2D Structure

3D Structure

Linoleic Acid


Properties
PID PID00053
Mol. Weight 280.452 g/mol
LogP 7.05
Water solubility In water, 1.59 mg/L at 25 °C
Hydrogen Bond Donor 1
Hydrogen Bond Acceptor 2
Rotatable Bonds 14
XLogP3 6.8

Linoleic Acid

Identifiers
Formula C18H32O2
PubChem CID 5280450
FEMA 3380
Flavor Profile Dairy
Smiles CCCCC/C=C\C/C=C\CCCCCCCC(=O)O
InChl Key OYHQOLUKZRVURQ-HZJYTTRNSA-N
InChl InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9-
CAS Registry Number 60-33-3, 2197-37-7, 506-21-8, 80969-37-5, 8024-22-4
IUPAC Systematic Name (9Z,12Z)-octadeca-9,12-dienoic acid

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
Artemisia argyiAi Ye(艾叶)Argy Wormwood Leaf Equivalent plant: Artemisia monWarm,Pungent,BitterLung,Spleen,LiverView Graph
Croton tigliumBa Dou(巴豆)Pu rging CrotonHot,PungentLarge Intestine, StomachView Graph
Medicinal IndianmulberryBa Ji Tian(巴戟天)Morindae Officinalis RadixWarm, Pungent, SweetLung, Bladder, HeartView Graph
Rhizoma TyphoniiBai Fu Zi(白附子)rhizome of Giant TyphoniumWarm,Pungent,SweetSpleen,Liver,HeartView Graph
Dahurian AngelicaBai Zhi(白芷)Angelicae Dahuricae RadixWarm, PungentLung, Spleen, StomachView Graph
Mylabris phalerata, Mylabris cichoriiBan Mao(斑蝥)Blister BeetleWarm,PungentSpleen, Stomach, Kidney, LungView Graph
Ternate PinelliaBan Xia(半夏)Pinellia ternataWarm,PungentSpleen, Stomach, Kidney, LungView Graph
Wild MintBo He (薄荷)Menthae Haplocalycis HerbaCool, PungentLiver, LungView Graph
Piper cubebaBi Cheng Qie(荜澄茄)Cubeba PepperWarm, PungentLung, Spleen, StomachView Graph
Ricinus communisBi Ma Zi(蓖麻子)Castorbean SeedMild,Pungent,SweetLung,Stomach,HeartView 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
TsaokoCao Guo (草果)Tsaoko FructusWarm, PungentLung, Spleen, StomachView Graph
Chinese Thorowax Equivalent plant: Bupleurum scorzChai Hu(柴胡)Bupleuri RadixMinor cold, Pungent, BitterLiver, Gallbladder, LungView Graph
Aquilaria agallochaChen Xiang(沉香)Eaglewood Equivalent plant: Aquilaria sinensisWarm,Pungent,BitterLung,Spleen,LiverView Graph
Chuanxiong (Wallich Ligusticum) Equivalent plantChuan Xiong (川芎)Ligusticum chuanxiong HortWarm, PungentLung, Spleen, StomachView Graph
Eucommia ulmoidesDu Zhong Ye(杜仲叶)Eucommia LeafWarm,PungentSpleen, Stomach, Kidney, LungView Graph
Centipeda minimaE Bu Shi Cao(鹅不食草)Small CentipedaWarm,PungentSpleen, Stomach, Kidney, LungView Graph
Divaricate SaposhnikoviaFang Feng (防风)Saposhnikoviae RadixWarm, Pungent, SweetLung, Bladder, HeartView Graph
Fleshfingered CitronFo Shou (佛手)Citri Sarcodactylis FructusWarm, Pungent, Sour, BitterLung, Spleen, Stomach, Liver, KidneyView Graph
Aconitum carmichaeliFu Zi(附子)Prepared Common Monkshood Daughter Root EquivalentExtreme Hot,Pungent,SweetSpleen,Heart,KidneyView Graph
Chinese Nardostachys Equivalent plant: NardostachyGan Song(甘松)Nardostachyos Radix Et RhizomaWarm, Pungent, SweetLung, Bladder, HeartView Graph
Common Ginger Dried RhizomeGan Jiang (干姜)Zingiberis RhizomaHot, PungentLung, Spleen, Stomach, Heart, KidneyView Graph
Chinese Ligusticum Equivalent plant: Ligusticum jeGao Ben (藁本)Ligustici Rhizoma Et RadixWarm, PungentLung, Spleen, StomachView Graph
Cassiabarktree TwigGui Zhi (桂枝)Cinnamomi RamulusWarm, Pungent, SweetLung, Bladder, HeartView Graph
Fructus CarpesiiHe Shi(鹤虱)Common Carpesium FruitBitter, pungent, neutralSpleen,stomachView Graph
SafflowerHong Hua (红花)Carthami FlosWarm,PungentSpleen, Stomach, Kidney, LungView Graph
bark of Officinal magnoliaHou Pu(厚朴)Magnoliae Officinalis CortexWarm, Pungent, BitterSpleen, LiverView Graph
Brassica junceaJie Zi(芥子)India Mustard SeedWarm, PungentLung, Spleen, StomachView Graph
Tuber Onion SeedJiu Cai Zi (韭菜子)Allii Tuberosi SemenWarm, Sweet, PungentLiver, KidneyView Graph
Bush RedpepperLa Jiao (辣椒)Capsici FructusHot, PungentLung, Spleen, Stomach, Heart, KidneyView Graph
Garden Radish SeedLai Fu Zi(莱菔子)Raphani SemenNeural, Pungent,Lung, Spleen, StomachView Graph
Rhizoma Ahemones DaddeanaeLiang Tou Jian(两头尖)Radde Anemone RhizomeHot,PungentLarge Intestine, 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
Catclaw Buttercup RootMao Zhua Cao (猫爪草)Ranunculi Ternati RadixWarm, Pungent, SweetLung, Bladder, HeartView Graph
Common Aucklandia (Costustoot)Mu Xiang(木香)Aucklandiae RadixWarm, Bitter, PungentSpleen, Large Intestine, Stomach, Gallbladder, Three EndView Graph
Daucus carotaNan He Shi(南鹤虱)Wild Carrot FruitNeural, Bitter, PungentLungView Graph
Great Burdock FruitNiu Bang Zi(牛蒡子)Arctii FructusCold, Bitter, PungentBladder, Spleen, Liver,StomachView Graph
Euphorbia lathyrisQian Jin Zi(千金子)Caper Euphorbia SeedWarm,PungentSpleen, Stomach, Kidney, LungView 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
Cnidium monnieriShe Chuang Zi(蛇床子)Common CnidiumWarm,Pungent,BitterLung,Spleen,LiverView Graph
Bugbane Equivalent plant: Cimicifuga dahurica, CiSheng Ma(升麻)Cimicifugae RhizomaCold, Sweet, PungentLung, Spleen, Large Intestine, StomachView Graph
Fresh Common GingerSheng Jiang (生姜)Zingiber Rhizoma RecensWarm, PungentLung, Spleen, StomachView Graph
Oriental Sweetgum ResinSu He Xiang (苏合香)StyraxWarm, PungentLung, Spleen, StomachView Graph
Arisaema consanguineumTian Nan Xing(天南星)Reddish Jackinthepulpit Equivalent plant: PinelliWarm,Pungent,BitterLung,Spleen,LiverView Graph
Semen HyoscyamiTian Xian Zi(天仙子)Henbane SeedWarm,Pungent,BitterLung,Spleen,LiverView Graph
Lepidium apetalum [Syn. Lepidium micranthum ]Ting Li Zi(葶苈子)Pepperweed Seed Equivalent plant: Descurainia sopExtreme Cold,Pungent,BitterLung,BladderView Graph
Combined SpicebushWu Yao(乌药)Linderae RadixWarm, PungentLung, Spleen, StomachView Graph
Cacumen TamaricisXi He Liu(西河柳)Chinese Tamarisk TwigMild,Pungent,SweetLung,Stomach,HeartView Graph
Common SelfhealXia Ku Cao(夏枯草)Prunellae SpicaCold, Pungent, BitterLiver, Heart, LungView Graph
Periploca sepiumXiang Jia Pi(香加皮)Chinese Silkvine Root-barkMinor Warm,Pungent,BitterLiver,Heart,KidneyView Graph
Haichow ElsholtziaXiang Ru (香薷)Moslae HerbaMinor Warm,PungentLung, Spleen, StomachView Graph
Fennel FruitXiao Hui Xiang (小茴香)Foeniculi FructusWarm, PungentLung, Spleen, StomachView Graph
Allium macrostemonXie Bai(薤白)Longstamen Onion Equivalent plant: Allium chinenseWarm,Pungent,BitterLung,Spleen,LiverView Graph
Paniculate SwallowwortXu Chang Qing(徐长卿)Cynanchi Paniculati Radix Et RhizomaWarm, PungentLung, Spleen, StomachView Graph
Corydalis yanhusuo [Syn. Corydalis turtschaninovYan Hu Suo(延胡索)YanhusuoWarm,Pungent,BitterLung,Spleen,LiverView Graph
Aromatic TurmericYu Jin (郁金)Curcumae RadixCold, Pungent, BitterLiver, Heart, LungView Graph
Daphne genkwaYuan Hua(芫花)Lilac DaphneWarm,Pungent,BitterLung,Spleen,LiverView Graph
Seville Orange Young Fruit Equivalent plant: CitruZhi Shi(枳实)Aurantii Fructus ImmaturusCold, Sour, Bitter, PungentSpleen, StomachView Graph
Perilia FruitZi Su Zi (紫苏子)Perillae FructusWarm, PungentLung, Spleen, StomachView Graph
Clove TreeDing Xiang (丁香)Caryophylli FlosWarm,PungentSpleen, Stomach, Kidney, LungView Graph
Chinese ClematisWei Ling Xian (威灵仙)Clematidis Radix Et RhizomaWarm, Pungent, SaltyBladderView Graph
Corydalis yanhusuo [Syn. Corydalis turtschaninovYan Hu Suo(延胡索)YanhusuoWarm,Pungent,BitterLung,Spleen,LiverView Graph
Euphorbia lathyrisQian Jin Zi(千金子)Caper Euphorbia SeedWarm,PungentSpleen, Stomach, Kidney, LungView Graph
Croton tigliumBa Dou(巴豆)Pu rging CrotonHot,PungentLarge Intestine, StomachView Graph
Ternate PinelliaBan Xia(半夏)Pinellia ternataWarm,PungentSpleen, Stomach, Kidney, LungView Graph
Ricinus communisBi Ma Zi(蓖麻子)Castorbean SeedMild,Pungent,SweetLung,Stomach,HeartView Graph
Artemisia argyiAi Ye(艾叶)Argy Wormwood Leaf Equivalent plant: Artemisia monWarm,Pungent,BitterLung,Spleen,LiverView Graph
Fructus Xanthii sibiriciCang Er Zi(苍耳子)fruit of Siberian CockleblurWarm,Pungent,BitterLung,Spleen,LiverView Graph
Semen HyoscyamiTian Xian Zi(天仙子)Henbane SeedWarm,Pungent,BitterLung,Spleen,LiverView Graph

Pharmacological action

Linoleic acid is the main dietary form of n-6 essential fatty acids (EFA)and its lipid metabolites are known to mediate several infammatory pathways

in asthma. Linoleic acid (LA) (C18:2) has 18 carbon atoms in its chain, presenting with two C=C bonds, and is a member of a well-known series of n-6

PUFAs that is a precursor for arachidonic acid. Linoleic acid,

a poly-unsaturated fatty acid, is the major content of the sesame oil. Linoleic acid is now universally recognized to be an essential nutrient.

Linoleic acid present in rice and pulse may be readily available.

Linoleic acid (LA; 18:2 n-6), the most abundant polyunsaturated fatty acid in the US diet, is a precursor to oxidized metabolites that have unknown

roles in the brain.

linoleicacid(LA) playacriticalroleinthegrowthand development of in fants and young children.

Linoleic acid (LA) is known to activate G-protein coupled receptors and connexin hemichannels (Cx HCs).

Linoleic acid (LA) is the most abundant PUFA in mammals.The effect of linoleic acid (LA) on health is still controversial. LA is one of the two essential fatty

acids, which means dietary supplementation of LA is necessary for maintaining cell activity. LA might enhance the incidence of some types of cancers via

stimulation of epithelial cell proliferation.

Linoleic acid (LA) is the major fatty acid in occidental diets. It is an essential omega-6 polyunsaturated fatty acid (PUFA), which is able to be

converted to arachidonic acid(AA).

Linoleic acid is the most abundant fatty acid present in plasma, and oxidation products of linoleic acid have been demonstrated to be highly stable

in biological samples, making them suitable markers for studying lipid peroxidation.

Linoleic acid (LA) is an important dietary fatty acid and a major component in many HF diets or the lipids that have been used to induce apoA-IV production.



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

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60 https://en.wikipedia.org/wiki/Linoleic_acid