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Structure Database (LMSD)

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Common Name

Lycopene

Systematic Name

Synonyms

LM ID

LMPR01070257

Formula

C₄₀H₅₆

Exact Mass

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536.4382

Status

Curated

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Classification

Biological Context

Lycopene is a red-colored carotenoid found in tomatoes and other red fruits and vegetables.¹ Carotenoids, including lycopene, are powerful antioxidants that efficiently quench singlet oxygen.^2,1 Presumably through this action, carotenoids may protect against cancers, cardiovascular stress, and other diseases.^3,4,5,6

This information has been provided by Cayman Chemical

References

1. Cantrell, A., McGarvey, D.j., Truscott, T.G., et al. Singlet oxygen quenching by dietary carotenoids in a model membrane environment. Arch. Biochem. Biophys. 412(1), 47-54 (2003).

2. Giordano, P., Scicchitano, P., Locorotondo, M., et al. Carotenoids and cardiovascular risk. Curr. Pharm. Des. 18(34), 5577-5589 (2012).

3. Stahl, W., Heinrich, U., Aust, O., et al. Lycopene-rich products and dietary photoprotection. Photochem. Photobiol. Sci. 5(2), 238-242 (2006).

4. Vance, T.M., Su, J., Fontham, E.T., et al. Dietary antioxidants and prostate cancer: A review. Nutr. Cancer 65(6), 793-801 (2013).

5. Sato, R., Helzlsouer, K.J., Alberg, A.J., et al. Prospective study of carotenoids, tocopherols, and retinoid concentrations and the risk of breast cancer. Cancer Epidemiol. Biomarkers Prev. 11(5), 451-457 (2002).

6. Aune, D., Chan, D.S.M., Vieira, A.R., et al. Dietary compared with blood concentrations of carotenoids and breast cancer risk: A systematic review and meta-analysis of prospective studies. Am. J. Clin. Nutr. 96(2), 356-373 (2013).

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String Representations

InChiKey (Click to copy)

OAIJSZIZWZSQBC-GYZMGTAESA-N

InChi (Click to copy)

InChI=1S/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+

SMILES (Click to copy)

C/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