Merck
All Photos(3)

C9750

Sigma-Aldrich

β-Carotene

synthetic, ≥93% (UV), powder

Synonym(s):
β,β-Carotene, Provitamin A
Empirical Formula (Hill Notation):
C40H56
CAS Number:
Molecular Weight:
536.87
Beilstein:
1917416
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.79

Quality Level

biological source

synthetic

assay

≥93% (UV)

form

powder

potency

~1,600,000 units vitamin A per g

color

dark red to brown

mp

178-179 °C

solubility

hexane: 1.1 mg/mL
DMSO: 30 μg/mL

storage temp.

2-8°C

SMILES string

CC1=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)(C)CCC1

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+

InChI key

OENHQHLEOONYIE-JLTXGRSLSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Carotenoids are an important class of naturally occurring pigments found in fruits and vegetables. Among the carotenoids, β-carotene has the greatest provitamin A potential and functions to reduce the risk of cancer, cardiovascular diseases and macular degeneration. Low water solubility and poor chemical stability attributes to low absorption of β-carotene from food. β-carotene along with digestible lipids enriches its bio accessibility. Emulsions or nano emulsions encapsulates effectively delivers lipophilic β-carotene and increases its bioavailability. β-carotene has anti-oxidant potential and reduces noise induced hearing loss and progression of macular degeneration.

Application

β-carotene has been used:
  • to generate nano emulsions to evaluate their bioavailability potential
  • as a standard, for β-carotene evaluation in blood and skin samples using high performance liquid chromatography (HPLC),
  • as a dietary supplement of vitamin-A in young rats by HPLC
  • as a dietary supplement in mice to reduce hearing loss and hair cell damage

Packaging

5, 10, 25 g in glass bottle
Packaged in serum vials.

Biochem/physiol Actions

The most important of the provitamins A, β-carotene can be classified as an antioxidant due to its inhibition of radical initiated peroxidation in vitro. However, in vivo it appears to act either as an antioxidant or a prooxidant depending on cellular environment. It reduces the incidence of many cancers, but enhances lung cancer incidence in smokers.

Caution

Purchase minimum quantity required. Discard one month after opening.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C9750.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

217.9 °F - closed cup

Flash Point(C)

103.3 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Effects of dietary brazilian palm oil (Mauritia flexuosa L.) on Cholesterol profile and Vitamin A and e status of rats
Aquino JD, et al.
Molecules (Basel), 20(5), 9054-9070 (2015)
N B R Colombo et al.
Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas, 48(9), 852-862 (2015-07-23)
The antioxidant effects of Caryocar brasiliense Camb, commonly known as the pequi fruit, have not been evaluated to determine their protective effects against oxidative damage in lung carcinogenesis. In the present study, we evaluated the role of pequi fruit against
Joamyr Victor Rossoni-Júnior et al.
Journal of clinical biochemistry and nutrition, 50(3), 177-183 (2012-05-11)
Annatto has been identified as carotenoids that have antioxidative effects. It is well known that one of the key elements in the development of diabetic complications is oxidative stress. The immune system is especially vulnerable to oxidative damage because many
Carotenoid accumulation and their antioxidant activity in spent laying hens as affected by polarity and feeding period
Lee CY, et al.
Asian-Australasian Journal of Animal Sciences, 23(6), 799-805 (2010)
Colleen G Le Prell et al.
Free radical biology & medicine, 42(9), 1454-1463 (2007-03-31)
Free radical formation in the cochlea plays a key role in the development of noise-induced hearing loss (NIHL). The amount, distribution, and time course of free radical formation have been defined, including a clinically significant formation of both reactive oxygen

Articles

Retinoic Acid and Gene Expression

All-trans retinoic acid (RA, ATRA) is a pleiotropic activation factor that regulates genes associated with normal vertebrate cellular processes such as cell differentiation, cell proliferation, apoptosis, and embryonic development.

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service