LUPENONE

Structure

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

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 92158

Names and identifiers

Name

LUPENONE

IUPAC name

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

SMILES

CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CCC(=O)C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)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
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. - -
Oksuz, S., Gil, R.R., Chai, H.B., Pezzuto, J.M., Cordell, G.A., Ulubelen, A. (1994). Biologically active compounds from the Euphorbiaceae; 2. two triterpenoids of Euphorbia cyparissias. Planta Med, 60(6), 594-596 doi:10.1055/s-2006-959586
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
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