6-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-[3-amino-5-(1-methylcarbamimidamido)pentanamido]-3,6-dihydro-2H-pyran-2-carboxylic acid hydrochloride

• ChemBase ID: 103059
• Molecular Formular: C17H27ClN8O5
• Molecular Mass: 458.89988
• Monoisotopic Mass: 458.17929368
• SMILES: Cl.CN(CCC(N)CC(=O)NC1C=CC(OC1C(=O)O)n1ccc(N)nc1=O)C(=N)N
• Canonical SMILES: NC(CC(=O)NC1C=CC(OC1C(=O)O)n1ccc(nc1=O)N)CCN(C(=N)N)C.Cl
• InChI: InChI=1S/C17H26N8O5.ClH/c1-24(16(20)21)6-4-9(18)8-12(26)22-10-2-3-13(30-14(10)15(27)28)25-7-5-11(19)23-17(25)29;/h2-3,5,7,9-10,13-14H,4,6,8,18H2,1H3,(H3,20,21)(H,22,26)(H,27,28)(H2,19,23,29);1H
• InChIKey: YQXYQOXRCNEATG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-[3-amino-5-(1-methylcarbamimidamido)pentanamido]-3,6-dihydro-2H-pyran-2-carboxylic acid hydrochloride
• IUPAC Traditional name: blasticidin-S hydrochloride
• Synonyms: BLA-S; Cytovirin; Blasticidine S hydrochloride; 4-[[3-Amino-5-[(aminoiminomethyl)-1-oxopentyl]amino]-1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,2,3,4-tetradeoxy-b-D-erythro-hex-2-enopyranuronic acid; BLASTICIDIN S HYDROCHLORIDE

Database IDs

• CAS Number: 2079-00-7
• PubChem SID: 162091211
• PubChem CID: 356629

CALCULATED PROPERTIES

• Acid pKa: 3.3347886
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -7.4451404
• LogD (pH = 7.4): -5.8880167
• Log P: -4.7077003
• Molar Refractivity: 116.4234 cm^3
• Polarizability: 40.315628 Å^3
• Polar Surface Area: 213.45 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 235-236°C

Safety Information

• Storage Condition: 2-8°C
• RTECS: EC4900000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2811
• Hazard Class: 6.1
• Packing Group: II
• Australian Hazchem: 2XE
• Risk Statements: R:28
• Safety Statements: S:45-24/25-36/37
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154

DETAILS

MP Biomedicals - 02150477

From Streptomyces griseochromogenes
Hydrochloride
m.p. 235-236°C
General antimicrobial Potent and fast-acting selection agent for establishing stable cell lines.

REFERENCES

• V. Suaminathan, et al., Crystal and molecular structure: Biochim. Biophys. Acta, 655: 335, (1981).