2-coumaroylquinic acid: precursor of chlorogenic acid & metabolite of cinnamic acid in Cestrum Poep gii, a plant; RN in Chemline for (5beta)-isomer: 1899-30-5; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
5-p-coumaroylquinic acid : A cinnamate ester obtained by formal condensation of the carboxy group of 4-coumaric acid with the 5-hydroxy group of (-)-quinic acid. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]
trans-5-O-(4-coumaroyl)-D-quinic acid : The 5-O-(4-coumaroyl) derivative of (-)-quinic acid. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]
| Flora | Rank | Flora Definition | Family | Family Definition |
|---|---|---|---|---|
| Cestrum | genus | A plant genus of the family SOLANACEAE. Members contain steroidal saponins and cause CALCINOSIS in grazing livestock due to high levels of 1 ALPHA,25-DIHYDROXYVITAMIN D3.[MeSH] | Solanaceae | A plant family of the order SOLANALES, class MAGNOLIOPSIDA. Among the most noted are POTATOES; TOMATOES; CAPSICUM (green and red peppers); TOBACCO; and BELLADONNA.[MeSH] |
| ID Source | ID |
|---|---|
| PubMed CID | 6441280 |
| CHEMBL ID | 284243 |
| CHEBI ID | 15937 |
| CHEBI ID | 75500 |
| SCHEMBL ID | 10307372 |
| MeSH ID | M0050145 |
| Synonym |
|---|
| CHEBI:15937 , |
| (1s,3r,4r,5r)-1,3,4-trihydroxy-5-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyloxy]cyclohexanecarboxylic acid |
| trans-5-o-(4-coumaroyl)-d-quinic acid |
| p-coumaroyl quinic acid |
| o-coumaroylquinic acid |
| CHEMBL284243 |
| (1s,3r,4r,5r)-1,3,4-trihydroxy-5-[(e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxycyclohexane-1-carboxylic acid |
| cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-((3-(4-hydroxyphenyl)-1-oxo-2-propenyl)oxy)-, (1s-(1alpha,3alpha,4alpha,5beta))- |
| p-coumaroylquinic acid |
| 1899-30-5 |
| cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-((3-(4-hydroxyphenyl)-1-oxo-2-propenyl)oxy)-, (1s-(1alpha,3alpha,4alpha,5beta(e)))- |
| 2-coumaroylquinic acid |
| 5746-55-4 |
| unii-4c4bu5688g |
| 4c4bu5688g , |
| (1s,3r,4r,5r)-1,3,4-trihydroxy-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexanecarboxylic acid |
| 5-p-coumaroylquinic acid |
| CHEBI:75500 |
| SCHEMBL10307372 |
| 5-p-coumaroylquinic acid, (e)- |
| 5-p-coqa |
| cinnamic acid, p-hydroxy-, 5-ester with 1,3,4,5-tetrahydroxycyclohexanecarboxylic acid, (e)- |
| 5-p-trans-coumaroylquinic acid |
| trans-p-coumaric acid 5-o-d-quinate |
| 21600yp321 |
| cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-(((2e)-3-(4-hydroxyphenyl)-1-oxo-2-propenyl)oxy)-, (1s,3r,4r,5r)- |
| cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-((3-(4-hydroxyphenyl)-1-oxo-2-propenyl)oxy)-, (1s-(1.alpha.,3.alpha.,4.alpha.,5.beta.(e)))- |
| cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-(((2e)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl)oxy)-, (1s,3r,4r,5r)- |
| coumaroylquinic acid |
| Q27098307 |
| (1s,3r,4r,5r)-1,3,4-trihydroxy-5-(((e)-3-(4-hydroxyphenyl)acryloyl)oxy)cyclohexanecarboxylic acid |
| HY-N10543 |
| CS-0610713 |
| 5-o-(e)-p-coumaroylquinic acid |
| Class | Description |
|---|---|
| quinic acid | A cyclitol carboxylic acid. |
| [compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Pathway | Proteins | Compounds |
|---|---|---|
| Flavonoid Biosynthesis | 11 | 50 |
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID75271 | Inhibition glucose-6-phosphate hydrolysis in highly intact microsomal preparations obtained from livers of 20-h fasted rats. | 1997 | Journal of medicinal chemistry, Jan-17, Volume: 40, Issue:2 | Chlorogenic acid and synthetic chlorogenic acid derivatives: novel inhibitors of hepatic glucose-6-phosphate translocase. |
| AID311973 | Hepatoprotective activity against HBV in human HepG2.2.15 cells | 2007 | Bioorganic & medicinal chemistry letters, Dec-15, Volume: 17, Issue:24 | Isolation of quinic acid derivatives and flavonoids from the aerial parts of Lactuca indica L. and their hepatoprotective activity in vitro. |
| AID311974 | Antiviral activity against hepatitis B virus assessed as inhibition of viral particle production | 2007 | Bioorganic & medicinal chemistry letters, Dec-15, Volume: 17, Issue:24 | Isolation of quinic acid derivatives and flavonoids from the aerial parts of Lactuca indica L. and their hepatoprotective activity in vitro. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 1 (14.29) | 18.7374 |
| 1990's | 1 (14.29) | 18.2507 |
| 2000's | 1 (14.29) | 29.6817 |
| 2010's | 3 (42.86) | 24.3611 |
| 2020's | 1 (14.29) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.
| This Compound (12.91) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 0 (0.00%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 7 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||