Tirucallol

Tirucallol
	Skeletal formula
Names
	Preferred IUPAC name (3β)-Dammara-7,24-dien-3-ol
Identifiers
CAS Number	514-46-5 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:175463;
ChemSpider	91501;
PubChem CID	101257;
CompTox Dashboard (EPA)	DTXSID001317294 ;
	InChI 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+/m0/s1 Key: CAHGCLMLTWQZNJ-HGKXYCPESA-N;
	SMILES 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
Chemical formula	C30H50O
Molar mass	426.72 g/mol
Appearance	White to off-white solid
Density	~1.0 g/cm3 (estimated)
Solubility in water	Practically insoluble in water; soluble in ethanol, DMSO
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Not extensively studied; handle as potentially bioactive
Flash point	Not applicable
Autoignition; temperature	Not applicable
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). (what is ?) Infobox references

Tirucallol is a natural product which is encountered in some plants. Chemicallym it is a tetracyclic triterpenoid alcohol which is found in the latex of species Euphorbia lactea and the resin of Pistacia lentiscus (known as mastic tree). It is under investigation for its anti-inflammatory and antioxidant properties.

Structure and properties

This compound is a tetracyclic triterpenoid alcohol which has a hydroxyl group in the 3β-position. It is actually produced in plants through the mevalonate pathway, which is involved in the formation of squalene, as well as in other triterpenes.

Some of the biological activities of tirucallol include those: anti-inflammatory effects, and effects on endothelial cells.

Applications

Pharmaceutical research has shown its anti-inflammatory activity that can be useful in the development of new treatments. In addition, nutraceutical research has shown that as a mastic gum, can contribute to some of biological effects.

References

↑ "Tirucallol". PubChem. Retrieved 2025-05-23.
↑ Fernandez-Arche, A. (2010). "Topical anti-inflammatory effect of tirucallol, a triterpene isolated from Euphorbia lactea latex". Phytomedicine. 17 (2): 146–148. doi:10.1016/j.phymed.2009.05.009. PMID 19577446.
↑ Loizou, S. (2009). "Chios Mastic Gum Extract and Isolated Phytosterol Tirucallol Exhibit Anti-Inflammatory Activity in Human Aortic Endothelial Cells". Experimental Biology and Medicine. 234 (5): 553–561. doi:10.3181/0811-RM-338. PMID 19234052.
↑ Fernandez-Arche, A. (2010). "Topical anti-inflammatory effect of tirucallol, a triterpene isolated from Euphorbia lactea latex". Phytomedicine. 17 (2): 146–148. doi:10.1016/j.phymed.2009.05.009. PMID 19577446.
↑ Loizou, S. (2009). "Chios Mastic Gum Extract and Isolated Phytosterol Tirucallol Exhibit Anti-Inflammatory Activity in Human Aortic Endothelial Cells". Experimental Biology and Medicine. 234 (5): 553–561. doi:10.3181/0811-RM-338. PMID 19234052.

[1] "Tirucallol". PubChem. Retrieved 2025-05-23.

[2] Fernandez-Arche, A. (2010). "Topical anti-inflammatory effect of tirucallol, a triterpene isolated from Euphorbia lactea latex". Phytomedicine. 17 (2): 146–148. doi:10.1016/j.phymed.2009.05.009. PMID 19577446.

[3] Loizou, S. (2009). "Chios Mastic Gum Extract and Isolated Phytosterol Tirucallol Exhibit Anti-Inflammatory Activity in Human Aortic Endothelial Cells". Experimental Biology and Medicine. 234 (5): 553–561. doi:10.3181/0811-RM-338. PMID 19234052.

[4] Fernandez-Arche, A. (2010). "Topical anti-inflammatory effect of tirucallol, a triterpene isolated from Euphorbia lactea latex". Phytomedicine. 17 (2): 146–148. doi:10.1016/j.phymed.2009.05.009. PMID 19577446.

[5] Loizou, S. (2009). "Chios Mastic Gum Extract and Isolated Phytosterol Tirucallol Exhibit Anti-Inflammatory Activity in Human Aortic Endothelial Cells". Experimental Biology and Medicine. 234 (5): 553–561. doi:10.3181/0811-RM-338. PMID 19234052.