Structure via PubChem · Public domain (PubChem)
cryptoxanthin
Sign in to saveAlso known as (R)-3,5,5-Trimethyl-4-[3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-enyl)-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-cyclohex-3-enol, (3R)-β,β-Caroten-3-ol, Cryptoxanthol, Caricaxanthin, (R)-all-trans-β-Caroten-3-ol, Hydroxy-β-carotene, kryptoxanthin, E161c
β-Cryptoxanthin is a natural carotenoid pigment. It has been isolated from a variety of sources including the fruit of plants in the genus Physalis, orange rind, winter squashes such as butternut, papaya, egg yolk, butter, apples, and bovine blood serum.
Chemical data
- Formula
- C40H56O
- Molecular weight
- 552.9 g/mol
- IUPAC name
- (1R)-3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-3-en-1-ol
- SMILES
- CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C2=C(C[C@H](CC2(C)C)O)C)/C)/C
- InChIKey
- DMASLKHVQRHNES-FKKUPVFPSA-N
- XLogP
- 12.3
- Polar surface area
- 20.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Research
1,925 papers- Beta-cryptoxanthin as a source of vitamin A.Journal of the science of food and agriculture · 2015
- Mechanistic understanding of β-cryptoxanthin and lycopene in cancer prevention in animal models.Biochimica et biophysica acta. Molecular and cell biology of lipids · 2020
- β-cryptoxanthin alleviates myocardial ischaemia/reperfusion injury by inhibiting NF-κB-mediated inflammatory signalling in rats.Archives of physiology and biochemistry · 2022
- Negative Association of Serum β-Cryptoxanthin With Benzene and Its Derivatives.Journal of the American Nutrition Association · 2024
- Prevention of NAFLD/NASH by Astaxanthin and β-Cryptoxanthin.Advances in experimental medicine and biology · 2021
via PubMed
Wikidata facts
- Mass
- 552.433
Show 3 more facts
- chemical formula
- C₄₀H₅₆O
- canonical SMILES
- CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(CC(CC2(C)C)O)C)C)C
- isomeric SMILES
- CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C2=C(C[C@H](CC2(C)C)O)C)/C)/C
Sources (5)
via Wikidata · CC0
~1 min read
Article
4 sectionsContents
- Chemistry
- Biology and medicine
- Other uses
- References
β-Cryptoxanthin is a natural carotenoid pigment. It has been isolated from a variety of sources including the fruit of plants in the genus Physalis, orange rind, winter squashes such as butternut, papaya, egg yolk, butter, apples, and bovine blood serum.
==Chemistry== In terms of structure, β-cryptoxanthin is closely related to β-carotene, with only the addition of a hydroxyl group. It is a member of the class of carotenoids known as xanthophylls.