(2S)-2-amino-3-(thiophen-2-yl)propanoic acid

• ChemBase ID: 3329
• Molecular Formular: C7H9NO2S
• Molecular Mass: 171.21686
• Monoisotopic Mass: 171.03539953
• SMILES: N[C@@H](Cc1cccs1)C(=O)O
• Canonical SMILES: OC(=O)[C@H](Cc1cccs1)N
• InChI: InChI=1S/C7H9NO2S/c8-6(7(9)10)4-5-2-1-3-11-5/h1-3,6H,4,8H2,(H,9,10)/t6-/m0/s1
• InChIKey: WTOFYLAWDLQMBZ-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(thiophen-2-yl)propanoic acid
• IUPAC Traditional name: @β(2-thienyl)alanine; β(2-thienyl)alanine
• Synonyms: Beta(2-Thienyl)Alanine; 3-Thien-2-yl-L-alanine; (S)-α-Amino-2-thiophenepropionic acid; (S)-2-Amino-3-(2-thienyl)propionic acid; 3-(2-Thienyl)-L-alanine; β-(2-THIENYL)-L-ALANINE; (S)-2-Amino-3-(thiophen-2-yl)propanoic acid; (2S)-2-amino-3-(thiophen-2-yl)propanoic acid; (S)-α-氨基-2-噻吩丙酸; (S)-2-氨基-3-(2-噻吩基)丙酸; 3-(2-噻吩基)-L-丙氨酸

Database IDs

• CAS Number: 22951-96-8
• MDL Number: MFCD00064335
• Beilstein Number: 82872
• PubChem SID: 24889095; 24857021; 46504951; 160966770
• PubChem CID: 146719

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.6036458
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.2710459
• LogD (pH = 7.4): -1.2759845
• Log P: -1.2708825
• Molar Refractivity: 42.1166 cm^3
• Polarizability: 16.592852 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.84
• LOG S: -2.03
• Solubility (Water): 1.61e+00 g/l

PROPERTIES

Physical Property

• Melting Point: ~260 °C (dec.); 255-263 °C (dec.)(lit.)
• Optical Rotation: [α]20/D -29.4°, c = 1 in H2O; [α]20/D -31.5±1°, c = 1% in H2O
• Hydrophobicity(logP): -1.91

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (TLC); 95%; 95+%; 98%
• Empirical Formula (Hill Notation): C7H9NO2S

DETAILS

DrugBank - DB03673

Drug information: experimental

Sigma Aldrich - 282154

General description
Unusual α-amino acid.

Sigma Aldrich - 88424

Packaging
50 mg in glass bottle