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SML2042

27-hydroxycholesterol

Name: 27-hydroxycholesterol
Brand: SIGMA

≥98% (HPLC), LXR agonist, powder

동의어(들):

(25R)-26-Hydroxycholesterol, (25R)-Cholest-5-ene-3b,26-diol, 25(R)-27-hydroxy Cholesterol, 27-OHC

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):

C₂₇H₄₆O₂

CAS 번호:

20380-11-4

Molecular Weight:

402.65

UNSPSC Code:

12352200

NACRES:

NA.77

Assay:

≥98% (HPLC)

Form:

powder

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속성

제품 이름

27-hydroxycholesterol, ≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -25 to -35°, c = 0.5 in chloroform-d

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

−20°C

SMILES string

O[C@H]1CC[C@@]2([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)[C@@H](CCC[C@H](CO)C)C)(CC3)C)CC=C2C1)C

InChI

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

InChI key

FYHRJWMENCALJY-YSQMORBQSA-N

설명

General description

27-hydroxycholesterol induces glutathione depletion, apoptosis, reactive oxygen species (ROS) generation and inflammation.

Biochem/physiol Actions

27-hydroxycholesterol is a peripherally derived oxysterol that that is produced by the enzyme CYP27A1. There has beeen increasing interest in the oxysterols, especially in the brain. Impairment of brain cholesterol metabolism has been associated with several neurodegenerative diseases. 27-hydroxycholesterol crosses the blood brain barrier and have been associated with Alzheimer′s disease. It is an activator of LXRα and LXRβ in vitro with EC50 values of 85 and 71 nM and an inhibitor of cholesterol synthesis. 27-hydroxycholesterol has also been shown to bind to estrogen receptor-α (ERα) and Erβ, acting as an endogenous selective estrogen receptor modulator (SERM). In murine models of breast cancer 27-hydroxycholesterol significantly increased tumor growth and metastasis.

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저장 등급

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

Neurochemical Aspects of Alzheimer's Disease: Risk Factors, Pathogenesis, Biomarkers, and Potential Treatment Strategies (2017)

Oxysterols provide innate immunity to bacterial infection by mobilizing cell surface accessible cholesterol.

Michael E Abrams et al.

Nature microbiology, 5(7), 929-942 (2020-04-15)

Cholesterol 25-hydroxylase (CH25H) is an interferon-stimulated gene that converts cholesterol to the oxysterol 25-hydroxycholesterol (25HC). Circulating 25HC modulates essential immunological processes including antiviral immunity, inflammasome activation and antibody class switching; and dysregulation of CH25H may contribute to chronic inflammatory disease

국제 무역 품목 번호

SKU	GTIN
SML2042-25MG	04061833053959
SML2042-5MG	04061833053966