(2S)-2-{[(benzyloxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoic acid

• ChemBase ID: 59947
• Molecular Formular: C19H18N2O4
• Molecular Mass: 338.35722
• Monoisotopic Mass: 338.12665707
• SMILES: c1(c[nH]c2c1cccc2)C[C@H](NC(=O)OCc1ccccc1)C(=O)O
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1c[nH]c2c1cccc2)OCc1ccccc1
• InChI: InChI=1S/C19H18N2O4/c22-18(23)17(10-14-11-20-16-9-5-4-8-15(14)16)21-19(24)25-12-13-6-2-1-3-7-13/h1-9,11,17,20H,10,12H2,(H,21,24)(H,22,23)/t17-/m0/s1
• InChIKey: AHYFYYVVAXRMKB-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(benzyloxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-{[(benzyloxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoic acid
• Synonyms: CARBOBENZOXY-L-TRYPTOPHAN; Z-Trp-OH; N-Cbz-L-tryptophan; Nα-Carbobenzyloxy-L-tryptophan; Z-L-tryptophan; N(alpha)-Cbz-L-tryptophan; N(alpha)-Benzyloxycarbonyl-L-tryptophan; N-[(Benzyloxy)carbonyl]-L-tryptophan; Z-Trp-OH; N-CBZ-L-TRYPTOPHAN; N-Cbz-L-色氨酸; Nα-苄氧羰基-L-色氨酸; Z-L-色氨酸; N(α)-苄氧羰基-L-色氨酸

Database IDs

• CAS Number: 7432-21-5; 2279-15-4
• EC Number: 231-074-4
• MDL Number: MFCD00065700
• Beilstein Number: 96743
• PubChem SID: 24890391; 162064710
• PubChem CID: 101176

CALCULATED PROPERTIES

• Acid pKa: 3.962492
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.7934636
• LogD (pH = 7.4): 0.15880096
• Log P: 3.3389878
• Molar Refractivity: 91.8828 cm^3
• Polarizability: 36.733925 Å^3
• Polar Surface Area: 91.42 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: methanol: soluble0.1 g/mL, clear
• Melting Point: 121-126°C; 124-127 °C; 124-127 °C(lit.)
• Optical Rotation: [α]20/D +2.9±0.3°, c = 3% in acetic acid; +3.1 (c=3 in acetic acid)

Safety Information

• Storage Condition: 0°C
• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (T); 98%; 98+%
• Ignition Residue: ≤0.05%
• Empirical Formula (Hill Notation): C19H18N2O4

DETAILS

MP Biomedicals - 05210025

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02100232

Crystalline

Sigma Aldrich - 97240

Packaging
25 g in poly bottle