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Merck

LM4113

Avanti

25-hydroxycholesterol (D6)

Avanti Research - A Croda Brand

Sinónimos:

cholest-5-ene-3β,25-diol(d6)

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About This Item

Fórmula empírica (notación de Hill):
C27H40D6O2
Número de CAS:
Peso molecular:
408.69
UNSPSC Code:
12352100
NACRES:
NA.25

form

methanol solution

packaging

pkg of 1 × 1 mL (LM4113-1EA)

manufacturer/tradename

Avanti Research - A Croda Brand

concentration

~10 μg/mL (Refer to C of A for lot specific concentration. )

application(s)

lipidomics
metabolomics

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)C3=CC2)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)CCCC(O)(C([2H])([2H])[2H])C([2H])([2H])[2H]

InChI

1S/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1/i2D3,3D3

InChI key

INBGSXNNRGWLJU-KHKDDIDZSA-N

General description

25-hydroxycholesterol is an oxygenated sterol and a hydroxylated derivative of cholesterol.

Biochem/physiol Actions

25-hydroxycholesterol inhibits cholesterol biosynthesis by downregulating the function of 3-hydroxy-3-methylglutaryl-CoA reductase. It is found to be implicated in atherosclerosis. 25-hydroxycholesterol levels are known to be increased in hypercholesterolemic condition.

Packaging

2 mL Amber Glass Sealed Ampule (LM4113-1EA)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

target_organs

Eyes

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

49.5 °F - closed cup

flash_point_c

9.7 °C - closed cup


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Lot/Batch Number

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Christopher M Adams et al.
The Journal of biological chemistry, 279(50), 52772-52780 (2004-09-29)
The current paper demonstrates that cholesterol and its hydroxylated derivative, 25-hydroxycholesterol (25-HC), inhibit cholesterol synthesis by two different mechanisms, both involving the proteins that control sterol regulatory element-binding proteins (SREBPs), membrane-bound transcription factors that activate genes encoding enzymes of lipid

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