lithium(1+) ion {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-{[({[(3R)-3-[(2-{[2-(dodecanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropyl phosphonato]oxy}(hydroxy)phosphoryl)oxy]methyl}-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

• ChemBase ID: 155208
• Molecular Formular: C33H57LiN7O17P3S
• Molecular Mass: 955.769663
• Monoisotopic Mass: 955.29045384
• SMILES: [Li+].CCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)([O-])OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n1cnc2c1ncnc2N)O)OP(=O)(O)O)O
• Canonical SMILES: CCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(COP(=O)(OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1OP(=O)(O)O)O)n1cnc2c1ncnc2N)O)[O-])(C)C)O.[Li+]
• InChI: InChI=1S/C33H58N7O17P3S.Li/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40;/h20-22,26-28,32,43-44H,4-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48);/q;+1/p-1/t22-,26-,27-,28+,32-;/m1./s1
• InChIKey: FWNUZMNRIPYTPZ-CDSRRKEDSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: lithium(1+) ion {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-{[({[(3R)-3-[(2-{[2-(dodecanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropyl phosphonato]oxy}(hydroxy)phosphoryl)oxy]methyl}-4-hydroxyoxolan-3-yl]oxy}phosphonic acid
• IUPAC Traditional name: lithium(1+) ion [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-[({[(3R)-3-[(2-{[2-(dodecanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropyl phosphonato]oxy(hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxyphosphonic acid
• Synonyms: C12-CoA; Dodecanoyl-Coenzyme A lithium salt; Lauroyl coenzyme A lithium salt

Database IDs

• CAS Number: 190063-12-8
• MDL Number: MFCD01310860
• PubChem SID: 162249346; 24896322
• PubChem CID: 23702138

CALCULATED PROPERTIES

• Acid pKa: 0.8207477
• H Acceptors: 17
• H Donor: 8
• LogD (pH = 5.5): -5.825725
• LogD (pH = 7.4): -7.4420323
• Log P: -1.2230906
• Molar Refractivity: 217.1222 cm^3
• Polarizability: 86.69031 Å^3
• Polar Surface Area: 366.46 Å^2
• Rotatable Bonds: 30
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

Product Information

• Purity: ≥90% (HPLC)
• Linear Formula: C33H58N7O17P3S

DETAILS

Sigma Aldrich - L2659

Biochem/physiol Actions
Coenzyme A functions as an acyl group carrier, acetyl-CoA. Dodecanoyl-Coenzyme A (C12-CoA), a long-chain (C-12) saturated fatty acyl-CoA, is used as an intermediate in lipid metabolism and is involved in lipid biosynthesis and fatty acid transport.. Lauroyl CoA is a substrate for FAM34A proteins and a product of firefly luciferase.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. L2659.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.