(2R)-2-amino-3-{[(3-phenylpropyl)carbamothioyl]sulfanyl}propanoic acid

• ChemBase ID: 105391
• Molecular Formular: C13H18N2O2S2
• Molecular Mass: 298.42422
• Monoisotopic Mass: 298.08096983
• SMILES: N[C@@H](CSC(=S)NCCCc1ccccc1)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)CSC(=S)NCCCc1ccccc1
• InChI: InChI=1S/C13H18N2O2S2/c14-11(12(16)17)9-19-13(18)15-8-4-7-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9,14H2,(H,15,18)(H,16,17)/t11-/m0/s1
• InChIKey: XMEUXBMTQJJHED-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-{[(3-phenylpropyl)carbamothioyl]sulfanyl}propanoic acid
• IUPAC Traditional name: (2R)-2-amino-3-{[(3-phenylpropyl)carbamothioyl]sulfanyl}propanoic acid
• Synonyms: L-Cysteine (3-Phenylpropyl)carbamodithioate (ester); S-[N-(3-Phenylpropyl)(thiocarbamoyl)]-L-cysteine; S-(N-(3-PHENYLPROPYL) THIOCARBAMOYL)-L-CYSTEINE

Database IDs

• CAS Number: 137915-13-0
• PubChem SID: 162092115
• PubChem CID: 3036085

CALCULATED PROPERTIES

• Acid pKa: 2.4307308
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.28856495
• LogD (pH = 7.4): 0.006813022
• Log P: 0.291441
• Molar Refractivity: 83.2243 cm^3
• Polarizability: 32.9181 Å^3
• Polar Surface Area: 75.35 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White Solid
• Melting Point: 224-225°C (dec.)

Safety Information

• Storage Condition: -20°C

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02159996

Purity: 98%
Glutathione S-transferase inducer and chemical carcinogenesis inhibitor.

Toronto Research Chemicals - P336250

Induction of Glutathione S-transerase (GST) activity by anticarcinogenic compounds is believed to be a major mechanism for carcinogen detoxification. This compound has shown to induce Glutathione S-transerase activity in target organs of mice with no ap

REFERENCES

• Zheng, G.-Q., et al., J. Med. Chem. , 35 : 185 (1992).
• Benson, A.M., et al.: Cancer Res., 38, 4486 (1978)
• Spanins, V.L., et al.: J. Natl. Cancer Inst., 68, 493 (1978)
• Lam, L.K.T., et al.: Nutr. Cancer, 12, 43 (1978)
• Adesida, A., et al.: Food Chem. Toxicol., 34, 385 (1978)