trisodium (4S)-2-[6-(phosphonatooxy)-1,3-benzothiazol-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate

• ChemBase ID: 132970
• Molecular Formular: C11H6N2Na3O6PS2
• Molecular Mass: 426.248211
• Monoisotopic Mass: 425.9097974
• SMILES: c1cc2c(cc1OP(=O)([O-])[O-])sc(n2)C1=N[C@H](CS1)C(=O)[O-].[Na+].[Na+].[Na+]
• Canonical SMILES: [O-]C(=O)[C@H]1CSC(=N1)c1nc2c(s1)cc(cc2)OP(=O)([O-])[O-].[Na+].[Na+].[Na+]
• InChI: InChI=1S/C11H9N2O6PS2.3Na/c14-11(15)7-4-21-9(13-7)10-12-6-2-1-5(3-8(6)22-10)19-20(16,17)18;;;/h1-3,7H,4H2,(H,14,15)(H2,16,17,18);;;/q;3*+1/p-3/t7-;;;/m1.../s1
• InChIKey: QVWNEBIRLVIOBC-LSBIWMFESA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trisodium (4S)-2-[6-(phosphonatooxy)-1,3-benzothiazol-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate
• IUPAC Traditional name: trisodium (4S)-2-[6-(phosphonatooxy)-1,3-benzothiazol-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate
• Synonyms: 4,5-Dihydro-2-(6-phospho-2-benzothiazolyl)-4-thiazolinecarboxylic acid trisodium salt; 6′-O-Phospho-D-luciferin trisodium salt; D-Luciferin 6′-O-phosphate trisodium salt

Database IDs

• CAS Number: 145613-12-3
• MDL Number: MFCD00214322
• Beilstein Number: 5899989
• PubChem SID: 162227247; 24896523
• PubChem CID: 15653658

CALCULATED PROPERTIES

• Acid pKa: 1.823621
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): -2.7675302
• LogD (pH = 7.4): -4.869906
• Log P: 1.288539
• Molar Refractivity: 87.3923 cm^3
• Polarizability: 31.348925 Å^3
• Polar Surface Area: 137.8 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: lyophilized powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - L9402

Substrates
Bioluminescent substrate for alkaline phosphatase; useful for highly sensitive luminometric detection of enzyme conjugates in luciferase/ATP system.