EUPHORNIN A

Structure

2D structure of EUPHORNIN A
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 101831568

Names and identifiers

Name

EUPHORNIN A

IUPAC name

(1S,2S,3aR,4S,5S,6Z,9R,11R,12Z,13aS)-1-(benzoyloxy)-3a,11-dihydroxy-2,5,8,8,12-pentamethyl-2,3,3a,4,5,8,9,10,11,13a-decahydro-1H-cyclopenta[12]annulene-4,9-diyl diacetate

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)O)/C)O

General information

Molecular formula

C31H42O8

Molecular weight

542.67 g/mol

Monoisotopic mass

542.2880 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