Pular para o conteúdo
Merck
Todas as fotos(1)

Documentos Principais

30800

Sigma-Aldrich

7-Dehydrocholesterol

≥95.0% (HPLC)

Sinônimo(s):

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

Faça loginpara ver os preços organizacionais e de contrato


About This Item

Fórmula empírica (Notação de Hill):
C27H44O
Número CAS:
Peso molecular:
384.64
Beilstein:
2224615
Número CE:
Número MDL:
Código UNSPSC:
12352211
eCl@ss:
39023139
ID de substância PubChem:
NACRES:
NA.79

fonte biológica

synthetic

Nível de qualidade

Ensaio

≥95.0% (HPLC)

Formulário

powder or crystals

atividade óptica

[α]20/D -115±8°, c = 1% in chloroform

cor

white to faint yellow

pf

148-152 °C (lit.)

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

[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

chave InChI

UCTLRSWJYQTBFZ-DDPQNLDTSA-N

Procurando produtos similares? Visita Guia de comparação de produtos

Descrição geral

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.

Aplicação

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

Ações bioquímicas/fisiológicas

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

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


Escolha uma das versões mais recentes:

Certificados de análise (COA)

Lot/Batch Number

Não está vendo a versão correta?

Se precisar de uma versão específica, você pode procurar um certificado específico pelo número do lote ou da remessa.

Já possui este produto?

Encontre a documentação dos produtos que você adquiriu recentemente na biblioteca de documentos.

Visite a Biblioteca de Documentos

Os clientes também visualizaram

Slide 1 of 3

1 of 3

Colecalciferol ≥98% (HPLC)

Sigma-Aldrich

C9756

Colecalciferol

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)

Artigos

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.

Nossa equipe de cientistas tem experiência em todas as áreas de pesquisa, incluindo Life Sciences, ciência de materiais, síntese química, cromatografia, química analítica e muitas outras.

Entre em contato com a assistência técnica