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C6368

Sigma-Aldrich

β-Cryptoxanthin

≥97% (TLC)

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Synonym(s):
Caricaxanthin, Hydroxy-β-carotene
Empirical Formula (Hill Notation):
C40H56O
CAS Number:
472-70-8
Molecular Weight:
552.87
UNSPSC Code:
12352200
PubChem Substance ID:
329775121
NACRES:
NA.79

Quality Level

100

Assay

≥97% (TLC)

form

powder

color

faint red to very dark red

mp

169-170 °C

solubility

chloroform: 1 mg/mL

storage temp.

−20°C

SMILES string

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

InChI key

DMASLKHVQRHNES-FKKUPVFPSA-N

Related Categories

General description

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.

Application

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)

Biochem/physiol Actions

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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)
Masayoshi Yamaguchi
Journal of biomedical science, 19, 36-36 (2012-04-05)
Bone homeostasis is maintained through a balance between osteoblastic bone formation and osteoclastic bone resorption. Aging induces bone loss due to decreased osteoblastic bone formation and increased osteoclastic bone resorption. Osteoporosis with its accompanying decrease in bone mass is widely
Cheryl L Rock et al.
Nutrients, 12(7) (2020-07-24)
Epidemiological studies have linked regular nut consumption with lower body mass index and reduced likelihood of weight gain in adulthood. Nuts can displace other foods in the diet, and thus, promote a healthier dietary pattern. The purpose of this study
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