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Documentos Principais

C6368

Sigma-Aldrich

β-Cryptoxanthin

≥97% (TLC)

Sinônimo(s):

Caricaxanthin, Hydroxy-β-carotene

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About This Item

Fórmula empírica (Notação de Hill):
C40H56O
Número CAS:
Peso molecular:
552.87
Número MDL:
Código UNSPSC:
12352205
ID de substância PubChem:
NACRES:
NA.79

Nível de qualidade

Ensaio

≥97% (TLC)

Formulário

powder

cor

faint red to very dark red

pf

169-170 °C

solubilidade

chloroform: 1 mg/mL

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

CC(=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C)/C=C/C=C(C)/C=C/C2=C(C)CCCC2(C)C

InChI

1S/C40H56O/c1-30(18-13-20-32(3)23-25-37-34(5)22-15-27-39(37,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-38-35(6)28-36(41)29-40(38,9)10/h11-14,16-21,23-26,36,41H,15,22,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+/t36-/m1/s1

chave InChI

DMASLKHVQRHNES-FKKUPVFPSA-N

Descrição geral

β-Cryptoxanthin is an oxygen-containing carotenoid and is a member of the xanthophyll family. It is one of the major sources of vitamin A and is present in fruits such as oranges, tangerines and papayas. In addition, it is also found in corn, peas and some animal products such as egg yolk and butter.

Aplicação

β-Cryptoxanthin has also been used to study its effect on the production of immunoglobulins in Peyer′s patch cells ex- vivo. It has also been used as a standard in high-performance liquid chromatography (HPLC analysis).(5)

Ações bioquímicas/fisiológicas

β-Cryptoxanthin exhibits potential-anabolic effect on bone calcification by stimulating osteoblastic bone formation and inhibiting osteoclastic bone resorption in vitro. It acts as an antioxidant and avoids free radical damage to biomolecules such as lipids, proteins and nucleic acids. High dietary intake of β-cryptoxanthin reduces the risk of developing rheumatoid arthritis and lung cancer.
Carotenoid pigment with antioxidant functionality. In vivo conversion of β-cryptoxanthin to retinol can occur in humans. Inhibits carcinogenic induced urinary bladder cancer in experimental animal models.

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


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J Libien et al.
Journal of the neurological sciences, 372, 78-84 (2016-12-27)
Vitamin A and its metabolites (called retinoids) have been thought to play a role in the development of idiopathic intracranial hypertension (IIH). The IIH Treatment Trial (IIHTT) showed the efficacy of acetazolamide (ACZ) in improving visual field function, papilledema grade
The chemopreventive effect of beta-cryptoxanthin from mandarin on human stomach cells (BGC-823)
Wu C, et al.
Food Chemistry, 136(3-4), 1122-1129 (2013)
Capsicum extract and its constituents modulated the production of immunoglobulins in Peyer?s patch cells ex vivo
Yamaguchi M, et al.
Journal of functional foods, 2(4), 255-262 (2010)
beta-Cryptoxanthin selectively increases in human chylomicrons upon ingestion of tangerine concentrate rich in beta-cryptoxanthin esters
Wingerath T
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All-trans retinoic acid (RA, ATRA) is a pleiotropic activation factor that regulates genes associated with normal vertebrate cellular processes such as cell differentiation, cell proliferation, apoptosis, and embryonic development.

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