[({[5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid sodium

• ChemBase ID: 134397
• Molecular Formular: C10H15N5NaO9P2
• Molecular Mass: 434.191492
• Monoisotopic Mass: 434.02426963
• SMILES: c1nc(c2c(n1)n(cn2)C1CC(C(O1)COP(=O)(O)OP(=O)(O)O)O)N.[Na]
• Canonical SMILES: OC1CC(OC1COP(=O)(OP(=O)(O)O)O)n1cnc2c1ncnc2N.[Na]
• InChI: InChI=1S/C10H15N5O9P2.Na/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(23-7)2-22-26(20,21)24-25(17,18)19;/h3-7,16H,1-2H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)
• InChIKey: AFTCSXNKCDNKBZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid sodium
• IUPAC Traditional name: deoxyadenosine diphosphate sodium
• Synonyms: dADP; 2′-Deoxyadenosine 5′-di-phos-phate sodium salt

Database IDs

• CAS Number: 72003-83-9
• EC Number: 276-280-5
• MDL Number: MFCD00083610
• PubChem SID: 24893990; 162228673
• PubChem CID: 16219262

CALCULATED PROPERTIES

• Acid pKa: 1.7714913
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): -6.2366734
• LogD (pH = 7.4): -6.771135
• Log P: -4.0828977
• Molar Refractivity: 83.4307 cm^3
• Polarizability: 33.125523 Å^3
• Polar Surface Area: 212.37 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 23/24/25-36/37/38
• Safety Statements: 22-26-36-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H315-H319-H331-H335
• GHS Precautionary statements: P261-P280-P301 + P310-P305 + P351 + P338-P311
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC)

DETAILS

Sigma Aldrich - D6000

Application
2′-Deoxyadenosine 5′-diphosphate (dADP) may be used for the synthesis of deoxyadenylate oligonucleotides with enzymes such as polynucleotide phosphorylase from Escherichia coli. dADP is used as an inhibitor of bacterial poly(A) polymerase. DeoxyADP may be use as an alternative substrate or inhibitor for studies of ATPase and DNA and RNA polymerase specificity.