9-[(2R,4aR,6R,7R,7aS)-2,7-dihydroxy-2-sulfanylidene-hexahydro-1,3,5,2λ5-furo[3,2-d][1,3,2λ5]dioxaphosphinin-6-yl]-2-amino-6,9-dihydro-1H-purin-6-one; triethylamine

• ChemBase编号: 132731
• 分子式: C16H27N6O6PS
• 平均质量: 462.460941
• 单一同位素质量: 462.14504024
• SMILES: CCN(CC)CC.c1nc2c(=O)[nH]c(nc2n1[C@H]1[C@@H]([C@H]2[C@H](O1)COP(=S)(O2)O)O)N
• Canonical SMILES: O[C@@H]1[C@@H]2OP(=S)(O)OC[C@H]2O[C@H]1n1cnc2c1nc(N)[nH]c2=O.CCN(CC)CC
• InChI: InChI=1S/C10H12N5O6PS.C6H15N/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(20-9)1-19-22(18,23)21-6;1-4-7(5-2)6-3/h2-3,5-6,9,16H,1H2,(H,18,23)(H3,11,13,14,17);4-6H2,1-3H3/t3-,5-,6-,9-,22?;/m1./s1
• InChIKey: SBVIQYPGQBMDDI-QKAIHBBZSA-N

名称和登记号

名称

• IUPAC标准名: 9-[(2R,4aR,6R,7R,7aS)-2,7-dihydroxy-2-sulfanylidene-hexahydro-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-6-yl]-2-amino-6,9-dihydro-1H-purin-6-one; triethylamine; 9-[(2S,4aR,6R,7R,7aS)-2,7-dihydroxy-2-sulfanylidene-hexahydro-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-6-yl]-2-amino-6,9-dihydro-1H-purin-6-one; triethylamine
• IUPAC传统名: 9-[(2R,4aR,6R,7R,7aS)-2,7-dihydroxy-2-sulfanylidene-tetrahydro-4H-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-6-yl]-2-amino-1H-purin-6-one; triethylamine; 9-[(2S,4aR,6R,7R,7aS)-2,7-dihydroxy-2-sulfanylidene-tetrahydro-4H-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-6-yl]-2-amino-1H-purin-6-one; triethylamine
• 别名: Rp-Cyclic 3′,5′-hydrogen phosphorothioate guanosine triethylammonium salt; Rp-Diastereomer of guanosine 3′,5′-cyclic monophosphorothioate triethylammonium salt; Rp-cGMPS triethylammonium salt; Guanosine 3′,5′-cyclic monophosphorothioate, Rp Isomer triethylammonium salt; Sp-Cyclic 3′5′-hydrogen phosphorothioate guanosine triethylammonium salt; Sp-cGMPS triethylammonium salt; Sp-Guanosine 3′,5′-cyclic monophosphorothioate triethylammonium salt

登记号

• CAS号: 86562-10-9; 86562-09-6
• MDL号: MFCD04113739; MFCD04113738
• PubChem SID: 162227008
• PubChem CID: 57389992

理论计算性质

• Acid pKa: 1.9713287
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): -3.3761015
• LogD (pH = 7.4): -3.4198062
• Log P: -1.2221006
• 摩尔折射率: 79.7059 cm^3
• 极化性: 30.919945 Å^3
• 极化表面积: 153.45 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: soluble5 mg/mL
• 外观: white solid

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 运输包装: dry ice

详细说明

Sigma Aldrich - G136

Biochem/physiol Actions
Sp-cGMPS is a metabolically resistant activator of cGMP-dependent protein kinases.
Caution
Hygroscopic
Other Notes
Sp-Diastereomer of guanosine 3′,5′-cyclic monophosphorothioate.

Sigma Aldrich - G135

Biochem/physiol Actions
cGMPS-dependent protein kinase Iα inhibitor.
Caution
Hygroscopic