ALPHA-AMYRIN

Structure

2D structure of ALPHA-AMYRIN
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 612782

Names and identifiers

Name

ALPHA-AMYRIN

Also reported as

BETA-AMYRENONE; BETA-AMYRIN; DELTA-AMYRENONE

IUPAC name

(4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-octadecahydropicen-3(2H)-one

SMILES

CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(=O)C5(C)C)C)C)C2C1)C)C)C

General information

Molecular formula

C30H48O

Molecular weight

424.71 g/mol

Monoisotopic mass

424.3705 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

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

Plants with the compound

Plant Plant part Amount Reference
Agrimonia eupatoria L. subsp. eupatoria - -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Alnus glutinosa (L.) Gaertn. leaf -
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.
Artemisia annua L. - -
Wright,C.W.(Ed)2002.Medicinal&Aromatic Plants-Industrial Profiles.Artemisia.344pp.Maffei,M.(Ed)2002.Vetiveria.The Genus Vetiveria.Taylor&Francis.NY,NY.191pp.Southwell,I.,Lowe,R.(Eds)1999.Tea Tree.The Genus Melaleuca.Harwood Acad.Pub.Amsterdam,Netherlands.
Artemisia vulgaris L. - -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
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
Bryonia dioica Jacq. seedling -
Cattel, L., Balliano, G., Caputo, O., Viola, F. (1981). Biosynthesis of cucurbitacins in Bryonia dioica seedlings. Planta Med, 41, 328-336 doi:10.1055/s-2007-971723
Cichorium intybus L. seed -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
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
Daucus carota L. root -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Echinochloa crus-galli (L.) P.Beauv. seed -
Ohmoto, T., Ikuse, M., Natori, S. (1970). Triterpenoids of the Gramineae. Phytochemistry, 9, 2137 doi:10.1016/s0031-9422(00)85379-0
Euonymus europaeus L. leaf -
Pasich, B., Bishay, D.W., Kowalewski, A., Rompel, H. (1980). Chemical investigation of Euonymus europaea. Planta Med, 38, 391 doi:10.1055/s-2008-1074935
Eupatorium cannabinum L. subsp. cannabinum - -
Talapatra, S.K., Bhar, D.S., Chakraborti, R., Talapatra, B. (2003). Terpenoids and related compounds. part 36. eupacannol, a pentacyclic triterpene of a new skeletal type and other chemical constituents from Eupatorium cannabinum. J Indian Chem Soc, 80(12), 1209-1216
Euphorbia cyparissias L. - -
Hemmers, H., Gulz, P.G., Marner, F.J. (1989). Tetra- and pentacyclic triterpenoids from epicuticular wax of Euphorbia cyparissias L., Euphorbiaceae. Z Naturforsch Ser C, 44(7/8), 563-567 doi:10.1515/znc-1989-7-804
Euphorbia cyparissias L. - -
Starratt, A.N. (1966). Triterpenoid constituents of Euphorbia cyparissias. Phytochemistry, 5, 1341-1344 doi:10.1016/s0031-9422(00)86134-8
Euphorbia falcata L. - -
Aynehchi, Y., Hakimzadeh, M.Z. (1978). Chemical examination of Euphorbia falcata. Q J Crude Drug Res, 16, 121 doi:10.3109/13880207809083260
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
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
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.
Gladiolus italicus Mill. - -
Ali, A.A., El-shanawany, M.A., Mesbah, M.K., Ross, S.A. (1985). Pharmacognostical study of Gladiolus segetum Ker-Gawl. Cultivated in Egypt. Bull Pharm Sci Assiut Univ, 8(1), 109-126 doi:10.21608/bfsa.1985.75886
Glechoma hederacea L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Hypericum perforatum L. aerial parts -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Iris germanica L. rhizome -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Juniperus communis L. stem -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Lactuca sativa L. subsp. serriola (L.) Galasso, Banfi, Bartolucci & Ardenghi - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
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
Lolium arundinaceum (Schreb.) Darbysh. subsp. arundinaceum leaf -
Ohmoto, T., Ikuse, M., Natori, S. (1970). Triterpenoids of the Gramineae. Phytochemistry, 9, 2137 doi:10.1016/s0031-9422(00)85379-0
Lotus corniculatus L. aerial parts -
Abdel-ghani, A.E., Hafez, S.S., Abdel, A., Ehsan, M., El-shazly, A.M. (2001). Phytochemical and biological studies of Lotus corniculatus var. tenuifolius L. growing in egypt. Alexandria J Pharm Sci, 15(2), 103-108
Lysimachia arvensis (L.) U.Manns & Anderb. aerial parts -
Rastogi, J.N., Norula, J.L. (1979). Lacceric acid from Anagallis arvensis Linn. Chem Era, 15(10), 10-11
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
Medicago sativa L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Medicago sativa L. fruit 15 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Medicago sativa L. seed, essential oil -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Morus alba L. root -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Mutarda arvensis (L.) D.A.German seed -
Ali, A.A., Hassanean, H.A., Mohammed, M.H., Kamel, M.S., Elkhayat, E.S. (2000). Chemical and biological studies of Sinapis arvensis growing in egypt. Bull Pharm Sci Assiut Univ, 23(2), 99-109 doi:10.21608/bfsa.2000.66323
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
Panicum dichotomiflorum Michx. leaf -
Ohmoto, T., Ikuse, M., Natori, S. (1970). Triterpenoids of the Gramineae. Phytochemistry, 9, 2137 doi:10.1016/s0031-9422(00)85379-0
Papaver rhoeas L. subsp. rhoeas - -
Afifi, M.S., Hashem, F.M., Saad, H.A. (1995). A pharmacognostical study of certain Papaver species growing in egypt. part investigation of the lipid content. Bull Pharm Sci Assiut Univ, 18(2), 95-101 doi:10.21608/bfsa.1995.69697
Papaver rhoeas L. subsp. rhoeas leaf -
Hashem, F.M., Aflfl, M.S., Saad, H.A. (1980). A pharmacognostical study of certain Papaver sp. growing in egypt part 1: investigation of the lipid content. Egypt J Pharm Sci, 21, 21-32
Phragmites australis (Cav.) Trin. ex Steud. aerial parts -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
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 - -
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 - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
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
Sambucus nigra L. bark 379 ppm
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.
Sambucus nigra L. leaf -
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. leaf -
Kamil, M., Jain, N., Ilvas, M. (1992). Isolation and characterization of a new steroid from Setaria italica. Indian J Pharm Sci, 54(2), 83-85
Sorghum halepense (L.) Pers. leaf -
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.
Taraxacum F.H.Wigg. sect. Taraxacum flower -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Taraxacum F.H.Wigg. sect. Taraxacum root -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Teucrium chamaedrys L. subsp. chamaedrys - -
U.S. Department of Agriculture, Agricultural Research Service. Dr. Duke's Phytochemical and Ethnobotanical Databases. https://phytochem.nal.usda.gov/
Triticum aestivum L. subsp. aestivum seed -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Tussilago farfara L. leaf -
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
Vaccinium myrtillus L. leaf -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Vicia sativa L. leaf -
Sayed, M.D., Afifi, M.S., Hassan, M.A. (1980). A study of lipid content of the leaves, stems and seeds of Vicia sativa L., Vicia calcarata Desf. and Vicia faba L. (var. minor) growing in Egypt. Egypt J Pharm Sci, 21(1/2), 43-52
Vicia sativa L. seed -
Sayed, M.D., Afifi, M.S., Hassan, M.A. (1980). A study of lipid content of the leaves, stems and seeds of Vicia sativa L., Vicia calcarata Desf. and Vicia faba L. (var. minor) growing in Egypt. Egypt J Pharm Sci, 21(1/2), 43-52
Vicia sativa L. stem -
Sayed, M.D., Afifi, M.S., Hassan, M.A. (1980). A study of lipid content of the leaves, stems and seeds of Vicia sativa L., Vicia calcarata Desf. and Vicia faba L. (var. minor) growing in Egypt. Egypt J Pharm Sci, 21(1/2), 43-52
Vicia segetalis Thuill. leaf -
Sayed, M.D., Afifi, M.S., Hassan, M.A. (1980). A study of lipid content of the leaves, stems and seeds of Vicia sativa L., Vicia calcarata Desf. and Vicia faba L. (var. minor) growing in Egypt. Egypt J Pharm Sci, 21(1/2), 43-52
Vicia segetalis Thuill. seed -
Sayed, M.D., Afifi, M.S., Hassan, M.A. (1980). A study of lipid content of the leaves, stems and seeds of Vicia sativa L., Vicia calcarata Desf. and Vicia faba L. (var. minor) growing in Egypt. Egypt J Pharm Sci, 21(1/2), 43-52
Vicia segetalis Thuill. stem -
Sayed, M.D., Afifi, M.S., Hassan, M.A. (1980). A study of lipid content of the leaves, stems and seeds of Vicia sativa L., Vicia calcarata Desf. and Vicia faba L. (var. minor) growing in Egypt. Egypt J Pharm Sci, 21(1/2), 43-52