sodium 2,3-bis(2-methoxy-4-nitro-5-sulfonatophenyl)-5-(phenylcarbamoyl)-3H-1,2$l^{5},3,4-tetrazol-2-ylium

• ChemBase ID: 105096
• Molecular Formular: C22H16N7NaO13S2
• Molecular Mass: 673.52131
• Monoisotopic Mass: 673.01451989
• SMILES: [Na+].COc1cc(c(cc1n1nc(n[n+]1c1c(OC)cc(c(c1)S(=O)(=O)[O-])[N+](=O)[O-])C(=O)Nc1ccccc1)S(=O)(=O)[O-])[N+](=O)[O-]
• Canonical SMILES: COc1cc([N+](=O)[O-])c(cc1[n+]1nc(nn1c1cc(c(cc1OC)[N+](=O)[O-])S(=O)(=O)[O-])C(=O)Nc1ccccc1)S(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C22H17N7O13S2.Na/c1-41-17-8-15(28(31)32)19(43(35,36)37)10-13(17)26-24-21(22(30)23-12-6-4-3-5-7-12)25-27(26)14-11-20(44(38,39)40)16(29(33)34)9-18(14)42-2;/h3-11H,1-2H3,(H2-,23,30,35,36,37,38,39,40);/q;+1/p-1
• InChIKey: JACYMBNQPPWQML-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2,3-bis(2-methoxy-4-nitro-5-sulfonatophenyl)-5-(phenylcarbamoyl)-3H-1,2$l^{5},3,4-tetrazol-2-ylium; sodium 2,3-bis(2-methoxy-4-nitro-5-sulfonatophenyl)-5-(phenylcarbamoyl)-3H-1,2λ^5,3,4-tetrazol-2-ylium
• IUPAC Traditional name: potassium 2,3-bis(2-methoxy-4-nitro-5-sulfonatophenyl)-5-(phenylcarbamoyl)-1,2$l^{5},3,4-tetrazol-2-ylium; sodium 2,3-bis(2-methoxy-4-nitro-5-sulfonatophenyl)-5-(phenylcarbamoyl)-1,2λ^5,3,4-tetrazol-2-ylium
• Synonyms: 2,3-Bis(2-methoxy-4-nitro-5-sulfophenyl)-2H-tetrazolium-5-carboxanilide inner salt; XTT sodium salt; 2,3-bis[2-Methoxy-4-nitro-5-sulfophenyl]-2H-tetrazolium-5-carboxanilide inner salt; XTT SODIUM SALT; 2,3-双(2-甲氧基-4-硝基-5-磺苯基)-2H-四唑-5-甲酰胺内盐 内盐; XTT 钠盐

Database IDs

• CAS Number: 111072-31-2
• MDL Number: MFCD00083517
• PubChem SID: 24902147; 24902150; 162092376
• PubChem CID: 14195569

CALCULATED PROPERTIES

• Acid pKa: -3.4246118
• H Acceptors: 15
• H Donor: 1
• LogD (pH = 5.5): -1.0607483
• LogD (pH = 7.4): -1.0817388
• Log P: -0.9447149
• Molar Refractivity: 170.6637 cm^3
• Polarizability: 57.050995 Å^3
• Polar Surface Area: 288.19 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble2.5 mg/mL (hot)
• Apperance: powder

Safety Information

• Storage Condition: 2-8°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ~90%; ≥90%
• Suitability: suitable for cell culture
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C22H16N7NaO13S2

DETAILS

MP Biomedicals - 02194601

Cell Culture Reagent
Purity: ~90%
A useful tetrazolium derivative for AIDS and cancer research.

MP Biomedicals - 02158788

Purity: ~90%
A useful tetrazolium derivative for AIDS and cancer research.

Sigma Aldrich - X4626

Application
XTT has been used in conjunction with phenazine methosulfate (PMS) to screen human cancer cell lines.1 The tetrazolium dye has also been used to study fungal cell damage,2 in testing antimicrobial susceptibility of staphylococci,3 and in Candida biofilm research.4 Limitations to the XTT assay have been reported.5
Principle
In living cells, XTT is metabolically reduced to produce a colorimetric, water-soluble formazan product.

Sigma Aldrich - X4251

Application
Useful in AIDS and cancer testing.1
XTT has been used in conjunction with phenazine methosulfate (PMS) to screen human cancer cell lines.1 The tetrazolium dye has also been used to study fungal cell damage, in testing antimicrobial susceptibility of staphylococci, and in Candida biofilm research. Limitations to the XTT assay have been reported.
Principle
In living cells, XTT is metabolically reduced to produce a colorimetric, water-soluble formazan product.

REFERENCES

• Scudievo, et al., Cancer Res., 48: 4827, (1988).
• Scudievo, et al., Cancer Res., 48: 4827, (1988).