LUPEOL

Structure

2D structure of LUPEOL
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 259846

Names and identifiers

Name

LUPEOL

IUPAC name

(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-ol

SMILES

CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)C

General information

Molecular formula

C30H50O

Molecular weight

426.73 g/mol

Monoisotopic mass

426.3862 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

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

Plants with the compound

Plant Plant part Amount Reference
Alnus glutinosa (L.) Gaertn. bark -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Arctium lappa L. - -
Jim Duke's personal files.
Arctium lappa L. leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Arundo donax L. leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Astragalus monspessulanus L. subsp. monspessulanus flower -
Chemical composition and antioxidant activity of Astragalus monspessulanus L. growing in semiarid areas of Algeria Flavoalkaloids and Flavonoids from Astragalus monspessulanus
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
Daucus carota L. root -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Euphorbia peplus L. - -
Hemmers, H., Gulz, P.G., Marner, F.J. (1988). Triterpenoids in epicuticular waxes of three european Euphorbia species. Z Naturforsch Ser C, 43(11/12), 799-805 doi:10.1515/znc-1988-11-1202
Euphorbia peplus L. stem -
Hemmers, H., Gulz, P.G., Marner, F.J. (1988). Triterpenoids in epicuticular waxes of three european Euphorbia species. Z Naturforsch Ser C, 43(11/12), 799-805 doi:10.1515/znc-1988-11-1202
Gentiana lutea L. subsp. lutea root -
Leung, A. Y. and Foster, S. 1995. Encyclopedia of Common Natural Ingredients 2nd Ed. John Wiley & Sons, New York. 649 pp.
Helminthotheca echioides (L.) Holub - -
Savona, G., Bruno, M. (1983). High resolution nmr data of 8-deoxy-lactucin. J Nat Prod, 46(2), 277-278 doi:10.1021/np50026a025
Helminthotheca echioides (L.) Holub aerial parts -
Bohlmann, F., Zdero, C., Robinson, H., King, R.M. (1981). Naturally occurring terpene derivatives. part 361. sesquiterpene lactones from Picris echioides. Phytochemistry, 20, 2029-2030
Juniperus communis L. stem -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
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
Morus alba L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Picris hieracioides L. subsp. hieracioides aerial parts -
Shiojima, K., Masuda, K., Suzuki, H., Lin, T., Ooishi, Y., Ageta, H. (1995). Cokmposite constituents: forty-two triterpenoids including eight novel compounds isolated from Picris hieracioides subsp.japonica. Chem Pharm Bull, 43(10), 1634-1639 doi:10.1248/cpb.43.1634
Picris hieracioides L. subsp. hieracioides root -
Shiojima, K., Masuda, K., Suzuki, H., Lin, T., Ooishi, Y., Ageta, H. (1995). Cokmposite constituents: forty-two triterpenoids including eight novel compounds isolated from Picris hieracioides subsp.japonica. Chem Pharm Bull, 43(10), 1634-1639 doi:10.1248/cpb.43.1634
Prunella grandiflora (L.) Scholler leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Prunella vulgaris L. subsp. vulgaris leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Sambucus nigra L. flower -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Setaria italica (L.) P.Beauv. subsp. viridis (L.) Thell. seed -
Ohmoto, T., Ikuse, M., Natori, S. (1970). Triterpenoids of the Gramineae. Phytochemistry, 9, 2137 doi:10.1016/s0031-9422(00)85379-0
Spartium junceum L. flower -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
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