tert-butyl N-[(1S)-2-(benzyloxy)-1-[({[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}methyl)carbamoyl]ethyl]carbamate hydrochloride

• ChemBase ID: 155894
• Molecular Formular: C29H41ClN8O8
• Molecular Mass: 665.13764
• Monoisotopic Mass: 664.27358799
• SMILES: CC(C)(C)OC(=O)N[C@@H](COCc1ccccc1)C(=O)NCC(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc(cc1)[N+](=O)[O-].Cl
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])NC(=O)CNC(=O)[C@@H](NC(=O)OC(C)(C)C)COCc1ccccc1.Cl
• InChI: InChI=1S/C29H40N8O8.ClH/c1-29(2,3)45-28(41)36-23(18-44-17-19-8-5-4-6-9-19)25(39)33-16-24(38)35-22(10-7-15-32-27(30)31)26(40)34-20-11-13-21(14-12-20)37(42)43;/h4-6,8-9,11-14,22-23H,7,10,15-18H2,1-3H3,(H,33,39)(H,34,40)(H,35,38)(H,36,41)(H4,30,31,32);1H/t22-,23-;/m0./s1
• InChIKey: XMFNAELPEJFGOV-SJEIDVEUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1S)-2-(benzyloxy)-1-[({[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}methyl)carbamoyl]ethyl]carbamate hydrochloride
• IUPAC Traditional name: tert-butyl N-[(1S)-2-(benzyloxy)-1-[({[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}methyl)carbamoyl]ethyl]carbamate hydrochloride
• Synonyms: Boc-O-benzyl-L-seryl-glycyl-L-arginine-4-nitroanilide hydrochloride; Boc-Ser(Bzl)-Gly-Arg-NH-Np.HCl

Database IDs

• CAS Number: 71730-93-3
• MDL Number: MFCD03490517
• PubChem SID: 162250032; 24887014
• PubChem CID: 16218521

CALCULATED PROPERTIES

• Acid pKa: 11.458349
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -1.3590565
• LogD (pH = 7.4): -1.3525997
• Log P: 0.543087
• Molar Refractivity: 175.4065 cm^3
• Polarizability: 62.451733 Å^3
• Polar Surface Area: 242.58 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C29H40N8O8 · HCl

DETAILS

Sigma Aldrich - 76556

Application
Chromogenic substrate for LAL test for the determination of endotoxins
Other Notes
Chromogenic substrate for the assay of bacterial endotoxins using Limulus hemocyte lysate1