tetralithium(1+) ion [(2R,3S,4R,5R)-5-(6-butanamido-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl {[3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propyl phosphonato]oxy}phosphonate

• ChemBase ID: 133388
• Molecular Formular: C25H38Li4N7O17P3S
• Molecular Mass: 861.356203
• Monoisotopic Mass: 861.18979188
• SMILES: [Li+].[Li+].[Li+].[Li+].CCCC(=O)Nc1c2c(ncn1)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)([O-])OP(=O)([O-])OCC(C)(C)C(C(=O)NCCC(=O)NCCS)O)OP(=O)([O-])[O-])O
• Canonical SMILES: CCCC(=O)Nc1ncnc2c1ncn2[C@@H]1O[C@@H]([C@H]([C@H]1O)OP(=O)([O-])[O-])COP(=O)(OP(=O)(OCC(C(C(=O)NCCC(=O)NCCS)O)(C)C)[O-])[O-].[Li+].[Li+].[Li+].[Li+]
• InChI: InChI=1S/C25H42N7O17P3S.4Li/c1-4-5-16(34)31-21-17-22(29-12-28-21)32(13-30-17)24-18(35)19(48-50(38,39)40)14(47-24)10-45-51(41,42)49-52(43,44)46-11-25(2,3)20(36)23(37)27-7-6-15(33)26-8-9-53;;;;/h12-14,18-20,24,35-36,53H,4-11H2,1-3H3,(H,26,33)(H,27,37)(H,41,42)(H,43,44)(H2,38,39,40)(H,28,29,31,34);;;;/q;4*+1/p-4/t14-,18-,19-,20?,24-;;;;/m1..../s1
• InChIKey: FKMUWGIOOMBTED-VLFKLNKMSA-J

NAMES AND DATABASE IDS

Names

• IUPAC name: tetralithium(1+) ion [(2R,3S,4R,5R)-5-(6-butanamido-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl {[3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propyl phosphonato]oxy}phosphonate
• IUPAC Traditional name: tetralithium(1+) ion [(2R,3S,4R,5R)-5-(6-butanamidopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl [3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propyl phosphonato]oxyphosphonate
• Synonyms: Butyryl-CoA lithium salt hydrate; Butyryl coenzyme A lithium salt hydrate

Database IDs

• MDL Number: MFCD00038616
• PubChem SID: 162227665
• PubChem CID: 56846294

CALCULATED PROPERTIES

• Acid pKa: 0.8202819
• H Acceptors: 16
• H Donor: 6
• LogD (pH = 5.5): -9.067881
• LogD (pH = 7.4): -10.772148
• Log P: -4.497669
• Molar Refractivity: 177.6439 cm^3
• Polarizability: 71.8218 Å^3
• Polar Surface Area: 360.96 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥90%

DETAILS

Sigma Aldrich - B1508

Biochem/physiol Actions
Butyryl CoA is a substrate for Butyryl CoA Dehydrogenase. Butyryl CoA is involved in both lipid and butanoate metabolism.
Application
Butyryl CoA is a substrate for Butyryl CoA Dehydrogenase. Butyryl CoA is involved in both lipid and butanoate metabolism. Butyryl-CoA may be used as a substrate of various lipases and as an alternate substrate for 4-hydroxybutyrate CoA-transferase. Butyryl CoA may be used to study the newly discovered process of post-translational histone modification by butyrylation.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. B1508.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.