H6132

DL-3-Hydroxy-3-methylglutaryl coenzyme A sodium salt hydrate

≥90% (HPLC)

• Synonyme(s) : HMG-CoA
• Formule empirique (notation de Hill): C₂₇H₄₂N₇Na₂O₂₀P₃S · xH₂O
• Numéro CAS: 103476-21-7
• Poids moléculaire : 955.62 (anhydrous basis)
• Code UNSPSC : 41106305
• ID de substance PubChem : 24895729
• Nomenclature NACRES : NA.51

Propriétés

• Niveau de qualité: 200
• Essai: ≥90% (HPLC)
• Forme: powder
• Solubilité: H₂O: soluble-50 mg/mL, clear, colorless to faintly yellow
• Température de stockage: −20°C
• Chaîne SMILES: O.[Na+].[Na+].CC(O)(CC(O)=O)CC(=O)SCCNC(=O)CCNC(=O)[C@@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)n2cnc3c(N)ncnc23
• InChI: 1S/C27H44N7O20P3S.2Na.H2O/c1-26(2,21(40)24(41)30-5-4-15(35)29-6-7-58-17(38)9-27(3,42)8-16(36)37)11-51-57(48,49)54-56(46,47)50-10-14-20(53-55(43,44)45)19(39)25(52-14)34-13-33-18-22(28)31-12-32-23(18)34;;;/h12-14,19-21,25,39-40,42H,4-11H2,1-3H3,(H,29,35)(H,30,41)(H,36,37)(H,46,47)(H,48,49)(H2,28,31,32)(H2,43,44,45);;;1H2/q;2*+1;/p-2/t14-,19-,20-,21-,25-,27?;;;/m1.../s1
• Clé InChI: QGWMCHPRNDWWMT-UAUHQYJPSA-L

Description

Description générale

DL-3-Hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) is obtained from acetyl-CoA and acetoacetyl-CoA during condensation with the help of HMG-CoA synthase.[1]

Application

DL-3-Hydroxy-3-methylglutaryl coenzyme A sodium salt hydrate has been used in drug treatment to study its effect on mTORC1 regulation.[2] It has also been used to compare the acylomes of two reactive acyl-CoA species, like HMG-CoA and glutaryl-CoA.[3]

Actions biochimiques/physiologiques

DL-3-Hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) is a substrate used to study the specificity and kinetics of the enzyme 3-hydroxyl-3-methyl-glutaryl coenzyme A (HMG-CoA) reductase. HMG-CoA is the key intermediate in the biosynthsis of terpenes and ketone bodies. Its metabolism is the target of statin drugs used to control cholesterol levels.

DL-3-Hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) acts as a precursor of cholesterol synthesis.[1] Inhibition of HMG-CoA can decrease cholesterol synthesis.[4] This can be converted to β-hydroxybutyrate in the blood.[5] HMG-CoA is a regulatory enzyme for cholesterol biosynthesis, it couples with LDL receptor to regulate cholesterol synthesis, once it is inhibited it would decrease cholesterol synthesis.[4]

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)