({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid sodium

• ChemBase ID: 133602
• Molecular Formular: C10H16N5NaO12P3
• Molecular Mass: 514.171393
• Monoisotopic Mass: 513.99060015
• SMILES: c1nc(c2c(n1)n(cn2)C1C(CC(O1)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)N.[Na]
• Canonical SMILES: OC1CC(OC1n1cnc2c1ncnc2N)COP(=O)(OP(=O)(OP(=O)(O)O)O)O.[Na]
• InChI: InChI=1S/C10H16N5O12P3.Na/c11-8-7-9(13-3-12-8)15(4-14-7)10-6(16)1-5(25-10)2-24-29(20,21)27-30(22,23)26-28(17,18)19;/h3-6,10,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)
• InChIKey: MBTNWZIUBSWCNT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid sodium
• IUPAC Traditional name: cordycepin triphosphate sodium
• Synonyms: 3′-Deoxyadenosine 5′-triphosphate; 3′-dATP; 3′-deoxy-ATP; Cordycepin 5′-triphosphate sodium salt

Database IDs

• CAS Number: 71997-32-5
• MDL Number: MFCD00057015
• PubChem SID: 24893135; 162227879
• PubChem CID: 16219180

CALCULATED PROPERTIES

• Acid pKa: 0.8953028
• H Acceptors: 13
• H Donor: 6
• LogD (pH = 5.5): -9.13951
• LogD (pH = 7.4): -9.779501
• Log P: -5.3072786
• Molar Refractivity: 94.7172 cm^3
• Polarizability: 37.90987 Å^3
• Polar Surface Area: 258.9 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/22-36/37/38-40
• Safety Statements: 22-26-36-45
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H332-H335-H351
• GHS Precautionary statements: P261-P281-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: -20°C

Product Information

• Purity: ~97%

DETAILS

Sigma Aldrich - C9137

Biochem/physiol Actions
Cordycepin 5′-triphosphate is incorporated into nucleic acid by poly(A) polymerase. Because it lacks a 3′-hydroxyl group chain production it can be used for 3′-end labeling of RNA.