sodium (4aR,6R,7R,7aS)-6-(6-amino-8-bromo-9H-purin-9-yl)-7-hydroxy-2-oxo-hexahydro-1,3,5,2λ5-furo[3,2-d][1,3,2λ5]dioxaphosphinin-2-olate hydrate

• ChemBase ID: 146533
• Molecular Formular: C10H12BrN5NaO7P
• Molecular Mass: 448.099111
• Monoisotopic Mass: 446.95554066
• SMILES: c1nc(c2c(n1)n(c(n2)Br)[C@H]1[C@@H]([C@H]2[C@H](O1)COP(=O)(O2)[O-])O)N.O.[Na+]
• Canonical SMILES: O[C@@H]1[C@@H]2OP(=O)([O-])OC[C@H]2O[C@H]1n1c(Br)nc2c1ncnc2N.O.[Na+]
• InChI: InChI=1S/C10H11BrN5O6P.Na.H2O/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6;;/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14);;1H2/q;+1;/p-1/t3-,5-,6-,9-;;/m1../s1
• InChIKey: XWDDEXWQQLBWNV-LGVAUZIVSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (4aR,6R,7R,7aS)-6-(6-amino-8-bromo-9H-purin-9-yl)-7-hydroxy-2-oxo-hexahydro-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-2-olate hydrate
• IUPAC Traditional name: sodium (4aR,6R,7R,7aS)-6-(6-amino-8-bromopurin-9-yl)-7-hydroxy-2-oxo-tetrahydro-4H-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-2-olate hydrate
• Synonyms: 8-Bromoadenosine 3′,5′-cyclic monophosphate sodium salt monohydrate; 8-溴腺苷-3′,5′-环单磷酸 钠盐 一水合物

Database IDs

• CAS Number: 123334-12-3
• EC Number: 245-760-6
• MDL Number: MFCD00149373
• PubChem SID: 162240727; 24888465
• PubChem CID: 23693103

CALCULATED PROPERTIES

• Acid pKa: 1.8298044
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -2.6202507
• LogD (pH = 7.4): -2.6301942
• Log P: -2.3923864
• Molar Refractivity: 76.7926 cm^3
• Polarizability: 30.974596 Å^3
• Polar Surface Area: 157.67 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 234-235 °C (dec.)(lit.)

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: 98%
• Empirical Formula (Hill Notation): C10H10BrN5NaO6P · H2O

DETAILS

Sigma Aldrich - 858463

Application
Promotes cell division.
Packaging
25 mg in glass bottle