3-FRIEDELANONE

Structure

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

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 91472

Names and identifiers

Name

3-FRIEDELANONE

Also reported as

FRIEDELIN

IUPAC name

(4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS)-4,4a,6b,8a,11,11,12b,14a-octamethylicosahydropicen-3(2H)-one

SMILES

C1[C@@H]2[C@@]([C@H](C(C1)=O)C)(CC[C@H]3[C@]2(CC[C@@]4([C@@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C)C)C)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
Artemisia annua L. root -
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.
Arundo donax L. leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Cynodon dactylon (L.) Pers. aerial parts -
Ohmoto, T., Ikuse, M., Natori, S. (1970). Triterpenoids of the Gramineae. Phytochemistry, 9, 2137 doi:10.1016/s0031-9422(00)85379-0
Dittrichia viscosa (L.) Greuter subsp. viscosa root -
Grande, M., Bellido, I.S., Torres, P., Piera, R.F. (1992). 9-hydroxynerolidol esters and bicyclic sesquiterpenoids from Dittrichia viscosa. J Nat Prod, 55(8), 1074-1079 doi:10.1021/np50086a007
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
Humulus lupulus L. stem -
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., Ikuse, M., Natori, S. (1970). Triterpenoids of the Gramineae. Phytochemistry, 9, 2137 doi:10.1016/s0031-9422(00)85379-0
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
Pentanema salicinum (L.) D.Gut.Larr., Santos-Vicente, Anderb., E.Rico & M.M.Mart.Ort. root -
Anthonsen, T., Kjoesen, B. (1971). New thymol derivatives from Inula salicina. Acta Chem Scand, 25, 390 doi:10.3891/acta.chem.scand.25-0390
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
Pyrus communis L. subsp. pyraster (L.) Ehrh. fruit -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Quercus pubescens Willd. subsp. pubescens bark -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Quercus robur L. subsp. robur bark -
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
Viola odorata L. leaf 160 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.