2D Structure

3D Structure

p-Cymene


Properties
PID PID00024
Mol. Weight 134.222 g/mol
LogP 3.73
Water solubility In water, 23.4 mg/L at 25 °C
Hydrogen Bond Donor 0
Hydrogen Bond Acceptor 0
Rotatable Bonds 1
XLogP3 4.1

p-Cymene

Identifiers
Formula C10H14
PubChem CID 7463
FEMA 2356
Flavor Profile Sweetish Aromatic Odor, Mild Pleasant Odor, When Pure, Has A Weak Citrus Odor
Smiles Cc1ccc(C(C)C)cc1
InChl Key HFPZCAJZSCWRBC-UHFFFAOYSA-N
InChl InChI=1S/C10H14/c1-8(2)10-6-4-9(3)5-7-10/h4-8H,1-3H3
CAS Registry Number 99-87-6
IUPAC Systematic Name 1-methyl-4-propan-2-ylbenzene

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
Black PepperHu Jiao (胡椒)Piperis FructusHot,PungentLarge Intestine, StomachView Graph
Bunge Pricklyash Equivalent plant: Zanthoxylum schHua Jiao (花椒)Zanthoxyli PericarpiumWarm,PungentSpleen, Stomach, Kidney, LungView 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
Grassleaved Sweetflag Equivalent plant: Acorus grShi Chang Pu(石菖蒲)Acori Tatarinowii RhizomaWarm, Bitter, PungentSpleen, Large Intestine, Stomach, Gallbladder, Three EndView Graph
Siebold Wildginger Equivalent plant: Asarum heteroXi Xin (细辛)Asari Radix Et RhizomaWarm, PungentLung, Spleen, StomachView 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
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
Incised Notopterygium Equivalent plant: NotopteryQiang Huo(羌活)Notopterygii Rhizoma Et RadixWarm, Bitter, PungentSpleen, Large Intestine, Stomach, Gallbladder, Three EndView Graph
Common Japanese Clubmoss Equivalent plant: LycopodShen Jin Cao(伸筋草)Lycopodii HerbaWarm, Bitter, PungentLarge Intestine, StomachView 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
Medicinal IndianmulberryBa Ji Tian(巴戟天)Morindae Officinalis RadixWarm, Pungent, SweetLung, Bladder, HeartView Graph
Common ColtsfootKuan Dong Hua(款冬花)Farfarae FlosWarm, Bitter, PungentLarge Intestine, StomachView Graph
Dahurian AngelicaBai Zhi(白芷)Angelicae Dahuricae RadixWarm, PungentLung, Spleen, StomachView Graph
Chinese Thorowax Equivalent plant: Bupleurum scorzChai Hu(柴胡)Bupleuri RadixMinor cold, Pungent, BitterLiver, Gallbladder, LungView Graph
Chinese Angelica Equivalent plant: PhlojodicarpusDang Gui (当归)Angelicae Sinensis RadixWarm,Pungent,SweetSpleen,Liver,HeartView Graph
bark of Officinal magnoliaHou Pu(厚朴)Magnoliae Officinalis CortexWarm, Pungent, BitterSpleen, LiverView Graph
Fineleaf SchizonepetaJing Jie (荆芥)Schizonepetae HerbaMinor Warm, PungentLung, LiverView Graph
Fortune Eupatorium Equivalent plant: Eupatorium fPei Lan(佩兰)Eupatorii HerbaNeural, PungentLung,Spleen,StomachView Graph
Zedoray RhizomeE Zhu (莪术)Curcumae RhizomaWarm, Pungent, BitterSpleen, LiverView Graph
TsaokoCao Guo (草果)Tsaoko FructusWarm, PungentLung, Spleen, StomachView Graph
Chinese Nardostachys Equivalent plant: NardostachyGan Song(甘松)Nardostachyos Radix Et RhizomaWarm, Pungent, SweetLung, Bladder, HeartView 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
Combined SpicebushWu Yao(乌药)Linderae RadixWarm, PungentLung, Spleen, StomachView Graph
Nutgrass GalingaleXiang Fu (香附)Cyperi RhizomaNeutral, Pungent, Slightly Sweet, Slightly BitterSpleen, Liver, Three EndView Graph
Seville Orange Young Fruit Equivalent plant: CitruZhi Shi(枳实)Aurantii Fructus ImmaturusCold, Sour, Bitter, PungentSpleen, StomachView Graph
Long PepperBi Ba (荜茇)Piperis Longi FructusHot,PungentLarge Intestine, StomachView Graph
Asiatic PennywortJi Xue Cao (积雪草)Centellae HerbaCold, Sweet, BitterLiver, Spleen, KidneyView Graph
Exocarpium Citri RubrumJu Hong (橘红)Citri Exocarpium RubrumWarm, Pungent, BitterSpleen, LiverView Graph
Galanga ResurrectionlilyShan Nai (山柰)Kaempferiae RhizomaWarm, Pungent,StomachView Graph
Sharpleaf GalangalYi Zhi (益智)Fritillariae Thunbergii BulbusWarm, Pungent,StomachView Graph
Common Ginger Dried RhizomeGan Jiang (干姜)Zingiberis RhizomaHot, PungentLung, Spleen, Stomach, Heart, KidneyView 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
Dryobalanops aromaticaBing Pian(冰片)BorneolMinor cold,Pungent,BitterLung,Spleen,HeartView Graph
Cassiabarktree TwigGui Zhi (桂枝)Cinnamomi RamulusWarm, Pungent, SweetLung, Bladder, HeartView Graph
Herba GlechomaeLian Qian Cao(连钱草)Longtube Ground Ivy HerbCold, Bitter, PungentBladder, Spleen, Liver,StomachView Graph
MyrrhMo Yao (没药)MyrrhaNeutral, Pungent, BitterSpleen, Liver, Heart, KidneyView Graph
Folium Viticis NegundoMu Jing Ye(牡荆叶)Hempleaf Negundo Chastetree LeafNeural, Bitter, PungentLungView Graph
Cnidium monnieriShe Chuang Zi(蛇床子)Common CnidiumWarm,Pungent,BitterLung,Spleen,LiverView Graph
Arisaema consanguineumTian Nan Xing(天南星)Reddish Jackinthepulpit Equivalent plant: PinelliWarm,Pungent,BitterLung,Spleen,LiverView Graph

Pharmacological action

p-Cymene is a natural aromatic hydrocarbon that occurs in the oils of many gymnospermic and angiospermic plants. p-Cymene (4-isopropyltoluene

or 1-isopropyl-4-methylbenzene) is a biological compound naturally present in the essential oils of Chenopodium ambrosioides L., oregano, thyme, and

other herbs.



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/P-Cymene

2 Kiskó G, Roller S. Carvacrol and p-cymene inactivate Escherichia coli O157: H7 in apple juice[J]. BMC microbiology, 2005, 5(1): 36.

3 Zhong W, Chi G, Jiang L, et al. p-Cymene modulates in vitro and in vivo cytokine production by inhibiting MAPK and NF-κB activation[J]. Inflammation, 2013, 36(3): 529-537.

4 Chen L, Zhao L, Zhang C, et al. Protective effect of p-cymene on lipopolysaccharide-induced acute lung injury in mice[J]. Inflammation, 2014, 37(2): 358-364.

5 Hegnauer R. Umbelliferae[M]//Chemotaxonomie der Pflanzen. Birkhäuser, Basel, 1990: 663-714.

6 Kjær A. Naturally derived isothiocyanates (mustard oils) and their parent glucosides[M]//Fortschritte der Chemie organischer Naturstoffe/Progress in the Chemistry of Organic Natural Products/Progrés Dans la Chimie des Substances Organiques Naturelles. Springer, Vienna, 1960: 122-176.

7 Cavalli J F, Tomi F, Bernardini A F, et al. Combined analysis of the essential oil of Chenopodium ambrosioides by GC, GC‐MS and 13C‐NMR spectroscopy: quantitative determination of ascaridole, a heat‐sensitive compound[J]. Phytochemical Analysis: An International Journal of Plant Chemical and Biochemical Techniques, 2004, 15(5): 275-279.

8 Khokra S L, Prakash O, Jain S, et al. Essential oil composition and antibacterial studies of Vitex negundo Linn. extracts[J]. Indian journal of pharmaceutical sciences, 2008, 70(4): 522.

9 Alma M H, Mavi A, Yildirim A, et al. Screening chemical composition and in vitro antioxidant and antimicrobial activities of the essential oils from Origanum syriacum L. growing in Turkey[J]. Biological and Pharmaceutical Bulletin, 2003, 26(12): 1725-1729.

10 Raza M, Alghasham A A, Alorainy M S, et al. Potentiation of valproate-induced anticonvulsant response by Nigella sativa seed constituents: the role of GABA receptors[J]. International journal of health sciences, 2008, 2(1): 15.