(2R)-2-acetamido-3-{[2-hydroxy(2H4)ethyl]sulfanyl}propanoic acid; N-cyclohexylcyclohexanamine

• ChemBase ID: 159311
• Molecular Formular: C19H36N2O4S
• Molecular Mass: 388.56514
• Monoisotopic Mass: 388.23957864
• SMILES: C1CCCC(C1)NC1CCCCC1.C(SC[C@H](NC(=O)C)C(=O)O)CO
• Canonical SMILES: C1CCC(CC1)NC1CCCCC1.OCCSC[C@@H](C(=O)O)NC(=O)C
• InChI: InChI=1S/C12H23N.C7H13NO4S/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;1-5(10)8-6(7(11)12)4-13-3-2-9/h11-13H,1-10H2;6,9H,2-4H2,1H3,(H,8,10)(H,11,12)/t;6-/m.0/s1
• InChIKey: XLGHARKAPCCVFZ-ZCMDIHMWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-acetamido-3-{[2-hydroxy(^2H₄)ethyl]sulfanyl}propanoic acid; N-cyclohexylcyclohexanamine
• IUPAC Traditional name: (2R)-2-acetamido-3-{[2-hydroxy(^2H₄)ethyl]sulfanyl}propanoic acid; dicha
• Synonyms: S-(2-Hydroxyethyl-d4)mercapturic Acid Dicyclohexylamine Salt; HEMA-d4; N-Acetyl-S-(2-hydroxyethyl-d4)-L-cysteine Dicyclohexylamine Salt

Database IDs

• CAS Number: 1331894-57-5
• PubChem SID: 162253446
• PubChem CID: 46780002

CALCULATED PROPERTIES

• Acid pKa: 3.8160663
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.960773
• LogD (pH = 7.4): -4.529022
• Log P: -1.274091
• Molar Refractivity: 48.8139 cm^3
• Polarizability: 19.170088 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 169-171°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A178912

An isotopically labelled metabolite of halopropanes; also the metabolite of 2 glycosylnitrosoureas (RFCNU and RPCNU).

REFERENCES

• Madelmont, J.C., et al.: Drug Metab. Dispos., 10, 662 (1982)
• Barr, D.B., et al.: J. Anal. Toxicol., 22, 96 (1982)