:Curzerene
{{Chembox
| Name =
| ImageFile = Curzerene.svg
| ImageSize = 150px
| ImageAlt =
| IUPACName = (6S)-6-Ethenyl-3,6-dimethyl-5-prop-1-en-2-yl-5,7-dihydro-4H-1-benzofuran
| OtherNames = Isogermafuren
Isofuranogermacrene
| SystematicName =
| Section1 = {{Chembox Identifiers
| CASNo =
| CASNo_Ref = {{cite web |title=KNApSAcK Metabolite Information - C00012040 |url=http://www.knapsackfamily.com/knapsack_core/information.php?word=C00012040 |website=www.knapsackfamily.com}}{{Cascite|changed|CAS}}
| ChemSpiderID = 4475318
| PubChem = 5316217
| 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
| InChIKey= HICAMHOOTMOHPA-AWKYBWMHSA-N
| SMILES = CC1=COC2=C1CC([C@](C2)(C)C=C)C(=C)C}}
| Section2 = {{Chembox Properties
| C=15 | H=20 | O=1
| Appearance =
| Density =
| MeltingPt = 65.3 °C
| MeltingPt_notes = estimated
| BoilingPt = 282.8±40.0 °C
| BoilingPt_notes = estimated
| Solubility = Poorly soluble in water
}}
| Section3 = {{Chembox Hazards
| MainHazards =
| FlashPt = 117.50 °C
| AutoignitionPt = }}
| Section4 =
| Section5 =
| Section6 =
}}
Curzerene is a volatile, aromatic terpenoid found in many herbs and spices, such as Curcuma zeodaria.{{Cite web|url=https://pubchem.ncbi.nlm.nih.gov/compound/572766|title=Curzerene|last=PubChem|website=pubchem.ncbi.nlm.nih.gov|language=en|access-date=2020-02-28}} It is a bioactive isolate of Caribbean corals{{cite journal|pmid=10928556|year=2000|last1=Roussis|first1=V|last2=Vagias|first2=C|last3=Tsitsimpikou|first3=C|last4=Diamantopoulou|first4=N|title=Chemical variability of the volatile metabolites from the Caribbean corals of the genus Gorgonia|volume=55|issue=5–6|pages=431–41|journal=Zeitschrift für Naturforschung C|doi=10.1515/znc-2000-5-620|s2cid=201281707|doi-access=free}} and is also found in myrrh.{{cite journal|doi=10.5507/bp.2005.001|pmid=16170385|title=Myrrh - Commiphora Chemistry|year=2005|last1=Hanus|first1=Lumir O.|last2=Rezanka|first2=Tomas|last3=Dembitsky|first3=Valery M.|last4=Moussaieff|first4=Arieh|journal=Biomedical Papers|volume=149|issue=1|pages=3–28|doi-access=free}} 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.{{Cite journal|last1=Ljaljević Grbić|first1=Milica|last2=Unković|first2=Nikola|last3=Dimkić|first3=Ivica|last4=Janaćković|first4=Peđa|last5=Gavrilović|first5=Milan|last6=Stanojević|first6=Olja|last7=Stupar|first7=Miloš|last8=Vujisić|first8=Ljubodrag|last9=Jelikić|first9=Aleksa|last10=Stanković|first10=Slaviša|last11=Vukojević|first11=Jelena|date=June 2018|title=Frankincense and myrrh essential oils and burn incense fume against micro-inhabitants of sacral ambients. Wisdom of the ancients?|journal=Journal of Ethnopharmacology|volume=219|pages=1–14|doi=10.1016/j.jep.2018.03.003|pmid=29530608|issn=0378-8741}} 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.{{Cite journal|last1=Tipton|first1=D.A.|last2=Hamman|first2=N.R.|last3=Dabbous|first3=M.Kh.|date=March 2006|title=Effect of myrrh oil on IL-1β stimulation of NF-κB activation and PGE2 production in human gingival fibroblasts and epithelial cells|journal=Toxicology in Vitro|volume=20|issue=2|pages=248–255|doi=10.1016/j.tiv.2005.07.004|pmid=16112536|issn=0887-2333}}
Curzerene represents 13.7% of the essential oil extracted from Smyrnium olusatrum, which has demonstrated significant antimicrobial activity in vitro.{{Cite journal|last1=Daroui-Mokaddem|first1=Habiba|last2=Kabouche|first2=Ahmed|last3=Bouacha|first3=Mabrouka|last4=Soumati|first4=Boudjemaa|last5=El-Azzouny|first5=Aida|last6=Bruneau|first6=Christian|last7=Kabouche|first7=Zahia|date=October 2010|title=GC/MS Analysis and Antimicrobial Activity of the Essential Oil of Fresh Leaves of Eucalytus Globulus, and Leaves and Stems of Smyrnium Olusatrum from Constantine (Algeria)|journal=Natural Product Communications|volume=5|issue=10|pages=1934578X1000501|doi=10.1177/1934578x1000501031|issn=1934-578X|doi-access=free}}