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

• ChemBase ID: 155863
• Molecular Formular: C17H27ClN8O5
• Molecular Mass: 458.89988
• Monoisotopic Mass: 458.17929368
• SMILES: CN(CC[C@H](CC(=O)N[C@H]1C=C[C@@H](O[C@@H]1C(=O)O)n1ccc(nc1=O)N)N)C(=N)N.Cl
• Canonical SMILES: N[C@@H](CC(=O)N[C@H]1C=C[C@@H](O[C@@H]1C(=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/t9-,10+,13-,14+;/m1./s1
• InChIKey: YQXYQOXRCNEATG-ZAYJLJTISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,6R)-6-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-[(3R)-3-amino-5-(1-methylcarbamimidamido)pentanamido]-3,6-dihydro-2H-pyran-2-carboxylic acid hydrochloride
• IUPAC Traditional name: (2S,3S,6R)-6-(4-amino-2-oxopyrimidin-1-yl)-3-[(3R)-3-amino-5-(1-methylcarbamimidamido)pentanamido]-3,6-dihydro-2H-pyran-2-carboxylic acid hydrochloride
• Synonyms: Blasticidin S; Blasticidine S hydrochloride

Database IDs

• CAS Number: 3513-03-9
• MDL Number: MFCD02091640
• PubChem SID: 24849193; 162250001
• PubChem CID: 25078183

CALCULATED PROPERTIES

• Acid pKa: 3.32019
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -7.4451337
• 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

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Safety Information

• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 28
• Safety Statements: 28-36/37-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300
• GHS Precautionary statements: P264-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.0% (HPLC)
• Shipped in: dry ice
• Empirical Formula (Hill Notation): C17H26N8O5 · HCl

DETAILS

Sigma Aldrich - 15205

Frequently Asked Questions
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Application
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Blasticidin S is used as a selection agent for transformed cells that contain the resistance genes bls, bsr, or BSD. Also used to study protein synthesis at the level of peptide bond formation.
Blasticidin S is used as a selection agent for transformed cells that contain the resistance genes bls, bsr, or BSD. Blasticidiin S has been used to select HEK293-T cells with TLR-2 constructs and HEK-D5 cells . It is also used to study protein synthesis at the level of peptide bond formation.
Protocols & Applications
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