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

• ChemBase ID: 132100
• Molecular Formular: C16H28N2O8S2
• Molecular Mass: 440.53212
• Monoisotopic Mass: 440.12870787
• SMILES: CC(C)(C)OC(=O)N[C@@H](CSSC[C@@H](C(=O)O)NC(=O)OC(C)(C)C)C(=O)O
• Canonical SMILES: OC(=O)[C@@H](NC(=O)OC(C)(C)C)CSSC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C16H28N2O8S2/c1-15(2,3)25-13(23)17-9(11(19)20)7-27-28-8-10(12(21)22)18-14(24)26-16(4,5)6/h9-10H,7-8H2,1-6H3,(H,17,23)(H,18,24)(H,19,20)(H,21,22)/t9-,10-/m0/s1
• InChIKey: MHDQAZHYHAOTKR-UWVGGRQHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-{[(2R)-2-{[(tert-butoxy)carbonyl]amino}-2-carboxyethyl]disulfanyl}propanoic acid
• IUPAC Traditional name: (2R)-2-[(tert-butoxycarbonyl)amino]-3-{[(2R)-2-[(tert-butoxycarbonyl)amino]-2-carboxyethyl]disulfanyl}propanoic acid
• Synonyms: (Boc-Cys-OH)2; Nα,Nα′-di-Boc-L-cystine; (Boc-Cys-OH)2; Nα,Nα′-双(叔丁氧羰基)-L-胱氨酸

Database IDs

• CAS Number: 10389-65-8
• EC Number: 233-852-9
• MDL Number: MFCD00038250
• Beilstein Number: 2229312
• PubChem SID: 162226377; 24849384
• PubChem CID: 10961166

CALCULATED PROPERTIES

• Lipinski's Rule of Five: true
• Acid pKa: 3.1222785
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.4575481
• LogD (pH = 7.4): -5.1526513
• Log P: 1.6113106
• Molar Refractivity: 104.6178 cm^3
• Polarizability: 41.45372 Å^3
• Polar Surface Area: 151.26 Å^2
• Rotatable Bonds: 13

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -120±3°, c = 2% in acetic acid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98% (CE); 95+%
• Empirical Formula (Hill Notation): C16H28N2O8S2

DETAILS

Sigma Aldrich - 15387

Packaging
5 g in glass bottle