2D Structure

3D Structure

Myrcene


Properties
PID PID00014
Mol. Weight 136.238 g/mol
LogP 1.82
Water solubility 0.000562 mol/L at 20 °C
Hydrogen Bond Donor 0
Hydrogen Bond Acceptor 0
Rotatable Bonds 4
XLogP3 4.3

Myrcene

Identifiers
Formula C10H16
PubChem CID 31253
FEMA 2762
Flavor Profile Sweet,Citrus, Terpene Odorpleasant, Anise, Peach, Grape, Fruity, Herbaceous, Sweet, Vanilla, Green, Winelike, Vegetable,Woody
Smiles C=CC(=C)CCC=C(C)C
InChl Key UAHWPYUMFXYFJY-UHFFFAOYSA-N
InChl InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,7H,1,4,6,8H2,2-3H3
CAS Registry Number 123-35-3
IUPAC Systematic Name 7-methyl-3-methylideneocta-1,6-diene

Organ Location Map/System Distribution of Pungent Flavor Compounds’ Targets


Note: Known Targets (Gene) from 6952 literatures, DrugBank (http://www.drugbank.ca/), STITCH (http://stitch.embl.de/), ChEMBL (https://www.ebi.ac.uk/chembl/), Therapeutic Target Database (http://bidd.nus.edu.sg/group/ttd/), and Comparative Toxicogenomics Database (CTD, http://ctdbase.org/)


Related Pungent TCM

English Name Pinyin Name (Chinese Name) Latin Name Properties in TCM merdians View Graph
Dahurian RhododendronMan Shan Hong (满山红)Rhododendri Daurici FoliumCold, Pungent, BitterLiver, Heart, LungView Graph
MyrrhMo Yao (没药)MyrrhaNeutral, Pungent, BitterSpleen, Liver, Heart, KidneyView Graph
Common Aucklandia (Costustoot)Mu Xiang(木香)Aucklandiae RadixWarm, Bitter, PungentSpleen, Large Intestine, Stomach, Gallbladder, Three EndView Graph
Fortune Eupatorium Equivalent plant: Eupatorium fPei Lan(佩兰)Eupatorii HerbaNeural, PungentLung,Spleen,StomachView Graph
rhizome of Obscured HomalomenaQian Nian Jian(千年健)Homalomenae RhizomaWarm, Bitter, PungentSpleen, Large Intestine, Stomach, Gallbladder, Three EndView Graph
Incised Notopterygium Equivalent plant: NotopteryQiang Huo(羌活)Notopterygii Rhizoma Et RadixWarm, Bitter, PungentSpleen, Large Intestine, Stomach, Gallbladder, Three EndView Graph
Celery WormwoodQing Hao(青蒿)Artemisiae Annuae HerbaCold, Bitter, PungentLiver, bladderView Graph
Green Tangerine PeelQing Pi (青皮)Citri Reticulatae Pericarpium VirideWarm, Pungent, BitterSpleen, LiverView Graph
CassiabarktreeRou Gui (肉桂)Cinnamomi CortexHot, Sweet, PungentLiver, Heart, Spleen, KidneyView Graph
Villous Amomum Equivalent plant: Amomum xanthioideSha Ren (砂仁)Amomi FructusWarm, PungentLung, Spleen, StomachView Graph
Fresh Common GingerSheng Jiang (生姜)Zingiber Rhizoma RecensWarm, PungentLung, Spleen, StomachView Graph
Grassleaved Sweetflag Equivalent plant: Acorus grShi Chang Pu(石菖蒲)Acori Tatarinowii RhizomaWarm, Bitter, PungentSpleen, Large Intestine, Stomach, Gallbladder, Three EndView Graph
Oriental Sweetgum ResinSu He Xiang (苏合香)StyraxWarm, PungentLung, Spleen, StomachView Graph
Combined SpicebushWu Yao(乌药)Linderae RadixWarm, PungentLung, Spleen, StomachView Graph
Siebold Wildginger Equivalent plant: Asarum heteroXi Xin (细辛)Asari Radix Et RhizomaWarm, PungentLung, Spleen, StomachView Graph
Common SelfhealXia Ku Cao(夏枯草)Prunellae SpicaCold, Pungent, BitterLiver, Heart, LungView Graph
Haichow ElsholtziaXiang Ru (香薷)Moslae HerbaMinor Warm,PungentLung, Spleen, StomachView Graph
Wilson CitronXiang Yuan(香橼)Citri FructusWarm, Pungent, Sour, Slightly BitterLung, Spleen, LiverView Graph
Fennel FruitXiao Hui Xiang (小茴香)Foeniculi FructusWarm, PungentLung, Spleen, StomachView Graph
Lily Magnolia Buds Equivalent plant: Magnolia liliXin Yi (辛夷)Magnoliae FlosWarm, PungentLung, Spleen, StomachView Graph
Common GoldenrodYi Zhi Huang Hua(一枝黄花)Solidaginis HerbaCool, Bitter, PungentLiver, LungView Graph
Apple MintYu Xian Cao(鱼腥草)Houttuyniae HerbaCold, PungentLungView Graph
Aromatic TurmericYu Jin (郁金)Curcumae RadixCold, Pungent, BitterLiver, Heart, LungView Graph
Seville Ora nge Unripe Fruit Equivalent plant: PoZhi Ke(枳壳)Aurantii FructusCold, Sour, Bitter, PungentSpleen, StomachView Graph
Seville Orange Young Fruit Equivalent plant: CitruZhi Shi(枳实)Aurantii Fructus ImmaturusCold, Sour, Bitter, PungentSpleen, StomachView Graph
Clove TreeDing Xiang (丁香)Caryophylli FlosWarm,PungentSpleen, Stomach, Kidney, LungView Graph
Chinese Star AniseBa Jiao Hui Xiang (八角茴香)Anisi Stellati FructusWarm, PungentLung, Spleen, StomachView Graph
Common Ginger Dried RhizomeGan Jiang (干姜)Zingiberis RhizomaHot, PungentLung, Spleen, Stomach, Heart, KidneyView Graph
Chuanxiong (Wallich Ligusticum) Equivalent plantChuan Xiong (川芎)Ligusticum chuanxiong HortWarm, PungentLung, Spleen, StomachView Graph
Dahurian AngelicaBai Zhi(白芷)Angelicae Dahuricae RadixWarm, PungentLung, Spleen, StomachView Graph
Illicium difengpiDi Feng Pi(地枫皮)Difengpi Anisetree Equivalent plant: Illicium majuWarm,Slightly Pungent,PunkeryBladder,KidneyView Graph
Chinese Angelica Equivalent plant: PhlojodicarpusDang Gui (当归)Angelicae Sinensis RadixWarm,Pungent,SweetSpleen,Liver,HeartView Graph
Divaricate SaposhnikoviaFang Feng (防风)Saposhnikoviae RadixWarm, Pungent, SweetLung, Bladder, HeartView Graph
Bunge Pricklyash Equivalent plant: Zanthoxylum schHua Jiao (花椒)Zanthoxyli PericarpiumWarm,PungentSpleen, Stomach, Kidney, LungView Graph
Round Cardamon FruitDou Kou (豆蔻)Amomi Fructus RotundusWarm, Pungent,Spleen, Lung, StomachView Graph
Hypericum perforatum L.Guan Ye Jin Si Tiao(贯叶金丝桃)Hyperici Perforati HerbaCold, PungentLungView Graph
Fineleaf SchizonepetaJing Jie (荆芥)Schizonepetae HerbaMinor Warm, PungentLung, LiverView Graph
Herba SchizonepetaeJing Jie Sui (荆芥穗)Schizonepetae SpicaWarm, PungentLung, Spleen, StomachView Graph
Long PepperBi Ba (荜茇)Piperis Longi FructusHot,PungentLarge Intestine, StomachView Graph
Piper cubebaBi Cheng Qie(荜澄茄)Cubeba PepperWarm, PungentLung, Spleen, StomachView Graph
Black PepperHu Jiao (胡椒)Piperis FructusHot,PungentLarge Intestine, StomachView Graph
Cassiabarktree TwigGui Zhi (桂枝)Cinnamomi RamulusWarm, Pungent, SweetLung, Bladder, HeartView Graph
Lesser GalangalGao Liang Jiang (高良姜)Alpiniae Officinarum RhizomaHot,PungentLarge Intestine, StomachView Graph
Wild MintBo He (薄荷)Menthae Haplocalycis HerbaCool, PungentLiver, LungView Graph
Chinese Ligusticum Equivalent plant: Ligusticum jeGao Ben (藁本)Ligustici Rhizoma Et RadixWarm, PungentLung, Spleen, StomachView Graph
Common GoldenrodYi Zhi Huang Hua(一枝黄花)Solidaginis HerbaCool, Bitter, PungentLiver, LungView Graph
Dryobalanops aromaticaBing Pian(冰片)BorneolMinor cold,Pungent,BitterLung,Spleen,HeartView Graph
Aquilaria agallochaChen Xiang(沉香)Eaglewood Equivalent plant: Aquilaria sinensisWarm,Pungent,BitterLung,Spleen,LiverView Graph
Wilson CitronXiang Yuan(香橼)Citri FructusWarm, Pungent, Sour, Slightly BitterLung, Spleen, LiverView Graph
Zedoray RhizomeE Zhu (莪术)Curcumae RhizomaWarm, Pungent, BitterSpleen, LiverView Graph
Artemisia argyiAi Ye(艾叶)Argy Wormwood Leaf Equivalent plant: Artemisia monWarm,Pungent,BitterLung,Spleen,LiverView Graph
BetenutpalmBing Lang (槟榔)Arecae SemenWarm, Bitter, PungentLarge Intestine, StomachView Graph
Fructus Xanthii sibiriciCang Er Zi(苍耳子)fruit of Siberian CockleblurWarm,Pungent,BitterLung,Spleen,LiverView Graph
Chinese Thorowax Equivalent plant: Bupleurum scorzChai Hu(柴胡)Bupleuri RadixMinor cold, Pungent, BitterLiver, Gallbladder, LungView Graph
Dichroa febrifugaChang Shan(常山)Antifebrile DichroaCold,Pungent,BitterLung,Liver,HeartView Graph
Doubleteeth Pubescent Angelica Equivalent plant: HDu Huo (独活)Angelicae Pubescentis RadixWarm, Pungent, BitterSpleen, LiverView Graph
bark of Officinal magnoliaHou Pu(厚朴)Magnoliae Officinalis CortexWarm, Pungent, BitterSpleen, LiverView Graph
Exocarpium Citri RubrumJu Hong (橘红)Citri Exocarpium RubrumWarm, Pungent, BitterSpleen, LiverView Graph
Chinese Ephedra Equivalent plant: Ephedra equisetiMa Huang (麻黄)Ephedrae HerbaWarm, Pungent, Slightly BitterLung, BladderView Graph
Folium Viticis NegundoMu Jing Ye(牡荆叶)Hempleaf Negundo Chastetree LeafNeural, Bitter, PungentLungView Graph
Daucus carotaNan He Shi(南鹤虱)Wild Carrot FruitNeural, Bitter, PungentLungView Graph
Cnidium monnieriShe Chuang Zi(蛇床子)Common CnidiumWarm,Pungent,BitterLung,Spleen,LiverView Graph
Evodia rutaecarpaWu Zhu Yu(吴茱萸)Medicinal Evodia Equivalent plant: Evodia rutaecarPungent, bitter, hotLiver, spleen,stomachView Graph
Lycopus lucidusZe Lan(泽兰)Shiny BugleweedBitter, pungent,slightly warmLiver,spleenView Graph
Dryobalanops aromaticaBing Pian(冰片)BorneolMinor cold,Pungent,BitterLung,Spleen,HeartView Graph
Zedoray RhizomeE Zhu (莪术)Curcumae RhizomaWarm, Pungent, BitterSpleen, LiverView Graph

Pharmacological action

Myrcene, or β-myrcene, is an olefinic natural organic hydrocarbon. It is more precisely classified as a monoterpene. Myrcene is also amajor constituent in lemongrass and bay oils.

Myrcene is an important intermediate used in the perfumery industry. It has a pleasant odor but is rarely used directly.

Myrcene is the most important starting material for olefinic scents, especially for the top-selling menthol and the alcohols nerol/geraniol and linalool.



Note: Click anywhere in the blank, you can drag the whole dynamic diagram. Click on a node, you can drag his location to see it more clearly. The blue circle represents pharmacology, toxicology, or daily use. Orange hexagon represents the pungent compounds.

References

1 Davidovich-Rikanati R, Sitrit Y, Tadmor Y, et al. Enrichment of tomato flavor by diversion of the early plastidial terpenoid pathway[J]. Nature biotechnology, 2007, 25(8): 899.

2 Behr A, Johnen L. Myrcene as a natural base chemical in sustainable chemistry: a critical review[J]. ChemSusChem: Chemistry & Sustainability Energy & Materials, 2009, 2(12): 1072-1095.

3 Ciftci O, Oztanir M N, Cetin A. Neuroprotective effects of -myrcene following global cerebral ischemia/reperfusion-mediated oxidative and neuronal damage in a C57BL/J6 mouse[J]. Neurochemical research, 2014, 39(9): 1717-1723.

4 Raghavan S, Manogaran P, Kuppuswami B K, et al. Synthesis and anticancer activity of chalcones derived from vanillin and isovanillin[J]. Medicinal Chemistry Research, 2015, 24(12): 4157-4165.

5 Park S H, Sim Y B, Choi S M, et al. Antinociceptive profiles and mechanisms of orally administered vanillin in the mice[J]. Archives of pharmacal research, 2009, 32(11): 1643.