disodium 2-(1,3-benzothiazol-2-yl)-3-(4-{4-[2-(1,3-benzothiazol-2-yl)-5-{4-[bis(2-sulfonatoethyl)carbamoyl]phenyl}-3H-1,2λ5,3,4-tetrazol-2-ylium-3-yl]-3-methoxyphenyl}-2-methoxyphenyl)-5-{4-[bis(2-sulfonatoethyl)carbamoyl]phenyl}-3H-1,2λ5,3,4-tetrazol-2-ylium

• ChemBase ID: 179588
• Molecular Formular: C52H44N12Na2O16S6
• Molecular Mass: 1331.3461
• Monoisotopic Mass: 1330.11178795
• SMILES: c1(ccc(c(c1)OC)n1[n+](nc(n1)c1ccc(cc1)C(=O)N(CCS(=O)(=O)[O-])CCS(=O)(=O)[O-])c1nc2ccccc2s1)c1ccc(c(c1)OC)n1[n+](nc(n1)c1ccc(cc1)C(=O)N(CCS(=O)(=O)[O-])CCS(=O)(=O)[O-])c1nc2ccccc2s1.[Na+].[Na+]
• Canonical SMILES: COc1cc(ccc1n1nc(n[n+]1c1nc2c(s1)cccc2)c1ccc(cc1)C(=O)N(CCS(=O)(=O)[O-])CCS(=O)(=O)[O-])c1ccc(c(c1)OC)n1nc(n[n+]1c1nc2c(s1)cccc2)c1ccc(cc1)C(=O)N(CCS(=O)(=O)[O-])CCS(=O)(=O)[O-].[Na+].[Na+]
• InChI: InChI=1S/C52H46N12O16S6.2Na/c1-79-43-31-37(19-21-41(43)61-55-47(57-63(61)51-53-39-7-3-5-9-45(39)81-51)33-11-15-35(16-12-33)49(65)59(23-27-83(67,68)69)24-28-84(70,71)72)38-20-22-42(44(32-38)80-2)62-56-48(58-64(62)52-54-40-8-4-6-10-46(40)82-52)34-13-17-36(18-14-34)50(66)60(25-29-85(73,74)75)26-30-86(76,77)78;;/h3-22,31-32H,23-30H2,1-2H3,(H2-2,67,68,69,70,71,72,73,74,75,76,77,78);;/q;2*+1/p-2
• InChIKey: XAZMYOQLNVTRPS-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 2-(1,3-benzothiazol-2-yl)-3-(4-{4-[2-(1,3-benzothiazol-2-yl)-5-{4-[bis(2-sulfonatoethyl)carbamoyl]phenyl}-3H-1,2λ^5,3,4-tetrazol-2-ylium-3-yl]-3-methoxyphenyl}-2-methoxyphenyl)-5-{4-[bis(2-sulfonatoethyl)carbamoyl]phenyl}-3H-1,2λ^5,3,4-tetrazol-2-ylium
• IUPAC Traditional name: disodium 2-(1,3-benzothiazol-2-yl)-3-(4-{4-[2-(1,3-benzothiazol-2-yl)-5-{4-[bis(2-sulfonatoethyl)carbamoyl]phenyl}-1,2λ^5,3,4-tetrazol-2-ylium-3-yl]-3-methoxyphenyl}-2-methoxyphenyl)-5-{4-[bis(2-sulfonatoethyl)carbamoyl]phenyl}-1,2λ^5,3,4-tetrazol-2-ylium
• Synonyms: 2,2'-(3,3'-Dimethoxy[1,1'-biphenyl]-4,4'-diyl)bis[3-(2-benzothiazolyl)-5-[4-[[bis(2-sulfoethyl)amino]carbonyl]phenyl]-2H-tetrazolium Bis(inner salt) Sodium Salt; WST-5

Database IDs

• CAS Number: 178925-55-8
• PubChem SID: 164235498
• PubChem CID: 15250600

CALCULATED PROPERTIES

• Acid pKa: -1.9741746
• H Acceptors: 22
• H Donor: 0
• LogD (pH = 5.5): -1.0230938
• LogD (pH = 7.4): -1.0231477
• Log P: 1.5060352
• Molar Refractivity: 373.7006 cm^3
• Polarizability: 126.57041 Å^3
• Polar Surface Area: 382.84 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - W500020

A highly sensitive tetrazolium reagent that produces a water-soluble diformazan (blue color) in NADH. WST-5 formazan l max = 580nm; e= 2.7 x 104

REFERENCES

• Tsukani, T. et al.: J. Microbiol. Meth., 75, 109 (2008)
• Gao, X. et al.: Anal. Chim. Acta, 443, 257 (2008)