3-carboxy-1-{5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl}-1λ5-pyridin-1-ylium

• ChemBase编号: 155312
• 分子式: C11H14NO9P
• 平均质量: 335.203921
• 单一同位素质量: 335.04061766
• SMILES: c1c[n+](cc(c1)C(=O)O)C1C(C(C(O1)COP(=O)([O-])O)O)O
• Canonical SMILES: OC1C(O)C(OC1[n+]1cccc(c1)C(=O)O)COP(=O)(O)[O-]
• InChI: InChI=1S/C11H14NO9P/c13-8-7(5-20-22(17,18)19)21-10(9(8)14)12-3-1-2-6(4-12)11(15)16/h1-4,7-10,13-14H,5H2,(H2-,15,16,17,18,19)
• InChIKey: JOUIQRNQJGXQDC-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-carboxy-1-{5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl}-1λ^5-pyridin-1-ylium
• IUPAC传统名: namn
• 别名: Nicotinic acid mononucleotide

登记号

• CAS号: 321-02-8
• MDL号: MFCD00070358
• PubChem SID: 24897839; 162249450
• PubChem CID: 4484

理论计算性质

• Acid pKa: 1.200841
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): -8.090809
• LogD (pH = 7.4): -9.207395
• Log P: -5.437405
• 摩尔折射率: 68.7635 cm^3
• 极化性: 27.673597 Å^3
• 极化表面积: 160.46 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

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

• Empirical Formula (Hill Notation): C11H14NO9P

详细说明

Sigma Aldrich - N7764

Biochem/physiol Actions
Nicotinic acid mononucleotide (NaMN) is formed in the first step of Preiss-Handler pathway for the biosynthesis of NAD(+) by Nicotinate phosphoribosyltransferase (NaPRT, EC 2.4.2.11). Nicotinic acid mononucleotide may be used to study the relationship between the phosphate-responsive signaling (PHO) pathway and NAD(+) metabolism in yeast. Nicotinate mononucleotide is a substrate for NMN/NaMN adenylyltransferase (NMNAT).