Curzerene

Curzerene is a volatile, aromatic terpenoid found in many herbs and spices, such as Curcuma zeodaria.^[1] It is a bioactive isolate of Caribbean corals^[2] and is also found in myrrh.^[3] More specifically it has been found to make up a significant portion - 12.97% - of the smoke produced from burning Commiphora myrrha oleo gum resin.^[4] It is also a major component of myrrh oil, which has been shown in vitro to possess anti-inflammatory properties at sub-toxic by inhibiting the production of the inflammatory cytokine IL-6 by human gingival fibroblasts. Anecdotal evidence exists to support the anti-inflammatory effect of myrrh oil.^[5]

Quick facts Names, Identifiers ...

Curzerene

Names
IUPAC name (6S)-6-Ethenyl-3,6-dimethyl-5-prop-1-en-2-yl-5,7-dihydro-4H-1-benzofuran
Other names Isogermafuren Isofuranogermacrene
Identifiers
3D model (JSmol)	Interactive image
ChemSpider	4475318
PubChem CID	5316217
InChI InChI=1S/C15H20O/c1-6-15(5)8-14-12(11(4)9-16-14)7-13(15)10(2)3/h6,9,13H,1-2,7-8H2,3-5H3/t13?,15-/m1/s1 Key: HICAMHOOTMOHPA-AWKYBWMHSA-N
SMILES CC1=COC2=C1CC([C@](C2)(C)C=C)C(=C)C
Properties
Chemical formula	C15H20O
Molar mass	216.324 g·mol−1
Melting point	65.3 °C estimated
Boiling point	282.8±40.0 °C estimated
Solubility in water	Poorly soluble in water
Hazards
Flash point	117.50 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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Curzerene represents 13.7% of the essential oil extracted from Smyrnium olusatrum, which has demonstrated significant antimicrobial activity in vitro.^[6]