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H6132

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

≥90% (HPLC)

Synonym(s):

HMG-CoA

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About This Item

Empirical Formula (Hill Notation):
C27H42N7Na2O20P3S · xH2O
CAS Number:
103476-21-7
Molecular Weight:
955.62 (anhydrous basis)
UNSPSC Code:
41106305
PubChem Substance ID:
24895729
NACRES:
NA.51

Key Documents

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Quality Level

200

Assay

≥90% (HPLC)

form

powder

solubility

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

storage temp.

−20°C

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

Related Categories

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000464316
0000464316
0000452431
0000452427
0000452430

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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
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
Distribution of Fatty Acids and Lipids During Pregnancy
Advances in Clinical Chemistry, 84, 209-239 (2018)
Sarah Statt et al.
American journal of respiratory cell and molecular biology, 53(5), 689-702 (2015-04-16)
Statins are widely used to prevent cardiovascular disease. In addition to their inhibitory effects on cholesterol synthesis, statins have beneficial effects in patients with sepsis and pneumonia, although molecular mechanisms have mostly remained unclear. Using human airway epithelial cells as
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
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Articles

Cholesterol Biosynthesis

Cholesterol biosynthesis starts in the hepatic endoplasmic reticulum with acetyl-CoA, yielding 3-hydroxy-3-methylglutaryl-CoA via HMG-CoA synthase.

胆固醇生物合成

胆固醇的生物合成通常发生在肝细胞的内质网中，并以乙酰辅酶A开始，乙酰辅酶A主要来源于线粒体中的氧化反应。乙酰辅酶A和乙酰乙酰辅酶A由HMG-辅酶A合成酶转化为3-羟基-3-甲基戊二酰辅酶A（HMG-辅酶A）。

Related Content

Product Information Sheet - H6132

Product Information Sheet

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