(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-{[(2S)-2-hydroxypropanoyl]sulfanyl}ethyl]carbamoyl}butanoic acid

• ChemBase ID: 133907
• Molecular Formular: C13H21N3O8S
• Molecular Mass: 379.38614
• Monoisotopic Mass: 379.10493565
• SMILES: C[C@@H](C(=O)SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)O
• Canonical SMILES: O=C(N[C@H](C(=O)NCC(=O)O)CSC(=O)[C@@H](O)C)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C13H21N3O8S/c1-6(17)13(24)25-5-8(11(21)15-4-10(19)20)16-9(18)3-2-7(14)12(22)23/h6-8,17H,2-5,14H2,1H3,(H,15,21)(H,16,18)(H,19,20)(H,22,23)/t6-,7-,8-/m0/s1
• InChIKey: VDYDCVUWILIYQF-FXQIFTODSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-{[(2S)-2-hydroxypropanoyl]sulfanyl}ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-{[(1R)-1-(carboxymethylcarbamoyl)-2-{[(2S)-2-hydroxypropanoyl]sulfanyl}ethyl]carbamoyl}butanoic acid
• Synonyms: S-Lactoylglutathione

Database IDs

• CAS Number: 54398-03-7
• MDL Number: MFCD06858227
• PubChem SID: 162228184; 24896452
• PubChem CID: 6102445

CALCULATED PROPERTIES

• Acid pKa: 1.7417811
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -7.336483
• LogD (pH = 7.4): -8.616792
• Log P: -5.369719
• Molar Refractivity: 84.7788 cm^3
• Polarizability: 33.81378 Å^3
• Polar Surface Area: 196.12 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 22-26-36
• 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
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (TLC)

DETAILS

Sigma Aldrich - L7140

Substrates
Suitable for use as a substrate for glyoxalase II.