(2R)-2-amino-3-{[2-(pyridin-4-yl)ethyl]sulfanyl}propanoic acid

• ChemBase ID: 102895
• Molecular Formular: C10H14N2O2S
• Molecular Mass: 226.29536
• Monoisotopic Mass: 226.0775987
• SMILES: N[C@@H](CSCCc1ccncc1)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)CSCCc1ccncc1
• InChI: InChI=1S/C10H14N2O2S/c11-9(10(13)14)7-15-6-3-8-1-4-12-5-2-8/h1-2,4-5,9H,3,6-7,11H2,(H,13,14)/t9-/m0/s1
• InChIKey: OBAZTSDKFIRVPD-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-{[2-(pyridin-4-yl)ethyl]sulfanyl}propanoic acid
• IUPAC Traditional name: (2R)-2-amino-3-{[2-(pyridin-4-yl)ethyl]sulfanyl}propanoic acid
• Synonyms: 4-PEC; S-[β-(4-Pyridyl)ethyl]-L-cysteine; S-[2-(4-Pyridyl)ethyl]-L-cysteine; PEC; S-β-(4-PYRIDYLETHYL)-L-CYSTEINE

Database IDs

• CAS Number: 28809-04-3
• EC Number: 249-249-9
• MDL Number: MFCD00038044
• Beilstein Number: 1536857
• PubChem SID: 162088777
• PubChem CID: 1778821

CALCULATED PROPERTIES

• Acid pKa: 2.0239222
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.0228343
• LogD (pH = 7.4): -1.7258682
• Log P: -1.7309518
• Molar Refractivity: 60.1345 cm^3
• Polarizability: 23.668537 Å^3
• Polar Surface Area: 76.21 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 212-214 °C (dec.)
• Optical Rotation: [α]20/D -11±2°, c = 1% in H2O

Safety Information

• Storage Condition: 2-8°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (NT)
• Empirical Formula (Hill Notation): C10H14N2O2S
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

MP Biomedicals - 02105024

Crystalline
Used as an internal standard in amino acid analyzers.

Sigma Aldrich - 82910

Other Notes
As an internal standard for amino acid analysis1