2D Structure
3D Structure
Properties | |
---|---|
PID | PID00011 |
Mol. Weight | 148.161 g/mol |
LogP | 2.13 |
Water solubility | 0.546 mg/m |
Hydrogen Bond Donor | 1 |
Hydrogen Bond Acceptor | 2 |
Rotatable Bonds | 2 |
XLogP3 | 2.1 |
Identifiers | |
---|---|
Formula | C9H8O2 |
PubChem CID | 444539 |
FEMA | 2288 |
Flavor Profile | None |
Smiles | O=C(O)/C=C/c1ccccc1 |
InChl Key | WBYWAXJHAXSJNI-VOTSOKGWSA-N |
InChl | InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+ |
CAS Registry Number | 140-10-3, 621-82-9 |
IUPAC Systematic Name | (E)-3-phenylprop-2-enoic 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/)
English Name | Pinyin Name (Chinese Name) | Latin Name | Properties in TCM | merdians | View Graph |
---|---|---|---|---|---|
Cassiabarktree Twig | Gui Zhi (桂枝) | Cinnamomi Ramulus | Warm, Pungent, Sweet | Lung, Bladder, Heart | View Graph |
Oriental Sweetgum Resin | Su He Xiang (苏合香) | Styrax | Warm, Pungent | Lung, Spleen, Stomach | View Graph |
Styrax benzoin | An Xi Xiang(安息香) | Sumatra Snowbell Equivalent plant: Styrax tonkinen | Mild,Pungent,Bitter | Spleen,Heart | View Graph |
Rhizoma Typhonii | Bai Fu Zi(白附子) | rhizome of Giant Typhonium | Warm,Pungent,Sweet | Spleen,Liver,Heart | View Graph |
Barbed Skullcap | Ban Zhi Lian(半枝莲) | Scutellariae Barbatae Herba | Cold, Bitter, Pungent | Bladder, Spleen, Liver,Stomach | View Graph |
Fineleaf Schizonepeta | Jing Jie (荆芥) | Schizonepetae Herba | Minor Warm, Pungent | Lung, Liver | View Graph |
Chinese Ephedra Equivalent plant: Ephedra equiseti | Ma Huang (麻黄) | Ephedrae Herba | Warm, Pungent, Slightly Bitter | Lung, Bladder | View Graph |
Common Goldenrod | Yi Zhi Huang Hua(一枝黄花) | Solidaginis Herba | Cool, Bitter, Pungent | Liver, Lung | View Graph |
Lesser Galangal | Gao Liang Jiang (高良姜) | Alpiniae Officinarum Rhizoma | Hot,Pungent | Large Intestine, Stomach | View Graph |
Cassiabarktree Twig | Gui Zhi (桂枝) | Cinnamomi Ramulus | Warm, Pungent, Sweet | Lung, Bladder, Heart | View Graph |
Safflower | Hong Hua (红花) | Carthami Flos | Warm,Pungent | Spleen, Stomach, Kidney, Lung | View Graph |
Fresh Common Ginger | Sheng Jiang(生姜 ) | Zingiber Rhizoma Recens | Warm, Pungent | Lung, Spleen, Stomach | View Graph |
Cassiabarktree | Rou Gui (肉桂) | Cinnamomi Cortex | Hot, Sweet, Pungent | Liver, Heart, Spleen, Kidney | View Graph |
Round Cardamon Fruit | Dou Kou (豆蔻) | Amomi Fructus Rotundus | Warm, Pungent, | Spleen, Lung, Stomach | View Graph |
Cinnamic Acid occurs naturally in a number of plants, Cinnamic acid has a honey-like odor; it and its more volatile ethyl ester (ethyl cinnamate) are flavor components in the essential oil of cinnamon, in which related cinnamaldehyde is the major constituent. Modern pharmacological studies have demonstrated thatAntimicrobial and demelanizing activity Cinnamic multiple functions, includingAcid antioxidants, antidiabetic active, inhibition of detritus feeding,hNK2 receptor antagonists, anti-hepatitis B virus, inhibit HIV/SARS-CoV S pseudovirus, anti-poliovirus type 1 (PV1) activity,Skin irritation, Skin sensitization. Meanwhile, cinnamic acid has been widely applied as a food additive with good safety.
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.
1 Vogt T. Phenylpropanoid biosynthesis[J]. Molecular plant, 2010, 3(1): 2-20.
2 Heleno S A, Ferreira I C F R, Esteves A P, et al. Antimicrobial and demelanizing activity of Ganoderma lucidum extract, p-hydroxybenzoic and cinnamic acids and their synthetic acetylated glucuronide methyl esters[J]. Food and chemical toxicology, 2013, 58: 95-100.
3 Li Y, Dai F, Jin X L, et al. An effective strategy to develop active cinnamic acid-directed antioxidants based on elongating the conjugated chains[J]. Food chemistry, 2014, 158: 41-47.
4 Kasetti R B, Nabi S A, Swapna S, et al. Cinnamic acid as one of the antidiabetic active principle (s) from the seeds of Syzygium alternifolium[J]. Food and chemical toxicology, 2012, 50(5): 1425-1431.
5 Valiela I, Koumjian L, Swain T, et al. Cinnamic acid inhibition of detritus feeding[J]. Nature, 1979, 280(5717): 55.
6 Porcelloni M, DAndrea P, Altamura M, et al. Cinnamic acids and mono-substituted benzoic acids as useful capping groups for the preparation of hNK 2 receptor antagonists[J]. Bioorganic & medicinal chemistry letters, 2008, 18(16): 4705-4707.
7 Wang L J, Geng C A, Ma Y B, et al. Design, synthesis, and molecular hybrids of caudatin and cinnamic acids as novel anti-hepatitis B virus agents[J]. European journal of medicinal chemistry, 2012, 54: 352-365.
8 Zhuang M, Jiang H, Suzuki Y, et al. Procyanidins and butanol extract of Cinnamomi Cortex inhibit SARS-CoV infection[J]. Antiviral research, 2009, 82(1): 73-81.
9 Galabov A S, Nikolaeva L, Todorova D, et al. Antiviral activity of cholesteryl esters of cinnamic acid derivatives[J]. Zeitschrift fr Naturforschung C, 1998, 53(9-10): 883-887.
10 Letizia C S, Cocchiara J, Lapczynski A, et al. Fragrance material review on cinnamic acid[J]. Food and Chemical Toxicology, 2005, 43(6): 925-943.