3-carbamoyl-1-{5-[({[(3,4-dihydroxy-5-{3H-imidazo[2,1-f]purin-3-yl}oxolan-2-yl)methoxy](hydroxy)phosphoryl phosphonato}oxy)methyl]-3,4-dihydroxyoxolan-2-yl}-1λ5-pyridin-1-ylium

• ChemBase编号: 155503
• 分子式: C23H27N7O14P2
• 平均质量: 687.446502
• 单一同位素质量: 687.10912184
• SMILES: c1cn2cnc3c(c2n1)ncn3C1C(C(C(O1)COP(=O)(O)OP(=O)([O-])OCC1C(C(C(O1)[n+]1cc(ccc1)C(=O)N)O)O)O)O
• Canonical SMILES: OC1C(COP(=O)(OP(=O)(OCC2OC(C(C2O)O)[n+]2cccc(c2)C(=O)N)[O-])O)OC(C1O)n1cnc2c1ncn1c2ncc1
• InChI: InChI=1S/C23H27N7O14P2/c24-19(35)11-2-1-4-28(6-11)22-17(33)15(31)12(42-22)7-40-45(36,37)44-46(38,39)41-8-13-16(32)18(34)23(43-13)30-10-26-14-20-25-3-5-29(20)9-27-21(14)30/h1-6,9-10,12-13,15-18,22-23,31-34H,7-8H2,(H3-,24,35,36,37,38,39)
• InChIKey: JCDBQDNBEQHDHK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-carbamoyl-1-{5-[({[(3,4-dihydroxy-5-{3H-imidazo[2,1-f]purin-3-yl}oxolan-2-yl)methoxy](hydroxy)phosphoryl phosphonato}oxy)methyl]-3,4-dihydroxyoxolan-2-yl}-1λ^5-pyridin-1-ylium
• IUPAC传统名: 3-carbamoyl-1-[5-({[(3,4-dihydroxy-5-{imidazo[2,1-f]purin-3-yl}oxolan-2-yl)methoxy(hydroxy)phosphoryl phosphonato]oxy}methyl)-3,4-dihydroxyoxolan-2-yl]-1λ^5-pyridin-1-ylium
• 别名: ε-NAD; 1,N6-Etheno NAD; 1,N6-Ethenonicotinamide adenine dinucleotide; Nicotinamide 1,N6-ethenoadenine dinucleotide

登记号

• CAS号: 38806-38-1
• MDL号: MFCD00063546
• PubChem SID: 24897579; 162249641
• PubChem CID: 57349623

理论计算性质

• Acid pKa: 1.8613118
• 质子受体: 14
• 质子供体: 6
• LogD (pH = 5.5): -11.328179
• LogD (pH = 7.4): -11.659365
• Log P: -10.198208
• 摩尔折射率: 147.2714 cm^3
• 极化性: 58.869633 Å^3
• 极化表面积: 299.48 Å^2
• 可自由旋转的化学键: 11
• 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: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98%
• Empirical Formula (Hill Notation): C23H27N7O14P2

详细说明

Sigma Aldrich - N2630

Application
Nicotinamide 1,N6-ethenoadenine dinucleotide (ε-NAD) is an NAD fluorescent analog (fluorophore) that may be used to study ADP-ribosylation reactions and the structure/kinetics of NAD+ binding enzymes.
Other Notes
Analog of β-NAD