sodium 9-[(2R,5S)-5-{[({[(hydrogen phosphonatooxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl)oxy]methyl}oxolan-2-yl]-2-imino-2,3,6,9-tetrahydro-1H-purin-6-one

• ChemBase ID: 134365
• Molecular Formular: C10H15N5NaO12P3
• Molecular Mass: 513.163453
• Monoisotopic Mass: 512.98277512
• SMILES: c1nc2c(n1[C@H]1CC[C@H](O1)COP(=O)(O)OP(=O)(O)OP(=O)(O)[O-])[nH]c(=N)[nH]c2=O.[Na+]
• Canonical SMILES: N=c1[nH]c(=O)c2c([nH]1)n(cn2)[C@H]1CC[C@H](O1)COP(=O)(OP(=O)(OP(=O)(O)[O-])O)O.[Na+]
• InChI: InChI=1S/C10H16N5O12P3.Na/c11-10-13-8-7(9(16)14-10)12-4-15(8)6-2-1-5(25-6)3-24-29(20,21)27-30(22,23)26-28(17,18)19;/h4-6H,1-3H2,(H,20,21)(H,22,23)(H2,17,18,19)(H3,11,13,14,16);/q;+1/p-1/t5-,6+;/m0./s1
• InChIKey: XCOBCPBPAINELA-RIHPBJNCSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 9-[(2R,5S)-5-{[({[(hydrogen phosphonatooxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl)oxy]methyl}oxolan-2-yl]-2-imino-2,3,6,9-tetrahydro-1H-purin-6-one
• IUPAC Traditional name: sodium 9-[(2R,5S)-5-[({[hydrogen phosphonatooxy(hydroxy)phosphoryl]oxy(hydroxy)phosphoryl}oxy)methyl]oxolan-2-yl]-2-imino-1,3-dihydropurin-6-one
• Synonyms: ddGTP; 2′,3′-Dideoxyguanosine 5′-triphosphate sodium salt; 2′,3′-Dideoxyguanosine 5′-triphosphate sodium salt solution; 2′,3′-双脱氧鸟苷 5′-三磷酸 钠盐; 2′,3′-双脱氧鸟苷 5′-三磷酸 钠盐 溶液

Database IDs

• CAS Number: 68726-28-3
• MDL Number: MFCD00079152
• PubChem SID: 162228641; 24866554; 24894133
• PubChem CID: 71308796

CALCULATED PROPERTIES

• Acid pKa: 0.91594017
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -7.8266068
• LogD (pH = 7.4): -8.560721
• Log P: -2.1149523
• Molar Refractivity: 103.8729 cm^3
• Polarizability: 36.94103 Å^3
• Polar Surface Area: 254.68 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US); Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... HRAS(3265)

Product Information

• Purity: ≥90% (HPLC); ≥98.0% (HPLC)
• Concentration: 10.0-11.0 (UV)
• Grade: for MALDI MS; puriss. p.a.
• Packaging: pkg of 1 μmol
• Suitability: corresponds for UV test
• Impurities: ≤1.5% ddNDP (HPLC)
• Empirical Formula (Hill Notation): C10H15N5NaO12P3

DETAILS

Sigma Aldrich - D7409

Application
2′,3′-Dideoxyguanosine 5′-triphosphate (ddGTP) is use as a chain terminator inhibitor and a inhibitor of telomerase(s).