(2S)-2-{[(tert-butoxy)carbonyl]amino}-5-(carbamoylamino)pentanoic acid

• ChemBase ID: 38710
• Molecular Formular: C11H21N3O5
• Molecular Mass: 275.30154
• Monoisotopic Mass: 275.14812079
• SMILES: C(=O)(NCCC[C@H](NC(=O)OC(C)(C)C)C(=O)O)N
• Canonical SMILES: OC(=O)[C@@H](NC(=O)OC(C)(C)C)CCCNC(=O)N
• InChI: InChI=1S/C11H21N3O5/c1-11(2,3)19-10(18)14-7(8(15)16)5-4-6-13-9(12)17/h7H,4-6H2,1-3H3,(H,14,18)(H,15,16)(H3,12,13,17)/t7-/m0/s1
• InChIKey: CMJCWQISQGNHHI-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-5-(carbamoylamino)pentanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-5-(carbamoylamino)pentanoic acid
• Synonyms: Nα-Boc-L-citrulline; Boc-Cit-OH; Boc-L-citrulline; Nα-Boc-L-瓜氨酸

Database IDs

• CAS Number: 45234-13-7
• MDL Number: MFCD00080271
• Beilstein Number: 6335956
• PubChem SID: 161002017; 24849468
• PubChem CID: 7021414

CALCULATED PROPERTIES

• Acid pKa: 3.9428473
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -1.7422076
• LogD (pH = 7.4): -3.368711
• Log P: -0.17778221
• Molar Refractivity: 66.202 cm^3
• Polarizability: 25.936121 Å^3
• Polar Surface Area: 130.75 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -8.7±1°, c = 1% in H2O

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥84% (T)
• Grade: technical
• Empirical Formula (Hill Notation): C11H21N3O5

DETAILS

Sigma Aldrich - 15474

Packaging
5 g in glass bottle