Area: 95.58 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

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

DETAILS

MP Biomedicals - 03MMP300

An inhibitor for MMP3. MMP-1 IC₅₀ = 5.9 nM, MMP-2 IC₅₀ = 2.3 nM, MMP-3 IC₅₀ = 65 nM