{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy(3-hydroxy-2,2-dimethyl-3-{[2-({2-[(2-methylpropanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid lithium

• ChemBase ID: 132975
• Molecular Formular: C25H42LiN7O17P3S
• Molecular Mass: 844.564963
• Monoisotopic Mass: 844.17307836
• SMILES: [Li].CC(C)C(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n1cnc2c1ncnc2N)O)OP(=O)(O)O)O
• Canonical SMILES: O=C(NCCSC(=O)C(C)C)CCNC(=O)C(C(COP(=O)(OP(=O)(OCC1OC(C(C1OP(=O)(O)O)O)n1cnc2c1ncnc2N)O)O)(C)C)O.[Li]
• InChI: InChI=1S/C25H42N7O17P3S.Li/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32;/h11-14,17-19,23,34-35H,5-10H2,1-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)
• InChIKey: PGPHNCUNIGLUCX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy(3-hydroxy-2,2-dimethyl-3-{[2-({2-[(2-methylpropanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid lithium
• IUPAC Traditional name: Isobutyryl-CoA lithium
• Synonyms: 2-Methylpropanoyl-CoA; IB-CoA; Isobutyryl coenzyme A lithium salt

Database IDs

• CAS Number: 103404-95-1
• MDL Number: MFCD00079368
• PubChem SID: 162227252; 24895902
• PubChem CID: 16219499

CALCULATED PROPERTIES

• Acid pKa: 0.8207477
• H Acceptors: 17
• H Donor: 9
• LogD (pH = 5.5): -9.283857
• LogD (pH = 7.4): -10.900165
• Log P: -4.6812224
• Molar Refractivity: 181.4094 cm^3
• Polarizability: 72.33742 Å^3
• Polar Surface Area: 363.63 Å^2
• Rotatable Bonds: 21
• 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: ≥85%

DETAILS

Sigma Aldrich - I0383

Biochem/physiol Actions
Coenzyme A functions as an acyl group carrier, acetyl-CoA. Isobutyryl coenzyme A (IB-CoA), a short-chain branched acyl-CoA, provides the starter unit for biosynthesis of myxalamid B. Isobutyryl coenzyme A is used as a substrate to study the specificity and kinetics of isobutyryl-coenzyme A (CoA) mutase (EC 5.4.99.13).
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. I0383.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.