STIGMASTEROL

Structure

2D structure of STIGMASTEROL
2D structure
Drag to rotate, scroll to zoom
3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 5280794

Names and identifiers

Name

STIGMASTEROL

IUPAC name

(3S,8S,9S,10R,13R,14S,17R)-17-((2R,5S,E)-5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

SMILES

CC[C@H](/C=C/[C@@H](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)C(C)C

General information

Molecular formula

C29H48O

Molecular weight

412.70 g/mol

Monoisotopic mass

412.3705 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. - -
Chauhan, U.K. (1984). Sterols of some malvaceous plants with particular emphasis on cholesterol occurrence. Proc Nat Acad Sci India Ser B, 54(3), 236-239
Alcea rosea L. flower -
Karawya, M.S., Balbaa, S.I., Afifi, M.S. (1979). Lipids of egyptian Althea, Malva and Plantago species. Egypt J Pharm Sci, 20, 291-298
Alcea rosea L. leaf -
Karawya, M.S., Balbaa, S.I., Afifi, M.S. (1979). Lipids of egyptian Althea, Malva and Plantago species. Egypt J Pharm Sci, 20, 291-298
Alcea rosea L. seed -
Karawya, M.S., Balbaa, S.I., Afifi, M.S. (1979). Lipids of egyptian Althea, Malva and Plantago species. Egypt J Pharm Sci, 20, 291-298
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
Astragalus glycyphyllos L. aerial parts -
Elenga, P.A., Nikolov, S., Panova, D. (1986). Triterpene glycosides and sterols from Astragalus glycyphyllos L. Pharmazie, 41(4), 300
Convolvulus arvensis L. aerial parts -
Sowemimo, B.O., Farnsworth, N.R. (1973). Phytochemical investigation of Convolvulus arvensis (Convolvulaceae). J Pharm Sci, 62(4), 678-679 doi:10.1002/jps.2600620431
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
Cyperus esculentus L. tuber -
Yan, M.H., Guan, Z.X. (1983). Studies on fatty acids and unsaponifiable constituents of oil from tubers of Cyperus esculentus L. Chih Wu Hsueh Pao, 25(3), 254-263
Dioscorea communis (L.) Caddick & Wilkin fruit -
Capasso, F., Desimone, F., Senatore, F. (1983). Sterol constituents of Tamus communis L. J Ethnopharmacol, 8(3), 327-329 doi:10.1016/0378-8741(83)90070-3
Dioscorea communis (L.) Caddick & Wilkin leaf -
Capasso, F., Desimone, F., Senatore, F. (1983). Sterol constituents of Tamus communis L. J Ethnopharmacol, 8(3), 327-329 doi:10.1016/0378-8741(83)90070-3
Dioscorea communis (L.) Caddick & Wilkin root -
Capasso, F., Desimone, F., Senatore, F. (1983). Sterol constituents of Tamus communis L. J Ethnopharmacol, 8(3), 327-329 doi:10.1016/0378-8741(83)90070-3
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. - -
Lin, H.J., Chen, A.H. (1974). Chemical compounds from Equisetum ramosissimum of Taiwan. Taiwan Yao Hsueh Tsa Chih, 28, 72
Eupatorium cannabinum L. subsp. cannabinum leaf -
Aquino, R., D'agostino, M., Desimone, F., Schettino, O. (1985). Metabolites of Eupatorium cannabinum. Boll Soc Ital Biol Sper, 61(8), 1087-1091
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
Euphorbia prostrata Aiton - -
Singla, A.K., Pathak, K.A. (1991). Constituents of Euphorbia prostrata. Fitoterapia, 62(5), 453-454
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 arundinaceum (Schreb.) Darbysh. subsp. arundinaceum leaf -
Ohmoto, T. (1969). Studies on triterpenoids and the related compounds from gramineous plants. vi. Yakugaku Zasshi, 89, 1682-1687 doi:10.1248/yakushi1947.89.12_1682
Lysimachia arvensis (L.) U.Manns & Anderb. flower -
Rastogi, J.N., Norula, J.L. (1980). Chemical investigations of Anagallis arvensis flowers. J Indian Chem Soc, 57, 761-762
Lysimachia arvensis (L.) U.Manns & Anderb. leaf -
Sharma, S., Sharma, R.K., Gupta, K.C. (1991). Sterols and fatty acids composition of leaves of Anagallis arvensis Linn. Indian Drugs, 28(11), 527-528
Matricaria chamomilla L. aerial parts -
Mericli, A.H. (1990). The lipophilic compounds of a turkish Matricaria chamomilla variety with no chamazulene in the volatile oil. Int J Crude Drug Res, 28(2), 145-147 doi:10.3109/13880209009082799
Matricaria chamomilla L. flower -
Ahmad, A., Misra, L.N. (1997). Isolation of herniarin and other constituents from Matricaria chamomilla flowers. Int J Pharmacog, 35(2), 121-125 doi:10.1076/phbi.35.2.121.13280
Ononis natrix L. subsp. natrix root -
Gorunovic, M., Abdel-gawad, M., Raynaud, J. (1974). Unsaponifiable part of the root of Ononis natrix (Papilionaceae). Plant Med Phytother, 8(1), 44-48
Panicum dichotomiflorum Michx. aerial parts -
Ohmoto, T., Nikaido, T., Nakadai, K., Tohyama, E. (1970). Triterpenoids and the related compounds from Gramineae. vii. Yakugaku Zasshi, 90, 390 doi:10.1248/yakushi1947.90.3_390
Pulicaria dysenterica (L.) Bernh. aerial parts -
Bohlmann, F., Zdero, C. (1981). Caryophyllene derivatives and a hydroxyisocomene from Pulicaria dysenterica. Phytochemistry, 20(11), 2529-2534 doi:10.1016/0031-9422(81)83087-7
Sambucus ebulus L. flower -
Nova, D., Buben, I., Jironcova, V. (1992). Some constituents of the inflorescences of Sambucus ebulus L. Cesk Farm, 41(7/8), 233-235
Sambucus ebulus L. root -
Bhan, M.K., George, V., Kapoor, R., Rishi, A.K. (1976). Chemical investigation of local plants: part I. Indian J Chem, 14B, 475
Sambucus ebulus L. seed -
Chiarlo, B., Ambrosetti, P., Bolla, A. (1979). The constituents of the drupes of Sambucus ebulus. ii. fatty acids, sterol, aliphatic and triterpenic alcohols. Chromatographia, 12, 494-495 doi:10.1007/bf02302997
Setaria italica (L.) P.Beauv. subsp. viridis (L.) Thell. - -
Takatsuto, S., Itokawa, E., Abe, B.I., Narumi, Y. (2000). Quantitation of sterols in some Setaria plants by gas chromatography. Nihon Yukagakkaishi, 49(7), 727-730 doi:10.5650/jos1996.49.727
Setaria italica (L.) P.Beauv. subsp. viridis (L.) Thell. seed -
Narumi, Y., Takatsuto, S. (1999). Identification of trace sterols in the seeds of foxtail millet (Setaria itialica Beauv.). Biosci Biotech Biochem, 63(10), 1800-1802 doi:10.1271/bbb.63.1800
Siler montanum Crantz subsp. montanum rhizome -
Smitalova, Z., Budesinsky, M., Saman, D., Vasickova, S., Holub, M. (1984). Components of the extract from the underground parts of Laserpitium siler L. of slovenian origin, mainly sesquiterpenic lactones. Collect Czech Chem Commun, 49(4), 852-870 doi:10.1135/cccc19840852
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
Typha latifolia L. flower -
Hooper, S.N., Chandler, R.F. (1984). Herbal remedies of the maritime indians: phytosterols and triterpenes of 67 plants. J Ethnopharmacol, 10(2), 181-194 doi:10.1016/0378-8741(84)90002-3
Typha latifolia L. root -
Hooper, S.N., Chandler, R.F. (1984). Herbal remedies of the maritime indians: phytosterols and triterpenes of 67 plants. J Ethnopharmacol, 10(2), 181-194 doi:10.1016/0378-8741(84)90002-3
Typha latifolia L. stem -
Hooper, S.N., Chandler, R.F. (1984). Herbal remedies of the maritime indians: phytosterols and triterpenes of 67 plants. J Ethnopharmacol, 10(2), 181-194 doi:10.1016/0378-8741(84)90002-3
Verbascum phlomoides L. flower -
Osvath, K., Papay, V., Toth, L. (1982). Constituents of the flowers of Verbascum phlomoides L. and their therapeutical application. Herba Hung, 21(2/3), 141-147
Xanthium italicum Moretti root -
Tsankova, E., Todorova, M., Trendafilova, A., Robeva, P. (1993). Constituents of Xanthium italicum roots. Fitoterapia, 64(5), 470-471