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Canthaxanthin

CAT: 0804-HY-B1960-01Size: 1 mgDry Ice: YesHazardous: No
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CAT#:0804-HY-B1960-01Size:1 mg
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Description
Canthaxanthin is a red-orange carotenoid with various biological activities, such as antioxidant, antitumor properties.
CAS Number
514-78-3
Product Name Alternative
E 161g; all-trans-Canthaxanthin
UNSPSC
12352211
Hazard Statement
H302, H315, H319, H335
Target
Endogenous Metabolite; Reactive Oxygen Species (ROS)
Type
Natural Products
Related Pathways
Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB
Applications
Cancer-programmed cell death
Field of Research
Cancer; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/Canthaxanthin.html
Purity
99.0
Solubility
DMSO : 2 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
CC(/C=C/C(C(C)(CCC1=O)C)=C1C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C(C(C)(CCC2=O)C)=C2C
Molecular Formula
C40H52O2
Molecular Weight
564.84
Precautions
H302, H315, H319, H335
References & Citations
[1]Esatbeyoglu T, et al. Canthaxanthin: From molecule to function. Mol Nutr Food Res. 2017 Jun;61 (6) .|[2]Huang DS, et al. Inhibitory effects of canthaxanthin on in vitro growth of murine tumor cells. Cancer Lett. 1992 Aug 31;65 (3) :209-13.|[3]Palozza P, et al. Canthaxanthin supplementation alters antioxidant enzymes and iron concentration in liver of Balb/c mice. J Nutr. 2000 May;130 (5) :1303-8.|[4]Chew BP, et al. A comparison of the anticancer activities of dietary beta-carotene, canthaxanthin and astaxanthin in mice in vivo. Anticancer Res. 1999 May-Jun;19 (3A) :1849-53.|[5]Grubbs CJ, et al. Effect of canthaxanthin on chemically induced mammary carcinogenesis. Oncology. 1991;48 (3) :239-45.
Shipping Conditions
Dry Ice
Storage Conditions
-20°C (Powder, protect from light, stored under nitrogen)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Human Endogenous Metabolite

Chemical Information

Canthaxanthin

Canthaxanthin is a carotenone that consists of beta,beta-carotene bearing two oxo substituents at positions 4 and 4'. It has a role as a biological pigment, a fungal metabolite, an Escherichia coli metabolite and a food colouring. It derives from a hydride of a beta-carotene.

CAS Number514-78-3
PubChem CID5281227
IUPAC Name2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-3-oxocyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-2-en-1-one
Molecular FormulaC40H52O2
Molecular Weight564.8
XLogP11.4
Topological Polar Surface Area34.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count10
Heavy Atom Count42
Formal Charge0
Complexity1270
SMILES
CC1=C(C(CCC1=O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C2=C(C(=O)CCC2(C)C)C)\C)\C)/C)/C
InChI
InChI=1S/C40H52O2/c1-29(17-13-19-31(3)21-23-35-33(5)37(41)25-27-39(35,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-36-34(6)38(42)26-28-40(36,9)10/h11-24H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+
InChIKey
FDSDTBUPSURDBL-DKLMTRRASA-N
Chemical Structure
2D Structure
2D structure of Canthaxanthin
CAS: 514-78-3
CID: 5281227
Formula: C40H52O2
MW: 564.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight564.8
XLogP311.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count10
Exact Mass564.396730897
Monoisotopic Mass564.396730897
Topological Polar Surface Area34.1 Ų
Heavy Atom Count42
Formal Charge0
Complexity1270
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count9
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
BA6187-50Canthaxanthin
270468-01(13Z) -Canthaxanthin
270467-01(9Z) -Canthaxanthin
TRC-C175735-25MGall-trans-Canthaxanthin
GTR19273034-019-cis-Canthaxanthin

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