sodium 2-methyl-1,4-dioxo-1,2,3,4-tetrahydronaphthalene-2-sulfonate

• ChemBase ID: 133672
• Molecular Formular: C11H9NaO5S
• Molecular Mass: 276.24093
• Monoisotopic Mass: 276.00683867
• SMILES: CC1(CC(=O)c2ccccc2C1=O)S(=O)(=O)[O-].[Na+]
• Canonical SMILES: O=C1CC(C)(C(=O)c2c1cccc2)S(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C11H10O5S.Na/c1-11(17(14,15)16)6-9(12)7-4-2-3-5-8(7)10(11)13;/h2-5H,6H2,1H3,(H,14,15,16);/q;+1/p-1
• InChIKey: XDPFHGWVCTXHDX-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2-methyl-1,4-dioxo-1,2,3,4-tetrahydronaphthalene-2-sulfonate
• IUPAC Traditional name: sodium menadione sulfonate
• Synonyms: Menadione sodium bisulfite; 2-甲基-1,4-萘醌亚硫酸氢钠; 亚硫酸氢钠甲萘醌

Database IDs

• CAS Number: 130-37-0
• EC Number: 204-987-0
• MDL Number: MFCD00051456
• PubChem SID: 24897038; 162227949; 24896741
• PubChem CID: 23665888

CALCULATED PROPERTIES

• Acid pKa: -1.4721388
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -1.50726
• LogD (pH = 7.4): -1.5072724
• Log P: 0.86912787
• Molar Refractivity: 58.6846 cm^3
• Polarizability: 23.533556 Å^3
• Polar Surface Area: 91.34 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: ≥50 mg/mL, clear, colorless to faintly yellow

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H410
• GHS Precautionary statements: P273-P305 + P351 + P338-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (TLC)
• Suitability: suitable for cell culture

DETAILS

Sigma Aldrich - M2518

Application
Use in cell culture to induce oxidative stress for mechanistic studies.
Other Notes
水溶性维生素 K3。

Sigma Aldrich - M5750

Other Notes
水溶性维生素 K3。
Biochem/physiol Actions
亚硫酸氢钠甲萘醌为甲萘醌的水溶性形式，属于维生素 K 类化合物。是生物合成凝血酶原和其他凝血因子的必需品。甲萘醌为凝血化合物并用作细胞培养和体内研究的模型醌。 研究显示甲萘醌可通过介导酪氨酸磷酸化影响细胞间隙连接通讯。已证实甲萘醌对多种细胞系具有细胞毒活性，并且可通过提高过氧化物和超氧化物自由基水平诱导培养细胞（例如破骨细胞和造骨细胞）的细胞凋亡。 已公开用 HPLC 法检测复合维生素配方中的亚硫酸氢钠甲萘醌。已报道用化学发光法分析药物制剂和生物液体中的亚硫酸氢钠甲萘醌。