(2S)-5-(carbamoylamino)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pentanoic acid

• ChemBase ID: 38729
• Molecular Formular: C21H23N3O5
• Molecular Mass: 397.42442
• Monoisotopic Mass: 397.16377085
• SMILES: C(=O)(NCCC[C@@H](C(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2)N
• Canonical SMILES: NC(=O)NCCC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C21H23N3O5/c22-20(27)23-11-5-10-18(19(25)26)24-21(28)29-12-17-15-8-3-1-6-13(15)14-7-2-4-9-16(14)17/h1-4,6-9,17-18H,5,10-12H2,(H,24,28)(H,25,26)(H3,22,23,27)/t18-/m0/s1
• InChIKey: NBMSMZSRTIOFOK-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-(carbamoylamino)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pentanoic acid
• IUPAC Traditional name: (2S)-5-(carbamoylamino)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pentanoic acid
• Synonyms: Nα-Fmoc-L-citrulline; Fmoc-Cit-OH; Fmoc-L-citrulline; Nα-芴甲氧羰基-L-瓜氨酸

Database IDs

• CAS Number: 133174-15-9
• MDL Number: MFCD00151943
• Beilstein Number: 7780987
• PubChem SID: 161002036; 24871091
• PubChem CID: 2756127

CALCULATED PROPERTIES

• Acid pKa: 3.7639964
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 0.21717218
• LogD (pH = 7.4): -1.3243992
• Log P: 1.9541488
• Molar Refractivity: 105.4088 cm^3
• Polarizability: 41.877293 Å^3
• Polar Surface Area: 130.75 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

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

Product Information

• Purity: ≥97.0% (HPLC); 95+%
• Empirical Formula (Hill Notation): C21H23N3O5

DETAILS

Sigma Aldrich - 47518

Packaging
5 g in poly bottle