CAPSANTHIN

CAPSANTHIN Basic information
Description References
Product Name:CAPSANTHIN
Synonyms:PAPRIKA EXTRACT;BETA,KAPPA-CAROTEN-6'-ONE, 3,3'-DIHYDROXY-, (3R,3'S,5'R)-;CAPSANTHIN;3,3'-DIHYDROXY-BETA,KAPPA-CAROTEN-6'-ONE;Capsanthin(=paprika;E 160c;(3R,3'S,5'R)-3,3'-dihydroxy-beta,.kappa.-caroten-6'-one;Chili Red
CAS:465-42-9
MF:C40H56O3
MW:584.87
EINECS:207-364-1
Product Categories:Thiophenes ,Thiazolines/Thiazolidines;Carotenoids
Mol File:465-42-9.mol
CAPSANTHIN Structure
CAPSANTHIN Chemical Properties
Melting point 177-178℃
alpha Cd +36° (chloroform)
Boiling point 581.82°C (rough estimate)
density 1.012
refractive index 1.4960 (estimate)
storage temp. -20°C
solubility Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
form Solid
pka14.85±0.60(Predicted)
color Dark Red to Very Dark Brown
λmaxλ: 467-471 nm Amax
Merck 14,1769
Stability:Light Sensitive, Temperature Sensitive
LogP9.467 (est)
Safety Information
WGK Germany 3
HS Code 2914.50.3000
Hazardous Substances Data465-42-9(Hazardous Substances Data)
MSDS Information
CAPSANTHIN Usage And Synthesis
DescriptionCapsanthin is the major colouring compounds contained in the Paprika oleoresin, which is a kind of oil-soluble extract isolated from the fruits Capsicum annuum or Capsicum frutescens, and is a colouring and/or flavouring in food products. As a pink pigment, Capsanthin is very abundant in peppers, accounting for 60% of the proportions of all flavonoids in the peppers. It has antioxidant properties, being able to help the body to scavenge the free radicals as well as inhibiting the growth of cancer cells.
Referenceshttp://www.botanical-online.com/english/capsanthin_properites.htm
https://en.wikipedia.org/wiki/Paprika_oleoresin
DescriptionCapsanthin is a carotenoid that has been found in C. annuum and has diverse biological activities. It reduces hydrogen peroxide-induced production of reactive oxygen species (ROS) and phosphorylation of ERK and p38 and prevents hydrogen peroxide-induced inhibition of gap junction intercellular communication in WB-F344 rat liver epithelial cells. Capsanthin (0.2 mg/animal) reduces the number of colonic aberrant crypt foci and preneoplastic lesions in a rat model of N-methylnitrosourea-induced colon carcinogenesis. It also reduces ear edema in a mouse model of inflammation induced by phorbol 12-myristate 13-acetate (TPA; ).
UsesCapsanthin may be used as an analytical reference standard for the quantification of the analyte in red pepper powder, red pepper fruits, paprika and oleoresin using chromatography techniques.
Usesantineoplastic
DefinitionChEBI: Capsanthin is a carotenone. It has a role as a plant metabolite.
General DescriptionCapsanthin, also known as the red pepper carotenoid, is one of the major color pigments of paprika oleoresin, an oil-soluble extract, isolated from the fruits of Capsicum annum Linn or Capsicum frutescens. It is widely used as a color additive in food industries across the globe. The photoprotective effect of capsanthin protects human dermal fibroblasts against UVB induced DNA damage.
HazardA poison by skin contact.
Biochem/physiol ActionsCapsanthin is a potential nutraceutical, is found in green vegetables and is a constituent of paprika and asparagus. Capsanthin has been shown to exhibit anti-proliferative function.
Safety ProfileA poison by skin contact. When heated to decomposition it emits acrid smoke and irritating vapors.
Purification MethodsPossible impurities are zeaxanthin and capsorubin (below). Purify capsanthin by chromatography on a column of alumina (grade IV) and develop with 0.2% EtOH in *C6H6. It
CAPSANTHIN Preparation Products And Raw materials
Raw materialsHexane-->Isopropyl alcohol-->Trichloroethylene-->Lipase-->CAPSAICIN/CAPSICUM-->Capsicum oleoresin-->Olive oil-->capsochrome-->Capsanthin-->Nonivamide
5-METHYL-2-HEPTEN-4-ONE DECA-2,4,6,8-TETRAENAL 1,3-DIMETHYLCYCLOHEXENE 1,2-DIMETHYL CYCLOHEXENE ALLYLCYCLOPENTANE 1,3,5-UNDECATRIENE TRANS-3,4,4-TRIMETHYL-2-PENTENE 1-HYDROXY-3-CYCLOHEXENE CAPSANTHIN 3,5,7-Nonatrien-2-one 2,4-HEPTADIEN-6-ONE 2,6-DIMETHYL-2,4,6-OCTATRIENE 1-ethenylcyclohexene 3-Acetyl-1-propanol trans-4,4-Dimethyl-2-hexene axerophthene NONA-5,7-DIEN-1-OL 2,4,4-TRIMETHYL-2-PENTENE

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