triethylamine; {[(1S,2S,3S,4R,5S,6S)-2,4-bis({[dihydroxy(sulfanylidene)-λ5-phosphanyl]oxy})-3,5,6-trihydroxycyclohexyl]oxy}(sulfanylidene)phosphonous acid

• ChemBase ID: 155380
• Molecular Formular: C12H30NO12P3S3
• Molecular Mass: 569.482383
• Monoisotopic Mass: 569.0142983
• SMILES: CCN(CC)CC.[C@@H]1([C@@H]([C@@H]([C@H]([C@H]([C@@H]1OP(=S)(O)O)O)OP(=S)(O)O)OP(=S)(O)O)O)O
• Canonical SMILES: O[C@@H]1[C@H](OP(=S)(O)O)[C@@H](OP(=S)(O)O)[C@H]([C@@H]([C@H]1O)OP(=S)(O)O)O.CCN(CC)CC
• InChI: InChI=1S/C6H15N.C6H15O12P3S3/c1-4-7(5-2)6-3;7-1-2(8)5(17-20(12,13)23)6(18-21(14,15)24)3(9)4(1)16-19(10,11)22/h4-6H2,1-3H3;1-9H,(H2,10,11,22)(H2,12,13,23)(H2,14,15,24)/t;1-,2-,3-,4+,5-,6-/m.0/s1
• InChIKey: CHNOMAKLECKVFU-UBYSSSKPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: triethylamine; {[(1S,2S,3S,4R,5S,6S)-2,4-bis({[dihydroxy(sulfanylidene)-λ^5-phosphanyl]oxy})-3,5,6-trihydroxycyclohexyl]oxy}(sulfanylidene)phosphonous acid
• IUPAC Traditional name: [(1S,2S,3S,4R,5S,6S)-2,4-bis({[dihydroxy(sulfanylidene)-λ^5-phosphanyl]oxy})-3,5,6-trihydroxycyclohexyl]oxy(sulfanylidene)phosphonous acid; triethylamine
• Synonyms: L-chiro-Inositol 1,4,6-tris-phosphorothioate triethylammonium salt

Database IDs

• MDL Number: MFCD00671783
• PubChem SID: 24895932; 162249518
• PubChem CID: 16219505

CALCULATED PROPERTIES

• Acid pKa: 1.4918864
• H Acceptors: 9
• H Donor: 9
• LogD (pH = 5.5): -8.641027
• LogD (pH = 7.4): -11.417351
• Log P: -1.483099
• Molar Refractivity: 92.3664 cm^3
• Polarizability: 38.387096 Å^3
• Polar Surface Area: 209.76 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: >10 mg/mL; methanol: >10 mg/mL
• Apperance: light yellow-green solid

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 - I144

Biochem/physiol Actions
Selective inhibitor of myo-inositol.
Other Notes
The n value of the salt varies from 3 to 4 for each lot.