disodium [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxy}phosphonate

• ChemBase ID: 133804
• Molecular Formular: C16H23N5Na2O15P2
• Molecular Mass: 633.305382
• Monoisotopic Mass: 633.04612688
• SMILES: c1nc(c2c(n1)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)([O-])OP(=O)([O-])OC1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)N.[Na+].[Na+]
• Canonical SMILES: OC[C@H]1OC(OP(=O)(OP(=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2cnc3c2ncnc3N)[O-])[O-])[C@@H]([C@H]([C@@H]1O)O)O.[Na+].[Na+]
• InChI: InChI=1S/C16H25N5O15P2.2Na/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16;;/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19);;/q;2*+1/p-2/t5-,6-,8-,9-,10+,11-,12-,15-,16?;;/m1../s1
• InChIKey: GZBIVALVIPYODS-UQGWVDHFSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxy}phosphonate
• IUPAC Traditional name: disodium [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxyphosphonate
• Synonyms: ADP-Glucose; ADP-glc; ADPG; Adenosine-5′-diphosphoglucose disodium salt

Database IDs

• CAS Number: 102129-65-7
• MDL Number: MFCD00056005
• PubChem SID: 162228081; 24890440
• PubChem CID: 16218834

CALCULATED PROPERTIES

• Acid pKa: 1.7323592
• H Acceptors: 16
• H Donor: 7
• LogD (pH = 5.5): -9.185188
• LogD (pH = 7.4): -9.420431
• Log P: -7.0416117
• Molar Refractivity: 114.8424 cm^3
• Polarizability: 47.584126 Å^3
• Polar Surface Area: 317.41 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

Product Information

• Purity: ≥93%

DETAILS

Sigma Aldrich - A0627

包装
10 mg in autosmp vl
Application
Adenosine-5′-diphosphoglucose (ADP-Glucose) is a substrate widely used as a glucose donor. It is a substrate in starch synthesis by starch synthase (EC 2.4.1.21). ADP-Glucose is a substrate for alpha-1,4-glucan-protein synthase (ADP-forming) (EC 2.4.1.113), ADP-glucose pyrophosphorylases and many glucosyltransferases.