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Merck

H6132

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

≥90% (HPLC)

Synonyme(s) :

HMG-CoA

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A propos de cet article

Formule empirique (notation de Hill) :
C27H42N7Na2O20P3S · xH2O
Numéro CAS:
103476-21-7
Poids moléculaire :
955.62 (anhydrous basis)
UNSPSC Code:
41106305
PubChem Substance ID:
24895729
NACRES:
NA.51
Form:
powder
Assay:
≥90% (HPLC)
Solubility:
H2O: soluble-50 mg/mL, clear, colorless to faintly yellow

Principaux documents

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SMILES string

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

InChI key

QGWMCHPRNDWWMT-UAUHQYJPSA-L

assay

≥90% (HPLC)

form

powder

solubility

H2O: soluble-50 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

Quality Level

200

Catégories apparentées

General description

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.

Application

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

Biochem/physiol Actions

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. Inhibition of HMG-CoA can decrease cholesterol synthesis. This can be converted to β-hydroxybutyrate in the blood. 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.

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
0000519857
0000519856
0000519857
0000519856
0000464316

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Consulter la Bibliothèque de documents

Yoshiko Mizuno et al.
Journal of atherosclerosis and thrombosis, 18(5), 351-358 (2011-03-24)
Atherosclerosis is a progressive disease causally associated with multiple cardiovascular risk factors, including dyslipidemia. Without effective intervention, atherosclerosis becomes evidenced clinically as coronary artery and cerebrovascular disease, both of which remain the leading causes of death worldwide. Multiple lines of
Alex Pitcher et al.
American heart journal, 169(5), 605-612 (2015-05-13)
A number of randomized trials are underway, which will address the effects of angiotensin receptor blockers (ARBs) on aortic root enlargement and a range of other end points in patients with Marfan syndrome. If individual participant data from these trials
Guixiang Zhang et al.
Protein expression and purification, 163, 105454-105454 (2019-07-14)
Pogostemon cablin is an important commercial source of patchouli oil, whose main active ingredient is patchouli alcohol. This sesquiterpene is a product of the mevalonate pathway, in which 3-hydroxy-3-methyl-glutaryl-coenzyme A reductase (HMGCR) is the rate-limiting enzyme. In this study, P.
Distribution of Fatty Acids and Lipids During Pregnancy
Advances in Clinical Chemistry, 84, 209-239 (2018)
Rajakrishnan Veluthakal et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 39(6), 2110-2120 (2016-11-02)
At least 300 prenylated proteins are identified in the human genome; the majority of which partake in a variety of cellular processes including growth, differentiation, cytoskeletal organization/dynamics and vesicle trafficking. Aberrant prenylation of proteins is implicated in human pathologies including
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Contenu apparenté

Product Information Sheet - H6132

Product Information Sheet

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