Lycopene structure, CAS 502-65-8

Lycopene

CAS Number502-65-8

Synonymslycopen; LYCOSOURCE; y,y-Carotene; Lycopene,Redivivo; MFCD00017350; ψ,ψ-Carotene; LYCOVIT; Lycopin; E 160d; Lycopene all-trans-; Lycopene; EINECS 207-949-1; (all-E)-2,6,10,14,19,23,27,31-Octamethyl-2,6,8,10,12,14,16,18,20,22,24,26,30-dotriacontatridecaene; (all-trans)-Lycopene; y-Carotene; all-trans-Lyc; 4,4-CAROTENE

Molecular FormulaC40H56

Molecular Weight536.87

Purity≥98 (HPLC)%

Density0.9±0.1 g/cm3

Boiling Point660.9±30.0 °C at 760 mmHg

Melting Point172-173°C

Flash Point

Appearancepowder

EINECS

MSDSChineseEnglish

Symbol

Signal Word

Cat. No.: 2A-9011262 Purity: ≥98 (HPLC)%
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Quality Control of [ 502-65-8 ] Purity: ≥98 (HPLC)% SDS Specification MoL

Chemical & Physical Properties
CAS Number502-65-8
Catalog No.2A-9011262
Chinese Name番茄红素
Synonymslycopen; LYCOSOURCE; y,y-Carotene; Lycopene,Redivivo; MFCD00017350; ψ,ψ-Carotene; LYCOVIT; Lycopin; E 160d; Lycopene all-trans-; Lycopene; EINECS 207-949-1; (all-E)-2,6,10,14,19,23,27,31-Octamethyl-2,6,8,10,12,14,16,18,20,22,24,26,30-dotriacontatridecaene; (all-trans)-Lycopene; y-Carotene; all-trans-Lyc; 4,4-CAROTENE
Molecular FormulaC40H56
Molecular Weight536.87
Purity≥98 (HPLC)
Density0.9±0.1 g/cm3
Boiling Point660.9±30.0 °C at 760 mmHg
Melting Point172-173°C
Appearancepowder
Storage ConditionPacked in plastic bags and external cartons, seale
ApplicationLycopene is a naturally occurring carotenoid found in tomatoes, tomato products, and other red fruits and vegetables; has antioxidant effects.
HTC3203001990
MDL NumberMFCD00017350
SMILESC\C(C)=C\CC\C(C)=C\C=C\C(C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C=C(/C)CC\C=C(\C)C
InChI1S/C40H56/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-22,25-32H,13-14,23-24H2,1-10H3/b12-11+,25-15+,26-16+,31-17+,32-18+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+
InChI KeyOAIJSZIZWZSQBC-GYZMGTAESA-N
NACRES CodeNA.28
UNSPSC12352205
MSDSmsds/11262_1_502_65_8.pdf
BioactivityLycopene is naturally occurring carotenoids found in tomato, tomato products, and in other red fruits and vegetables; exhibits antioxidant effects. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Cardiovascular Disease Natural Products >> Others In Vitro Sufficient uptake of lycopene from the diet is necessary to benefit from its health promoting effects, since humans are unable to synthesise lycopene de novo. Lycopene significantly inhibits prostate and breast cancer cell growth at physiologically relevant concentrations of 1.25 μM and also causes a 30-40 % reduction in inhibitor of kappa B phosphorylation in the cells[1]. Increased intake of lycopene, a major carotenoid in tomatoes, consumed as the all-trans-isomer attenuates alcohol induced apoptosis in 2E1 cells and reduces risk of prostate, lung and digestive cancers. Lycopene plays a role in the protection against photooxidative processes by acting as singlet molecular oxygen and peroxyl radicals scavengers and can interact synergistically with other antioxidants[2]. Lycopene as a carotenoid can react with types of reactive oxygen species (ROS) in three different mechanisms: I) by electron-transfer, II) by hydrogen atom transfer or III) by adduct formation. Lycopene is able to deactivate singlet oxygen mainly by physical quenching[3]. Lycopene decreases ROS production in SK-Hep-1 cells through inhibition of NADPH oxidase, brought about in the PKC pathway[5]. In Vivo Lycopene is the most predominant carotenoid in human plasma and has a half life of about 2-3 days[2]. Lycopene or processed tomatoes may lead to a reduction of intima-media thickness in vessel walls[3]. Lycopene exerts protective effects against ATZ-induced toxicity in rat adrenal cortex. These effects may be attributed to the antioxidative property of lycopene and its ability to activate the Nrf2/HO-1 pathway[4]. Lycopene improves hepatotoxicity acting as an antioxidant, reduces GSSG and regulates tGSH and CAT levels, reduces oxidative damage[5]. Cell Assay PC3 cells and MDA-MB-231 cells are treated with (0, 0.5, 1.25, 2.5 and 5 μM) lycopene for 48 h. Cell survival/growth is measured using the colorimetric MTS assay method. MTS-PMS complex (20 μL) is added to each well. The catalytic activity of viable cells results in formazan dye production, which is then quantified. Cells are incubated with the dye for 1 h, followed by absorbance reading at 492 nm on a spectrophotometer[1]. Animal Admin Rats: Lycopene is dissolved in corn oil. 35 adult male albino rats are randomized into five equal groups: untreated control, vehicle control (receives 0.5 mL corn oil/day), lycopene (10 mg/kg b.w./day), ATZ (dissolved in 0.5 mL corn oil 300 mg/kg b.w./day), and ATZ + lycopene. All treatments are given by oral gavage for 4 weeks[4]. References [1]. Assar EA, et al. Lycopene acts through inhibition of IκB kinase to suppress NF-κB signaling in human prostate and breast cancer cells. Tumour Biol. 2016 Jul;37(7):9375-85. [2]. Tapiero H, et al. The role of carotenoids in the prevention of human pathologies. Biomed Pharmacother. 2004 Mar;58(2):100-10. [3]. Müller L, et al. Lycopene and Its Antioxidant Role in the Prevention of Cardiovascular Diseases-A Critical Review. Crit Rev Food Sci Nutr. 2016 Aug 17;56(11):1868-79. [4]. Abass MA, et al. Lycopene ameliorates atrazine-induced oxidative damage in adrenal cortex of male rats by activation of the Nrf2/HO-1 pathway. Environ Sci Pollut Res Int. 2016 Aug;23(15):15262-74. [5]. Bandeira AC, et al. Lycopene inhibits reactive oxygen species production in SK-Hep-1 cells and attenuates acetaminophen-induced liver injury in C57BL/6 mice. Chem Biol Interact. 2017 Feb 1;263:7-17. Chemical & Physical Properties Density 0.9±0.1 g/cm3 Boiling Point 660.9±30.0 °C at 760 mmHg Melting Point 172-173°C Molecular Formula C40H56 Molecular Weight 536.873 Flash Point 350.7±19.4 °C Exact Mass 536.438232 LogP 15.19 Vapour Pressure 0.0±1.0 mmHg at 25°C Index of Refraction 1.531 InChIKey OAIJSZIZWZSQBC-GYZMGTAESA-N SMILES CC(C)=CCCC(C)=CC=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC=C(C)CCC=C(C)C Storage condition −70°C Stability Heat sensitive - store at -70 C. Combustible. Incompatible with strong oxidizing agents.
Use ofLycopene is naturally occurring carotenoids found in tomato, tomato products, and in other red fruits and vegetables; exhibits antioxidant effects. Properties Articles142 Name lycopene Synonym More Synonyms Lycopene Biological Activity Description Lycopene is naturally occurring carotenoids found in tomato, tomato products, and in other red fruits and vegetables; exhibits antioxidant effects. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Cardiovascular Disease Natural Products >> Others References [1]. Assar EA, et al. Lycopene acts through inhibition of IκB kinase to suppress NF-κB signaling in human prostate and breast cancer cells. Tumour Biol. 2016 Jul;37(7):9375-85. [2]. Tapiero H, et al. The role of carotenoids in the prevention of human pathologies. Biomed Pharmacother. 2004 Mar;58(2):100-10. [3]. Müller L, et al. Lycopene and Its Antioxidant Role in the Prevention of Cardiovascular Diseases-A Critical Review. Crit Rev Food Sci Nutr. 2016 Aug 17;56(11):1868-79. Chemical & Physical Properties Molecular Formula C40H56 Exact Mass 536.438232 LogP 15.19 Index of Refraction 1.531 InChIKey OAIJSZIZWZSQBC-GYZMGTAESA-N SMILES CC(C)=CCCC(C)=CC=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC=C(C)CCC=C(C)C
Transport InfoProduct name: Lycopene
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