(2R)-2-{[(benzyloxy)carbonyl]amino}-3-{[(2R)-2-{[(benzyloxy)carbonyl]amino}-2-carboxyethyl]disulfanyl}propanoic acid

• ChemBase ID: 102333
• Molecular Formular: C22H24N2O8S2
• Molecular Mass: 508.56456
• Monoisotopic Mass: 508.09740774
• SMILES: OC(=O)[C@H](CSSC[C@H](NC(=O)OCc1ccccc1)C(=O)O)NC(=O)OCc1ccccc1
• Canonical SMILES: OC(=O)[C@@H](NC(=O)OCc1ccccc1)CSSC[C@@H](C(=O)O)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C22H24N2O8S2/c25-19(26)17(23-21(29)31-11-15-7-3-1-4-8-15)13-33-34-14-18(20(27)28)24-22(30)32-12-16-9-5-2-6-10-16/h1-10,17-18H,11-14H2,(H,23,29)(H,24,30)(H,25,26)(H,27,28)/t17-,18-/m0/s1
• InChIKey: PTRQEEVKHMDMCF-ROUUACIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(benzyloxy)carbonyl]amino}-3-{[(2R)-2-{[(benzyloxy)carbonyl]amino}-2-carboxyethyl]disulfanyl}propanoic acid
• IUPAC Traditional name: (2R)-2-{[(benzyloxy)carbonyl]amino}-3-{[(2R)-2-{[(benzyloxy)carbonyl]amino}-2-carboxyethyl]disulfanyl}propanoic acid
• Synonyms: N,N'-Dicarbobenzoxy-L-cystine; N,N-(DI)-CBZ-L-CYSTINE; Di-Z-L-cystine; (Z-Cys-OH)2; N,N'-二(苄氧羰基)-L-胱氨酸

Database IDs

• CAS Number: 6968-11-2
• EC Number: 230-181-3
• MDL Number: MFCD00022030
• Beilstein Number: 2550640
• PubChem SID: 162088398; 24890252
• PubChem CID: 385972

CALCULATED PROPERTIES

• Acid pKa: 3.0401287
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.2794424
• LogD (pH = 7.4): -3.8580086
• Log P: 2.9523375
• Molar Refractivity: 126.2318 cm^3
• Polarizability: 49.464584 Å^3
• Polar Surface Area: 151.26 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 116°C; 118-122 °C (dec.)
• Optical Rotation: [α]/D -91±2°, c = 2% in acetic acid

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (T); 98%
• Empirical Formula (Hill Notation): C22H24N2O8S2

DETAILS

MP Biomedicals - 02101186

Purity (Method): >98%(T)