(2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoic acid

• ChemBase ID: 152428
• Molecular Formular: C26H22N2O4
• Molecular Mass: 426.46388
• Monoisotopic Mass: 426.15795719
• SMILES: c1ccc2c(c1)c(c[nH]2)C[C@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: O=C(N[C@@H](C(=O)O)Cc1c[nH]c2c1cccc2)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C26H22N2O4/c29-25(30)24(13-16-14-27-23-12-6-5-7-17(16)23)28-26(31)32-15-22-20-10-3-1-8-18(20)19-9-2-4-11-21(19)22/h1-12,14,22,24,27H,13,15H2,(H,28,31)(H,29,30)/t24-/m1/s1
• InChIKey: MGHMWKZOLAAOTD-XMMPIXPASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoic acid
• Synonyms: Nα-(9-Fluorenylmethoxycarbonyl)-D-tryptophan; Fmoc-D-tryptophan; Fmoc-D-Trp-OH; Fmoc-D-Trp-OH; N-(9-Fluorenylmethoxycarbonyl)-D-tryptophan; Fmoc-D-Trp-OH; N(alpha)-Fmoc-D-tryptophan; Nα-[(9H-芴-9-基甲氧基)羰基]-D-色氨酸; Fmoc-D-色氨酸; N(α)-Fmoc-D-色氨酸

Database IDs

• CAS Number: 86123-11-7
• MDL Number: MFCD00062954
• Beilstein Number: 5462683
• PubChem SID: 24871050; 162246573
• PubChem CID: 978344

CALCULATED PROPERTIES

• Acid pKa: 3.9221783
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 3.2160797
• LogD (pH = 7.4): 1.5984135
• Log P: 4.8004055
• Molar Refractivity: 120.2826 cm^3
• Polarizability: 48.821014 Å^3
• Polar Surface Area: 91.42 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 182-185 °C(lit.); 182-185°C

Safety Information

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

Product Information

• Purity: ≥98.0%; 98%
• Empirical Formula (Hill Notation): C26H22N2O4

DETAILS

Sigma Aldrich - 47478

Packaging
5 g in poly bottle