2D Structure

3D Structure

Terpinolene


Properties
PID PID00022
Mol. Weight 136.238 g/mol
LogP 3.12
Water solubility In water, 9.5 mg/L at 25 °C
Hydrogen Bond Donor 0
Hydrogen Bond Acceptor 0
Rotatable Bonds 0
XLogP3-AA 2.8

Terpinolene

Identifiers
Formula C10H16
PubChem CID 11463
FEMA 3046
Flavor Profile Sweet, Pine Odor, Pine-Like Aroma, Somewhat Sweet, Citrus Flavor, Terpene Taste
Smiles CC1=CCC(=C(C)C)CC1
InChl Key MOYAFQVGZZPNRA-UHFFFAOYSA-N
InChl InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4H,5-7H2,1-3H3
CAS Registry Number 586-62-9
IUPAC Systematic Name 1-methyl-4-propan-2-ylidenecyclohexene

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
Common Ginger Dried RhizomeGan Jiang (干姜)Zingiberis RhizomaHot, PungentLung, Spleen, Stomach, Heart, KidneyView Graph
Common Aucklandia (Costustoot)Mu Xiang(木香)Aucklandiae RadixWarm, Bitter, PungentSpleen, Large Intestine, Stomach, Gallbladder, Three EndView Graph
Villous Amomum Equivalent plant: Amomum xanthioideSha Ren (砂仁)Amomi FructusWarm, PungentLung, Spleen, StomachView Graph
Siebold Wildginger Equivalent plant: Asarum heteroXi Xin (细辛)Asari Radix Et RhizomaWarm, PungentLung, Spleen, StomachView Graph
Siebold Wildginger Equivalent plant: Asarum heteroXi Xin (细辛)Asari Radix Et RhizomaWarm, PungentLung, Spleen, StomachView Graph
Lily Magnolia Buds Equivalent plant: Magnolia liliXin Yi (辛夷)Magnoliae FlosWarm, PungentLung, Spleen, StomachView Graph
Oriental Sweetgum ResinSu He Xiang (苏合香)StyraxWarm, PungentLung, Spleen, StomachView Graph
Wild MintBo He (薄荷)Menthae Haplocalycis HerbaCool, PungentLiver, LungView Graph
Chuanxiong (Wallich Ligusticum) Equivalent plantChuan Xiong (川芎)Ligusticum chuanxiong HortWarm, PungentLung, Spleen, StomachView Graph
Round Cardamon FruitDou Kou (豆蔻)Amomi Fructus RotundusWarm, Pungent,Spleen, Lung, StomachView Graph
Doubleteeth Pubescent Angelica Equivalent plant: HDu Huo (独活)Angelicae Pubescentis RadixWarm, Pungent, BitterSpleen, LiverView Graph
Divaricate SaposhnikoviaFang Feng (防风)Saposhnikoviae RadixWarm, Pungent, SweetLung, Bladder, HeartView Graph
Lesser GalangalGao Liang Jiang (高良姜)Alpiniae Officinarum RhizomaHot,PungentLarge Intestine, StomachView Graph
Chinese Ligusticum Equivalent plant: Ligusticum jeGao Ben (藁本)Ligustici Rhizoma Et RadixWarm, PungentLung, Spleen, StomachView Graph
Chinese Ephedra Equivalent plant: Ephedra equisetiMa Huang (麻黄)Ephedrae HerbaWarm, Pungent, Slightly BitterLung, BladderView Graph
Threeleaf Chastetree Fruit Equivalent plant: VitexMan Jing Zi (蔓荆子)Viticis FructusMinor cold, Pungent, BitterLiver, Gallbladder, LungView Graph
MyrrhMo Yao (没药)MyrrhaNeutral, Pungent, BitterSpleen, Liver, Heart, KidneyView Graph
Common Hogfennel Equivalent plant: Peucedanum praQian Hu (前胡)Peucedani RadixCold, Bitter, PungentBladder, Spleen, Liver,StomachView Graph
Incised Notopterygium Equivalent plant: NotopteryQiang Huo(羌活)Notopterygii Rhizoma Et RadixWarm, Bitter, PungentSpleen, Large Intestine, Stomach, Gallbladder, Three EndView Graph
Frankincense, OlibanumRu Xiang (乳香)OlibanumWarm,Bitter, PungentSpleen, LungView Graph
Fresh Common GingerSheng Jiang(生姜 )Zingiber Rhizoma RecensWarm, PungentLung, Spleen, StomachView 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
Aromatic TurmericYu Jin (郁金)Curcumae RadixCold, Pungent, BitterLiver, Heart, LungView Graph
Fleshfingered CitronFo Shou (佛手)Citri Sarcodactylis FructusWarm, Pungent, Sour, BitterLung, Spleen, Stomach, Liver, KidneyView Graph
Chinese Star AniseBa Jiao Hui Xiang (八角茴香)Anisi Stellati FructusWarm, PungentLung, Spleen, StomachView Graph
Fresh Common GingerSheng Jiang (生姜)Zingiber Rhizoma RecensWarm, PungentLung, Spleen, StomachView Graph
Illicium difengpiDi Feng Pi(地枫皮)Difengpi Anisetree Equivalent plant: Illicium majuWarm,Slightly Pungent,PunkeryBladder,KidneyView Graph

Pharmacological action

Terpinolene is a cyclic monoterpene compound found in some Labiatae herbs. The terpinenes are a group of isomeric hydrocarbons that are classified as

monoterpenes. γ-Terpinene and δ-terpinene (also known as terpinolene) have been isolated from a variety of plant sources. They are all colorless

liquids with a turpentine-like odor



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 https://en.wikipedia.org/wiki/Terpinene

2 Chadwick S S. Ullmann's encyclopedia of industrial chemistry[J]. Reference Services Review, 1988, 16(4): 31-34.

3 Ito K, Ito M. The sedative effect of inhaled terpinolene in mice and its structure–activity relationships[J]. Journal of natural medicines, 2013, 67(4): 833-837.

4 Russell M F, Southwell I A. Monoterpenoid accumulation in 1, 8-cineole, terpinolene and terpinen-4-ol chemotypes of Melaleuca alternifolia seedlings[J]. Phytochemistry, 2003, 62(5): 683-689.