(2S)-2-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid

• ChemBase ID: 145595
• Molecular Formular: C9H10ClNO3
• Molecular Mass: 215.6336
• Monoisotopic Mass: 215.03492087
• SMILES: c1cc(c(cc1C[C@@H](C(=O)O)N)Cl)O
• Canonical SMILES: OC(=O)[C@H](Cc1ccc(c(c1)Cl)O)N
• InChI: InChI=1S/C9H10ClNO3/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14/h1-3,7,12H,4,11H2,(H,13,14)/t7-/m0/s1
• InChIKey: ACWBBAGYTKWBCD-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid
• IUPAC Traditional name: 3-chlorotyrosine
• Synonyms: 3-Chloro-L-tyrosine; 3-Chloro-4-hydroxy-L-phenylalanine; H-Tyr(3-Cl)-OH; 3-氯-L-酪氨酸

Database IDs

• CAS Number: 7423-93-0
• EC Number: 231-050-3
• MDL Number: MFCD00045865
• Beilstein Number: 2941263
• PubChem SID: 24873634; 162239800
• PubChem CID: 110992

CALCULATED PROPERTIES

• Acid pKa: 1.5613557
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.88605565
• LogD (pH = 7.4): -0.99810785
• Log P: -0.8850358
• Molar Refractivity: 51.902 cm^3
• Polarizability: 20.454786 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 249 °C(lit.); ca 250°C dec.
• Optical Rotation: [α]24/D -2°, c = 1 in 1 M HCl

Safety Information

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

Product Information

• Purity: 97%
• Linear Formula: 4-(HO)C6H3(Cl)CH2CH(NH2)CO2H

DETAILS

Sigma Aldrich - 512443

Packaging
1, 5 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 512443.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.