EUPHORNIN

Structure

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

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 14489120

Names and identifiers

Name

EUPHORNIN

IUPAC name

(1S,2S,3aR,4S,5S,6E,9R,11R,12E,13aS)-1-(benzoyloxy)-3a-hydroxy-2,5,8,8,12-pentamethyl-2,3,3a,4,5,8,9,10,11,13a-decahydro-1H-cyclopenta[12]annulene-4,9,11-triyl triacetate

SMILES

C[C@H]1C[C@]2([C@H]([C@H]1OC(=O)C3=CC=CC=C3)/C=C(/[C@@H](C[C@H](C(/C=C/[C@@H]([C@@H]2OC(=O)C)C)(C)C)OC(=O)C)OC(=O)C)\C)O

General information

Molecular formula

C33H44O9

Molecular weight

584.71 g/mol

Monoisotopic mass

584.2985 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

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

Plants with the compound

Plant Plant part Amount Reference
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
Euphorbia helioscopia L. subsp. helioscopia leaf -
Shizuri, Y., Kosemura, S., Ohtsuka, J., Terada, Y., Yamamura, S., Ohba, S., Ito, M., Saito, Y. (1984). Structural and conformational studies on euphornin and related diterpenes. Tetrahedron Lett, 25(11), 1155-1158 doi:10.1016/s0040-4039(01)91548-5
Euphorbia helioscopia L. subsp. helioscopia leaf -
Yamamura, S., Shizuri, Y., Kosemura, S., Ohtsuka, J., Tayama, T., Ohba, S., Ito, M., Saito, Y., Terada, Y. (1989). Diterpenes from Euphorbia helioscopia. Phytochemistry, 28(12), 3421-3436 doi:10.1016/0031-9422(89)80360-7