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β-Carotene (Standard)

CAT: 0804-HY-N0411R-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0411R-01Size:10 mg
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Description
β-Carotene (Standard) is the analytical standard of β-Carotene. This product is intended for research and analytical applications. β-Carotene (Provitamin A), a carotenoid compound, is a naturally-occurring vitamin A precursor. β-Carotene is a modulator of reactive oxygen species (ROS), with antioxidant and antiinflammatory activities. β-Carotene may serve as an antioxidant or as a prooxidant, depending on its intrinsic properties as well as on the redox potential of the biological environment in which it acts. β-Carotene induces breast cancer cells apoptosis, with anticancer activities[1][2][3][4][5].
CAS Number
7235-40-7
Product Name Alternative
Provitamin A (Standard) ; beta-Carotene (Standard)
UNSPSC
12352211
Hazard Statement
H315, H319, H335
Target
Apoptosis; Endogenous Metabolite; Reactive Oxygen Species (ROS) ; Reference Standards
Type
Reference Standards
Related Pathways
Apoptosis; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB; Others
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Cancer; Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/β-carotene-standard.html
Purity
97.28
Smiles
CC1(C)C(/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)CCCC2(C)C)=C(C)CCC1
Molecular Formula
C40H56
Molecular Weight
536.87
Precautions
H315, H319, H335
References & Citations
[1]Tanumihardjo, S.A., Factors influencing the conversion of carotenoids to retinol: bioavailability to bioconversion to bioefficacy. Int J Vitam Nutr Res, 2002. 72 (1) : p. 40-5.|[2]Leo, M.A., et al. Alcohol, vitamin A, and beta-carotene: adverse interactions, including hepatotoxicity and carcinogenicity. Am J Clin Nutr, 1999. 69 (6) : p. 1071-85.|[3]Yanhong Cui, et al. beta-Carotene induces apoptosis and up-regulates peroxisome proliferator-activated receptor gamma expression and reactive oxygen species production in MCF-7 cancer cells. Eur J Cancer. 2007 Nov;43 (17) :2590-601.|[4]Paola Palozza, et al. Prooxidant effects of beta-carotene in cultured cells. Mol Aspects Med. 2003 Dec;24 (6) :353-62.|[5]AKIFUMI KAWATA, et al. Anti-inflammatory Activity of β-Carotene, Lycopene and Tri-n-butylborane, a Scavenger of Reactive Oxygen Species. In Vivo. 2018 Mar-Apr; 32 (2) : 255-264.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, sealed storage, away from light and moisture, under nitrogen
Scientific Category
Reference Standards

Chemical Information

Beta-Carotene

Beta-carotene is a cyclic carotene obtained by dimerisation of all-trans-retinol. A strongly-coloured red-orange pigment abundant in plants and fruit and the most active and important provitamin A carotenoid. It has a role as a ferroptosis inhibitor, an antioxidant, a cofactor, a biological pigment, a provitamin A, a mouse metabolite, a plant metabolite and a human metabolite. It is a carotenoid beta-end derivative and a cyclic carotene.

CAS Number7235-40-7
PubChem CID5280489
IUPAC Name1,3,3-trimethyl-2-[(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]cyclohexene
Molecular FormulaC40H56
Molecular Weight536.9
XLogP13.5
Topological Polar Surface Area0
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count0
Rotatable Bond Count10
Heavy Atom Count40
Formal Charge0
Complexity1120
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/C2=C(CCCC2(C)C)C)\C)\C)/C)/C
InChI
InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+
InChIKey
OENHQHLEOONYIE-JLTXGRSLSA-N
Chemical Structure
2D Structure
2D structure of Beta-Carotene
CAS: 7235-40-7
CID: 5280489
Formula: C40H56
MW: 536.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight536.9
XLogP313.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count0
Rotatable Bond Count10
Exact Mass536.438201786
Monoisotopic Mass536.438201786
Topological Polar Surface Area0 Ų
Heavy Atom Count40
Formal Charge0
Complexity1120
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

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