Passa al contenuto
Merck
Tutte le immagini(1)

Documenti fondamentali

30800

Sigma-Aldrich

7-Dehydrocholesterol

≥95.0% (HPLC)

Sinonimo/i:

(−)-7-Dehydrocholesterol, 3β-Hydroxy-5,7-cholestadiene, 5,7-Cholestadien-3β-ol, Provitamin D3

Autenticatiper visualizzare i prezzi riservati alla tua organizzazione & contrattuali


About This Item

Formula empirica (notazione di Hill):
C27H44O
Numero CAS:
Peso molecolare:
384.64
Beilstein:
2224615
Numero CE:
Numero MDL:
Codice UNSPSC:
12352211
eCl@ss:
39023139
ID PubChem:
NACRES:
NA.79

Origine biologica

synthetic

Livello qualitativo

Saggio

≥95.0% (HPLC)

Stato

powder or crystals

Attività ottica

[α]20/D -115±8°, c = 1% in chloroform

Colore

white to faint yellow

Punto di fusione

148-152 °C (lit.)

Temperatura di conservazione

−20°C

Stringa SMILE

[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C

InChI

1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1
UCTLRSWJYQTBFZ-DDPQNLDTSA-N

Cerchi prodotti simili? Visita Guida al confronto tra prodotti

Descrizione generale

7-Dehydrocholesterol (7-DHC), a 5,7-conjugated diene sterol is a biosynthetic precursor of cholesterol. It helps in the production of vitamin D3 when exposed to ultraviolet B (UVB) radiation.

Applicazioni

7-Dehydrocholesterol has been used as an internal standard to determine sterols.

Azioni biochim/fisiol

Down-regulates cholesterol biosynthesis in cultured Smith-Lemi-Opitz syndrome skin fibroblasts.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


Scegli una delle versioni più recenti:

Certificati d'analisi (COA)

Lot/Batch Number

Non trovi la versione di tuo interesse?

Se hai bisogno di una versione specifica, puoi cercare il certificato tramite il numero di lotto.

Possiedi già questo prodotto?

I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.

Visita l’Archivio dei documenti

I clienti hanno visto anche

Slide 1 of 5

1 of 5

desmosterol Avanti Research™ - A Croda Brand

Avanti

700060P

desmosterol

zymostenol powder

Avanti

700118P

zymostenol

Colecalciferolo ≥98% (HPLC)

Sigma-Aldrich

C9756

Colecalciferolo

Lanosterol ≥93%, powder

Sigma-Aldrich

L5768

Lanosterol

dihydrolanosterol Avanti Research™ - A Croda Brand

Avanti

700067P

dihydrolanosterol

7-Dehydrocholesterol (7-DHC), But Not Cholesterol, Causes Suppression of Canonical TGF-beta Signaling and Is Likely Involved in the Development of Atherosclerotic Cardiovascular Disease (ASCVD)
Huang SS, et al.
Journal of Cellular Biochemistry, 118(6), 1387-1387 (2017)
Nicholas A Robinson et al.
BMC genomics, 18(1), 971-971 (2017-12-17)
Farmed and wild Atlantic salmon are exposed to many infectious and non-infectious challenges that can cause mortality when they enter the sea. Exercise before transfer promotes growth, health and survival in the sea. Swimming performance in juveniles at the freshwater
Wendy A Gold et al.
American journal of medical genetics. Part A, 173(8), 2246-2250 (2017-06-03)
GMPPA encodes the GDP-mannose pyrophosphorylase A protein (GMPPA). The function of GMPPA is not well defined, however it is a homolog of GMPPB which catalyzes the reaction that converts mannose-1-phosphate and guanosine-5'-triphosphate to GDP-mannose. Previously, biallelic mutations in GMPPA were
Amaranth oil increased fecal excretion of bile acid but had no effect in reducing plasma cholesterol in hamsters
de Castro lIA, et al.
Lipids, 48, 609-618 (2013)
Vitamin D, Calcium, and the Epidermis
Vitamin D, 1, 527-544 (2018)

Articoli

Vitamin D2 (ergocalciferol) is naturally synthesized from ergosterol by invertebrates, fungi, and plants in response to ultraviolet B irradiation, while vitamin D3 synthesis (cholecalciferol) is uniquely initiated in the skin of vertebrates. During sun exposure, ultraviolet B photons are absorbed by 7-dehydrocholesterol, which is found within the plasma membranes of epidermal and dermal skin layers. This reaction yields an unstable derivative of 7-dehydrocholesterol, named precholecalcitrol, which rapidly rearranges to vitamin D3. Vitamin D binding protein (DBP) is a carrier protein responsible for drawing vitamin D3 from the plasma membrane into the dermal capillaries within the extracellular space.

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.