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Merck
모든 사진(1)

주요 문서

700140P

Avanti

6-keto-5α-hydroxycholesterol

Avanti Research - A Croda Brand 700140P, powder

동의어(들):

3β,5α-dihydroxy-cholestan-6-one

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About This Item

실험식(Hill 표기법):
C27H46O3
CAS Number:
Molecular Weight:
418.65
MDL number:
UNSPSC 코드:
12352211
NACRES:
NA.25

분석

>99% (TLC)

양식

powder

포장

pkg of 1 × 5 mg (700140P-5mg)

제조업체/상표

Avanti Research - A Croda Brand 700140P

배송 상태

dry ice

저장 온도

−20°C

SMILES string

O[C@]21[C@@]([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)[C@@H](CCCC(C)C)C)(CC3)C)CC2=O)(CC[C@@H](C1)O)C

InChI

1S/C27H46O3/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24(29)27(30)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-23,28,30H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,25-,26-,27+/m1/s1

InChI key

SJZZRXMQSAXCFD-ZCBMJONGSA-N

일반 설명

6-keto-5α-hydroxycholesterol, also known as 6-oxo-cholestan-3β,5α-diol (OCDO), is synthesized from the oxidation of 5β, 6β-epoxycholesterol in the presence of enzyme cholesterol epoxide hydrolase. It is also synthesized from cholestane-3β,5α,6β-triol by the enzyme 11β-hydroxysteroid dehydrogenase type II . The enzyme 11β-hydroxysteroid dehydrogenase type I catalyzes the reduction of OCDO to cholestane-3β,5α,6β-triol.

생화학적/생리학적 작용

6-keto-5α-hydroxycholesterol favors tumor progression. cholestan-6-oxo-3β,5α-diolelicits cytotoxicity towards human bronchial 16-HBE cells and plays a key role in mediating cell necrosis post ozone exposure. It is an oncometabolite, which promotes breast cancer progression and also blocks chemotaxis mediated by polymorphonuclear leukocytes.

포장

5 mL Amber Glass Screw Cap Vial (700140P-5mg)

법적 정보

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

Marc Poirot et al.
Biochimie, 153, 139-149 (2018-04-15)
Oxygenation products of cholesterol, named oxysterols, were suspected since the 20th century to be involved in carcinogenesis. Among the family of oxysterol molecules, cholesterol-5,6-epoxides (5,6-EC) retained the attention of scientists because they contain a putative alkylating epoxide group. However, studies

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