Euphol

Last updated
Euphol
Euphol.svg
Names
IUPAC name
(3S,5R,10S,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
Other names
Euphadienol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
PubChem CID
  • InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22+,25+,26+,28-,29+,30-/m1/s1
    Key: CAHGCLMLTWQZNJ-WZLOIPHISA-N
  • C[C@H](CCC=C(C)C)[C@@H]1CC[C@]2([C@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C
Properties
C30H50O
Molar mass 426.729 g·mol−1
Density g/cm3
Melting point 116 °C (241 °F; 389 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Euphol is a tetracyclic triterpene with the molecular formula C30H50O. [1]

Contents

Natural occurence

Euphol was isolated from cucumber and is an active principle of various plant species belonging to the Euphorbia genus. [2]

Uses

The compound is known for its potential hypotensive, anti-inflammatory, and antitumor activities. [3] [4] [5]

References

  1. ↑ Shaban, Aya Fadle; Abd El Kawy, Mostafa A.; Hamed, Ahmed Ragab; Salama, Abeer; El Motayam, Amira Kamal (1 June 2025). "Euphol: chemical and biological aspects: A review". Egyptian Journal of Chemistry. 68 (6): 705–726. doi:10.21608/ejchem.2024.322067.10466. ISSN   0449-2285 . Retrieved 22 July 2025.
  2. ↑ Silva, Viviane A. O.; Rosa, Marcela N.; Miranda-Gonçalves, Vera; Costa, Angela M.; Tansini, Aline; Evangelista, Adriane F.; Martinho, Olga; Carloni, Adriana C.; Jones, Chris; Lima, João Paulo; Pianowski, Luiz F.; Reis, Rui Manuel (April 2019). "Euphol, a tetracyclic triterpene, from Euphorbia tirucalli induces autophagy and sensitizes temozolomide cytotoxicity on glioblastoma cells". Investigational New Drugs. 37 (2): 223–237. doi:10.1007/s10637-018-0620-y. hdl:1822/57883. ISSN   1573-0646. PMID   29931585.
  3. ↑ Zhao, Maoyuan; Yang, Yi; Nian, Qing; Shen, Caifei; Xiao, Xiaolin; Liao, Wenhao; Zheng, Qiao; Zhang, Gang; Chen, Nianzhi; Gong, Daoyin; Tang, Jianyuan; Wen, Yueqiang; Zeng, Jinhao (1 February 2023). "Phytochemicals and mitochondria: Therapeutic allies against gastric cancer". Phytomedicine . 110 154608. doi:10.1016/j.phymed.2022.154608. ISSN   0944-7113. PMID   36586205 . Retrieved 22 July 2025.
  4. ↑ Singh, G. B.; Singh, Surjeet; Sharma, M. L.; Suri, O. P.; Chopra, C. L.; Ammon, H. P. T. (December 1989). "Hypotensive Activity of 8,24-Euphadien-3β-ol (Euphol)". Planta Medica . 55 (6): 498–500. Bibcode:1989PlMed..55..498S. doi:10.1055/s-2006-962079. ISSN   0032-0943. PMID   2616667 . Retrieved 22 July 2025.
  5. ↑ Cruz, L. S.; De Oliveira, T. L.; Kanunfre, C. C.; Paludo, K. S.; Minozzo, B. R.; Prestes, A. P.; Wang, M.; Fernandes, D.; Santos FAD; Manda, V. K.; Khan, S. I.; Ali, Z.; De Messias-Reason, I. J.; Avula, B.; Khan, I. A.; Beltrame, F. L. (2018). "Pharmacokinetics and cytotoxic study of euphol from Euphorbia umbellata (Bruyns) Pax latex". Phytomedicine. 47: 105–112. doi:10.1016/j.phymed.2018.04.055. PMID   30166094. S2CID   52132966.
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