(Z)-N,N'-dicyclohexylmorpholine-4-carboximidamide; {[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(morpholin-4-yl)phosphinic acid

• ChemBase编号: 134072
• 分子式: C31H52N9O9P
• 平均质量: 725.773241
• 单一同位素质量: 725.36256092
• SMILES: c1nc2c(n1[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)(N1CCOCC1)O)O)O)[nH]c(nc2=O)N.C1CCC(CC1)N/C(=N/C1CCCCC1)/N1CCOCC1
• Canonical SMILES: C1CCC(CC1)N/C(=N/C1CCCCC1)/N1CCOCC1.Nc1nc(=O)c2c([nH]1)n(cn2)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)COP(=O)(N1CCOCC1)O
• InChI: InChI=1S/C17H31N3O.C14H21N6O8P/c1-3-7-15(8-4-1)18-17(20-11-13-21-14-12-20)19-16-9-5-2-6-10-16;15-14-17-11-8(12(23)18-14)16-6-20(11)13-10(22)9(21)7(28-13)5-27-29(24,25)19-1-3-26-4-2-19/h15-16H,1-14H2,(H,18,19);6-7,9-10,13,21-22H,1-5H2,(H,24,25)(H3,15,17,18,23)/t;7-,9-,10-,13-/m.1/s1
• InChIKey: CFNWUGDJWKRMBL-VAMAKUSHSA-N

名称和登记号

名称

• IUPAC标准名: (Z)-N,N'-dicyclohexylmorpholine-4-carboximidamide; {[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(morpholin-4-yl)phosphinic acid
• IUPAC传统名: (Z)-N,N'-dicyclohexylmorpholine-4-carboximidamide; [(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(morpholin-4-yl)phosphinic acid
• 别名: MDCC; Guanosine 5′-monophosphomorpholidate 4-morpholine-N,N′-dicyclohexylcarboxamidine salt

登记号

• CAS号: 7361-07-1
• MDL号: MFCD00079328
• PubChem SID: 162228349
• PubChem CID: 10974612

理论计算性质

• Acid pKa: 2.1302304
• 质子受体: 11
• 质子供体: 5
• LogD (pH = 5.5): -4.9730783
• LogD (pH = 7.4): -5.1292815
• Log P: -3.3830032
• 摩尔折射率: 95.4639 cm^3
• 极化性: 36.996597 Å^3
• 极化表面积: 193.99 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: false

分子性质

安全信息

• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 25-36/37/38
• 安全公开号: 26-45
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• 保存温度: -20°C

产品相关信息

• 纯度: ~95%

详细说明

Sigma Aldrich - G7627

Application
Guanosine 5′-monophosphomorpholidate may be used to synthesize guanosine diphosphate sugars such as GDP-fucose, GDP-mannose, UDP-galactose, and other more complex sugars nucleotides.