CHOLESTEROL

Structure

2D structure of CHOLESTEROL
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 5997

Names and identifiers

Name

CHOLESTEROL

IUPAC name

(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

SMILES

C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C

General information

Molecular formula

C27H46O

Molecular weight

386.66 g/mol

Monoisotopic mass

386.3549 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

Chemical classification: NPClassifier (Kim et al., 2021)

Plants with the compound

Plant Plant part Amount Reference
Alcea rosea L. - -
Chouhan, U.K., Skukla, R.N. (1984). Sterols of some Malvaceae with particular emphasis on cholesterol occurrence. J Sci Res(Bhopal), 6(1), 49-50
Arabidopsis thaliana (L.) Heynh. aerial parts -
Patterson, G.W., Hugly, S., Harrison, D. (1993). Sterols and phytyl esters of Arabidopsis thaliana under normal and chilling temperatures. Phytochemistry, 33(6), 1381-1383 doi:10.1016/0031-9422(93)85095-9
Bryonia dioica Jacq. root -
Akihisa, T., Kimura, Y., Kokke, W.C.M.C., Itoh, T., Tamura, T. (1996). Eight novel sterols from the roots of Bryonia dioica jacq. Chem Pharm Bull, 44(6), 1202-1207 doi:10.1248/cpb.44.1202
Cuscuta campestris Yunck. - -
Stanley, J.L., Patterson, G.W. (1977). Sterols and fatty acids of some non-photosynthetic angiosperms. Phytochemistry, 16(10), 1611-1612 doi:10.1016/0031-9422(77)84040-5
Dioscorea communis (L.) Caddick & Wilkin leaf -
Blunden, G., Briggs, C.J., Hardman, R. (1968). Steroidal constituents of the aerial parts of Dioscorea and Tamus species. Phytochemistry, 7, 453-458 doi:10.1016/s0031-9422(00)90887-2
Dioscorea communis (L.) Caddick & Wilkin stem -
Blunden, G., Briggs, C.J., Hardman, R. (1968). Steroidal constituents of the aerial parts of Dioscorea and Tamus species. Phytochemistry, 7, 453-458 doi:10.1016/s0031-9422(00)90887-2
Equisetum ramosissimum Desf. - -
Chiu, P.L., Patterson, G.W., Salt, T.A. (1988). Sterol composition of pteridophytes. Phytochemistry, 27(3), 819-822 doi:10.1016/0031-9422(88)84099-8
Euphorbia peplus L. - -
Rizk, A.M., Hammouda, F.M., El-nasr, M.M.S., Abou-youssef, A.A. (1980). Phytochemical investigation of Euphorbia peplus. constituents of egyptian Euphorbiaceae. part 8. Fitoterapia, 51, 223-227
Galium aparine L. - -
Tzakou, O., Couladi, M.M., Philianos, S. (1990). Fatty acids and sterols in spring and winter samples of Galium aparine. Fitoterapia, 61(1), 93
Lolium perenne L. - -
Hamilton, R.J., Power, D.M. (1969). The chemical composition of the surface wax of Lolium perenne. Phytochemistry, 8(9), 1771-1775 doi:10.1016/s0031-9422(00)85967-1
Matricaria chamomilla L. flower -
Ganeva, I., Chanev, C., Dentchev, T. (2003). Triterpenoids and sterols from Matricaria chamomilla L. (Asteraceae). Farmatsiya(Sofia), 50(1-2), 3-5
Serratula tinctoria L. subsp. monticola (Boreau) Berher cell culture -
Corio-costet, M.F., Chapuis, L., Mouillet, J.F., Delbecque, J.P. (1993). Sterol and ecdysteroid profiles of Serratula tinctoria (L.): plant and cell cultures producing steroids. Insect Biochem Mol Biol, 23(1), 175-180 doi:10.1016/0965-1748(93)90098-d
Serratula tinctoria L. subsp. monticola (Boreau) Berher root -
Corio-costet, M.F., Chapuis, L., Mouillet, J.F., Delbecque, J.P. (1993). Sterol and ecdysteroid profiles of Serratula tinctoria (L.): plant and cell cultures producing steroids. Insect Biochem Mol Biol, 23(1), 175-180 doi:10.1016/0965-1748(93)90098-d
Typha latifolia L. - -
Takatsuto, S. (1997). Composition of phytosterols in the pollen of Typha latifolia L. Nihon Yukagakkaishi, 46(6), 687-689 doi:10.5650/jos1996.46.687