bis(5-amino-8-carbamimidamido-2-[(4-hydroxyphenyl)methyl]-4-oxooctanoic acid); sulfuric acid

• ChemBase ID: 104119
• Molecular Formular: C32H50N8O12S
• Molecular Mass: 770.8508
• Monoisotopic Mass: 770.32689008
• SMILES: NC(CCCNC(=N)N)C(=O)CC(Cc1ccc(O)cc1)C(=O)O.NC(CCCNC(=N)N)C(=O)CC(Cc1ccc(O)cc1)C(=O)O.OS(=O)(=O)O
• Canonical SMILES: OS(=O)(=O)O.NC(=N)NCCCC(C(=O)CC(C(=O)O)Cc1ccc(cc1)O)N.NC(=N)NCCCC(C(=O)CC(C(=O)O)Cc1ccc(cc1)O)N
• InChI: InChI=1S/2C16H24N4O4.H2O4S/c2*17-13(2-1-7-20-16(18)19)14(22)9-11(15(23)24)8-10-3-5-12(21)6-4-10;1-5(2,3)4/h2*3-6,11,13,21H,1-2,7-9,17H2,(H,23,24)(H4,18,19,20);(H2,1,2,3,4)
• InChIKey: AUNSMFLBHPILAD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(5-amino-8-carbamimidamido-2-[(4-hydroxyphenyl)methyl]-4-oxooctanoic acid); sulfuric acid
• IUPAC Traditional name: bis(5-amino-8-carbamimidamido-2-[(4-hydroxyphenyl)methyl]-4-oxooctanoic acid); sulfuric acid
• Synonyms: (2R,5S)-5-Amino-8-guanido-4-oxo-2-p-hydroxyphenylmethyloctanoic acid; Arphamenine B hemisulfate salt hydrate; ARPHAMENINE B

Database IDs

• CAS Number: 144110-38-3; 88465-81-0
• MDL Number: MFCD00135888
• PubChem SID: 162091411
• PubChem CID: 44134550

CALCULATED PROPERTIES

• Acid pKa: 3.9165363
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -3.364697
• LogD (pH = 7.4): -1.6807464
• Log P: -1.3038828
• Molar Refractivity: 99.6189 cm^3
• Polarizability: 34.50483 Å^3
• Polar Surface Area: 162.52 Å^2
• Rotatable Bonds: 20
• 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: -20°C

DETAILS

MP Biomedicals - 02154797

([2R-5S]-5-Amino-8-guanido-4-oxo-2-p-hydroxyphenylmethyloctanoic Acid) Hemisulfate Salt From Microbial Source Inhibitor of aminopeptidase B

REFERENCES

• Umezawa, H., et al., J. Antibiotics, 36: 1572, (1983).