tetralithium(1+) ion 3-[(2-{3-[(2R)-4-{[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3-(hydrogen phosphonatooxy)-4-hydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphinato]oxy}-2-hydroxy-3,3-dimethylbutanamido]propanamido}ethyl)sulfanyl]-2-methyl-3-oxopropanoate hydrate

• ChemBase ID: 155146
• Molecular Formular: C25H38Li4N7O20P3S
• Molecular Mass: 909.354403
• Monoisotopic Mass: 909.17453574
• SMILES: [Li+].[Li+].[Li+].[Li+].CC(C(=O)[O-])C(=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.O
• Canonical SMILES: O=C(NCCSC(=O)C(C(=O)[O-])C)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+].[Li+].[Li+].[Li+].O
• InChI: InChI=1S/C25H40N7O19P3S.4Li.H2O/c1-12(23(37)38)24(39)55-7-6-27-14(33)4-5-28-21(36)18(35)25(2,3)9-48-54(45,46)51-53(43,44)47-8-13-17(50-52(40,41)42)16(34)22(49-13)32-11-31-15-19(26)29-10-30-20(15)32;;;;;/h10-13,16-18,22,34-35H,4-9H2,1-3H3,(H,27,33)(H,28,36)(H,37,38)(H,43,44)(H,45,46)(H2,26,29,30)(H2,40,41,42);;;;;1H2/q;4*+1;/p-4/t12?,13-,16-,17-,18+,22-;;;;;/m1...../s1
• InChIKey: ANDKBBZIPFWODN-WLVKLPLXSA-J

NAMES AND DATABASE IDS

Names

• IUPAC name: tetralithium(1+) ion 3-[(2-{3-[(2R)-4-{[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3-(hydrogen phosphonatooxy)-4-hydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphinato]oxy}-2-hydroxy-3,3-dimethylbutanamido]propanamido}ethyl)sulfanyl]-2-methyl-3-oxopropanoate hydrate
• IUPAC Traditional name: tetralithium(1+) ion 3-[(2-{3-[(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3-(hydrogen phosphonatooxy)-4-hydroxyoxolan-2-yl]methyl phosphonato}oxyphosphinato)oxy]-2-hydroxy-3,3-dimethylbutanamido]propanamido}ethyl)sulfanyl]-2-methyl-3-oxopropanoate hydrate
• Synonyms: α-Methylmalonyl coenzyme A tetralithium salt; MM-CoA; Methylmalonyl coenzyme A tetralithium salt hydrate

Database IDs

• CAS Number: 104809-02-1
• MDL Number: MFCD10567443
• PubChem SID: 162249284; 24896685
• PubChem CID: 71312087

CALCULATED PROPERTIES

• Acid pKa: 0.820317
• H Acceptors: 19
• H Donor: 6
• LogD (pH = 5.5): -11.736252
• LogD (pH = 7.4): -14.941714
• Log P: -5.4898324
• Molar Refractivity: 190.5986 cm^3
• Polarizability: 72.604 Å^3
• Polar Surface Area: 412.25 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL, clear, colorless

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 22-26-36
• 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% (HPLC)
• Impurities: ≤10% water
• Linear Formula: C25H40N7O19P3S

DETAILS

Sigma Aldrich - M1762

Application
Coenzyme A functions as an acyl group carrier, acetyl-CoA. Methylmalonyl coenzyme A (MM-CoA) is a substrate used to study the specificity and kinetics of enzymes such as methylmalonyl Coenzyme A mutase (succinyl-Ca forming), methylmalonyl-CoA decarboxylase (EC 4.1.1.41), and methylmalonyl-CoA hydrolase (EC 3.1.2.17).

Sigma Aldrich - 67767

Other Notes
Determination of short-chain coenzyme A compounds by reversed-phase HPLC1