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Documenti fondamentali

700140P

Avanti

6-keto-5α-hydroxycholesterol

Avanti Research - A Croda Brand 700140P, powder

Sinonimo/i:

3β,5α-dihydroxy-cholestan-6-one

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About This Item

Formula empirica (notazione di Hill):
C27H46O3
Numero CAS:
Peso molecolare:
418.65
Numero MDL:
Codice UNSPSC:
12352211
NACRES:
NA.25

Saggio

>99% (TLC)

Stato

powder

Confezionamento

pkg of 1 × 5 mg (700140P-5mg)

Produttore/marchio commerciale

Avanti Research - A Croda Brand 700140P

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

Stringa SMILE

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
SJZZRXMQSAXCFD-ZCBMJONGSA-N

Categorie correlate

Descrizione generale

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.

Azioni biochim/fisiol

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.

Confezionamento

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

Note legali

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Codice della classe di stoccaggio

11 - Combustible Solids


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Certificati d'analisi (COA)

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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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