(2S)-2-amino-3-{[(2S)-2-amino-2-carboxyethyl]disulfanyl}propanoic acid

• ChemBase ID: 102387
• Molecular Formular: C6H12N2O4S2
• Molecular Mass: 240.30048
• Monoisotopic Mass: 240.02384887
• SMILES: N[C@H](CSSC[C@@H](N)C(=O)O)C(=O)O
• Canonical SMILES: N[C@@H](C(=O)O)CSSC[C@H](C(=O)O)N
• InChI: InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m1/s1
• InChIKey: LEVWYRKDKASIDU-QWWZWVQMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-{[(2S)-2-amino-2-carboxyethyl]disulfanyl}propanoic acid
• IUPAC Traditional name: D-cystine
• Synonyms: (S,S)-3,3'-Dithiobis(2-aminopropionic acid); D-CYSTINE FREE BASE; (2S,2'S)-3,3'-disulfanediylbis(2-aminopropanoic acid); (S,S)-3,3′-Dithiobis(2-aminopropionic acid); D-Cystine; (S,S)-3,3′-二硫代双(2-氨基丙酸); D-胱氨酸

Database IDs

• CAS Number: 349-46-2
• EC Number: 206-486-2
• MDL Number: MFCD00002610
• Beilstein Number: 1728093
• PubChem SID: 24858231; 162088102; 24857190
• PubChem CID: 6857538

CALCULATED PROPERTIES

• Acid pKa: 1.5564231
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.897319
• LogD (pH = 7.4): -5.9155164
• Log P: -5.897688
• Molar Refractivity: 54.8718 cm^3
• Polarizability: 22.177225 Å^3
• Polar Surface Area: 126.64 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~250 °C (dec.); 265 °C (dec.)(lit.)
• Optical Rotation: [α]20/D +212°, c = 1 in 1 M HCl; [α]20/D +219±5°, c = 1% in 1 M HCl

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: ≥99.0% (T); 98%
• Grade: puriss.
• Description: L-isomer
• Linear Formula: [-SCH2CH(NH2)CO2H]2
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 02101449

Free Base
Crystalline

InterBioScreen - BB_NC-2350

L-isomer

Sigma Aldrich - 285463

Packaging
1 g in glass bottle