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C6368

Sigma-Aldrich

β-Cryptoxanthin

≥97% (TLC)

Synonym(s):

Caricaxanthin, Hydroxy-β-carotene

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About This Item

Empirical Formula (Hill Notation):
C40H56O
CAS Number:
Molecular Weight:
552.87
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.79

Quality Level

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

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.

Storage Class

11 - Combustible Solids

wgk_germany

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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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)
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)
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
Role of carotenoid beta-cryptoxanthin in bone homeostasis
Yamaguchi M, et al.
Journal of Biomedical Science, 19(1), 36-36 (2012)

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