2D Structure

3D Structure

Naphthalene


Properties
PID PID00027
Mol. Weight 128.174 g/mol
LogP 2.96
Water solubility In water, 31 mg/L at 25 °C
Hydrogen Bond Donor 0
Hydrogen Bond Acceptor 0
Rotatable Bonds 0
XLogP3 3.3

Naphthalene

Identifiers
Formula C10H8
PubChem CID 931
FEMA /
Flavor Profile Aromatic Odor, Odor Of Mothballs, Characteritic Odor (Plates)
Smiles c1ccc2ccccc2c1
InChl Key UFWIBTONFRDIAS-UHFFFAOYSA-N
InChl InChI=1S/C10H8/c1-2-6-10-8-4-3-7-9(10)5-1/h1-8H
CAS Registry Number 91-20-3
IUPAC Systematic Name naphthalene

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
Chinese Thorowax Equivalent plant: Bupleurum scorzChai Hu(柴胡)Bupleuri RadixMinor cold, Pungent, BitterLiver, Gallbladder, LungView Graph
Clove TreeDing Xiang (丁香)Caryophylli FlosWarm,PungentSpleen, Stomach, Kidney, LungView Graph
Divaricate SaposhnikoviaFang Feng (防风)Saposhnikoviae RadixWarm, Pungent, SweetLung, Bladder, HeartView Graph
Cassiabarktree TwigGui Zhi (桂枝)Cinnamomi RamulusWarm, Pungent, SweetLung, Bladder, HeartView Graph
Wild Buckwheat RhizomeJin Qiao Mai(金荞麦)Fagopyri Dibotryis RhizomaCool, Pungent, AstringentLungView Graph
Chinese Ephedra Equivalent plant: Ephedra equisetiMa Huang (麻黄)Ephedrae HerbaWarm, Pungent, Slightly BitterLung, BladderView Graph
Dahurian RhododendronMan Shan Hong (满山红)Rhododendri Daurici FoliumCold, Pungent, BitterLiver, Heart, LungView Graph
Catclaw Buttercup RootMao Zhua Cao (猫爪草)Ranunculi Ternati RadixWarm, Pungent, SweetLung, Bladder, HeartView Graph
Common Japanese Clubmoss Equivalent plant: LycopodShen Jin Cao(伸筋草)Lycopodii HerbaWarm, Bitter, PungentLarge Intestine, 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
Pericarpium ArecaeDa Fu Pi(大腹皮)pericarp of BetelnutpalmMinor Warm,PungentLung, Spleen, StomachView 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
Alpinia katsumadaiCao Dou Kou(草豆蔻)Katsumada GalangalWarm,PungentSpleen, Stomach, Kidney, LungView Graph
Chinese ClematisWei Ling Xian (威灵仙)Clematidis Radix Et RhizomaWarm, Pungent, SaltyBladderView Graph
Haichow ElsholtziaXiang Ru (香薷)Moslae HerbaMinor Warm,PungentLung, Spleen, StomachView Graph
Styrax benzoinAn Xi Xiang(安息香)Sumatra Snowbell Equivalent plant: Styrax tonkinenMild,Pungent,BitterSpleen,HeartView Graph

Pharmacological action

Naphthalene is an organic compound with formula C10H8. It is the simplest polycyclic aromatic hydrocarbon. As an aromatic hydrocarbon, naphthalene's

structure consists of a fused pair of benzene rings. It is best known as the main ingredient of traditional mothballs. Naphthalene has been used as a

household fumigant. It is used in pyrotechnic special effects such as the generation of black smoke and simulated explosions.[citation needed] It is

used to create artificial pores in the manufacture of high-porosity grinding wheels. In the past, naphthalene was administered orally to kill parasitic

worms in livestock. Naphthalene and its alkyl homologs are the major constituents of creosote. Naphthalene is used in engineering to study heat transfer

using mass sublimation. However, Exposure to large amounts of naphthalene may cause confusion, nausea, vomiting, diarrhea, blood in the urine, and

jaundice (yellow coloration of the skin due to dysfunction of the liver).



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 Germansky M, Jamall I S. Organ-specific effects of naphthalene on tissue peroxidation, glutathione peroxidases and superoxide dismutase in the rat[J]. Archives of toxicology, 1988, 61(6): 480-483.

2 Germansky M, Jamall I S. Organ-specific effects of naphthalene on tissue peroxidation, glutathione peroxidases and superoxide dismutase in the rat[J]. Archives of toxicology, 1988, 61(6): 480-483.

3 Schmeltz I, Tosk J, Hoffmann D. Formation and determination of naphthalenes in cigarette smoke[J]. Analytical chemistry, 1976, 48(4): 645-650.

4 RAW Johnstone, PM Quan. Naphthalenes in Cigarette Smoke[J]. Nature, 1963 , 199 (4899) :1184

5 https://en.wikipedia.org/wiki/Naphthalene

6 https://medlineplus.gov/ency/article/002477.htm