(-)-LOLIOLIDE
Drag to rotate, scroll to zoom
Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 100332
Name
(-)-LOLIOLIDE
Also reported as
LOLIOLID
IUPAC name
(6S,7aR)-6-hydroxy-4,4,7a-trimethyl-5,6,7,7a-tetrahydrobenzofuran-2(4H)-one
SMILES
C[C@@]12C[C@H](CC(C1=CC(=O)O2)(C)C)O
Molecular formula
C11H16O3
Molecular weight
196.25 g/mol
Monoisotopic mass
196.1099 Da
Chemical classification: NPClassifier (Kim et al., 2021)
| Plant | Plant part | Amount | Reference |
|---|---|---|---|
| Erigeron annuus (L.) Desf. | aerial parts | - |
Iijima, T., Yaoita, Y., Kikuchi, M. (2003). Constituents of Erigeron annuus, Erigeron philadelphicus and Erigeron sumatrensis. Natural Med, 57(2), 75
|
| Erigeron sumatrensis Retz. | aerial parts | - |
Iijima, T., Yaoita, Y., Kikuchi, M. (2003). Constituents of Erigeron annuus, Erigeron philadelphicus and Erigeron sumatrensis. Natural Med, 57(2), 75
|
| Euphorbia helioscopia L. subsp. helioscopia | - | - |
Lu, Z., Guan, S., Li, X., Chen, G., Zhang, J., Huang, H., Liu, X., Guo, D. (2008). Cytotoxic diterpenoids from Euphorbia helioscopia J Nat Prod, 71(5), 873-876
|
| Fumaria officinalis L. subsp. officinalis | - | - |
Pettit, G.R., Herald, C.L., Ode, R.H., Brown, P., Gust, D.J., Michel, C. (1980). Antineoplastic agents.69. the isolation of loliolide from an indian ocean opisthobranch mollusc. J Nat Prod, 43(6), 752-755 doi:10.1021/np50012a009
|
| Helminthotheca echioides (L.) Holub | aerial parts | - |
Marco, J.A., Sanz, J.F., Carda, M. (1992). Sesquiterpene lactones from Picris echioides. Phytochemistry, 31(6), 2163-2169 doi:10.1016/0031-9422(92)80390-z
|
| Lolium perenne L. | - | - |
Pettit, G.R., Herald, C.L., Ode, R.H., Brown, P., Gust, D.J., Michel, C. (1980). Antineoplastic agents.69. the isolation of loliolide from an indian ocean opisthobranch mollusc. J Nat Prod, 43(6), 752-755 doi:10.1021/np50012a009
|
| Lolium perenne L. | leaf | - |
Hodges, P.O.R.T.E. (1964). Structure of loliolide. terpene from Lolium perenne. Tetrahedron, 20(6), 1463-1467
|
| Lythrum salicaria 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 | - | - |
Kisiel, W. (1992). Loliolide from Picris hieraciodies L. subsp. hieracioides. Pol J Chem, 66(9), 1451-1459
|
| Plantago lanceolata L. | - | - |
Pettit, G.R., Herald, C.L., Ode, R.H., Brown, P., Gust, D.J., Michel, C. (1980). Antineoplastic agents.69. the isolation of loliolide from an indian ocean opisthobranch mollusc. J Nat Prod, 43(6), 752-755 doi:10.1021/np50012a009
|
| Plantago lanceolata L. | aerial parts | - |
Toth, G., Haznagy, A., Bula, E. (1976). Isolation and nmr-study of loliolid from Plantago lanceolata by means of a displacer. Pharmazie, 31, 51
|
| Plantago major L. | - | - |
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
|
| Securigera varia (L.) Lassen | root | - |
Opletal, L., Sovova, M., Filipova, P., Hanus, V., Heyrovsky, J. (1991). (-)-loliolide from Coronilla varia. Fitoterapia, 62(3), 285
|
| 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
|
| Veronica persica Poir. | leaf | - |
Sarker, S.D., Bright, C., Bartholomew, B., Watson, A.A., Nash, R.J. (2000). Calendin, tyrosol and two benzoic acid derivatives from Veronica persica (Scrophulariaceae). Biochem Syst Ecol, 28(8), 799-801 doi:10.1016/s0305-1978(99)00122-2
|