Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C7H12O6 |
Molecular Weight | 192.1666 |
Optical Activity | ( - ) |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@@H]1C[C@@](O)(C[C@@H](O)[C@H]1O)C(O)=O
InChI
InChIKey=AAWZDTNXLSGCEK-WYWMIBKRSA-N
InChI=1S/C7H12O6/c8-3-1-7(13,6(11)12)2-4(9)5(3)10/h3-5,8-10,13H,1-2H2,(H,11,12)/t3-,4-,5-,7+/m1/s1
Quinic acid is an acid obtained from cinchona bark, coffee beans, tobacco leaves, carrot leaves, apples, etc. For over 50 years, hippuric/quinic acids were believed to have no biological efficacy, but in 2009th these components were identified as major dietary components, and not simply originating from environmental pollution as previously had been thought. Quinic acid has been shown to possess radioprotection, anti-neuroinflammatory, and anti-oxidant activities. It also inhibits the TNF-α-stimulated induction of vascular cell adhesion molecule-1 (VCAM-1) by inhibiting the MAP kinase and NF-κB signaling pathways, which may explain the ability of QA to inhibit vascular inflammation such as atherosclerosis.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: map04010 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29032340 |
|||
Target ID: map04064 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29032340 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18844285
hippuric/quinic acids were identified as major dietary components, and not simply originating from environmental pollution as previously had been thought.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/29032340
Quinic acid (QA) inhibits the TNF-α-stimulated induction of vascular cell adhesion molecule-1 (VCAM-1) in VSMC by inhibiting the MAP kinase and NF-κB signaling pathways and the adhesion capacity of VSMC, which may explain the ability of QA to inhibit vascular inflammation such as atherosclerosis. Pre-incubation of MOVAS cells, the mouse vascular smooth muscle cell line for 2h with QA (0.1, 1 and 10 μg/mL) dose-dependently inhibits TNF-α-induced mRNA and protein expression of VCAM-1 and monocyte adhesion.
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
DSLD |
227 (Number of products:2)
Created by
admin on Mon Mar 31 17:34:23 GMT 2025 , Edited by admin on Mon Mar 31 17:34:23 GMT 2025
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
1594506
Created by
admin on Mon Mar 31 17:34:23 GMT 2025 , Edited by admin on Mon Mar 31 17:34:23 GMT 2025
|
PRIMARY | |||
|
201-072-8
Created by
admin on Mon Mar 31 17:34:23 GMT 2025 , Edited by admin on Mon Mar 31 17:34:23 GMT 2025
|
PRIMARY | |||
|
m9445
Created by
admin on Mon Mar 31 17:34:23 GMT 2025 , Edited by admin on Mon Mar 31 17:34:23 GMT 2025
|
PRIMARY | Merck Index | ||
|
77-95-2
Created by
admin on Mon Mar 31 17:34:23 GMT 2025 , Edited by admin on Mon Mar 31 17:34:23 GMT 2025
|
PRIMARY | |||
|
17521
Created by
admin on Mon Mar 31 17:34:23 GMT 2025 , Edited by admin on Mon Mar 31 17:34:23 GMT 2025
|
PRIMARY | |||
|
058C04BGYI
Created by
admin on Mon Mar 31 17:34:23 GMT 2025 , Edited by admin on Mon Mar 31 17:34:23 GMT 2025
|
PRIMARY | |||
|
562-73-2
Created by
admin on Mon Mar 31 17:34:23 GMT 2025 , Edited by admin on Mon Mar 31 17:34:23 GMT 2025
|
NON-SPECIFIC STEREOCHEMISTRY | |||
|
300000037939
Created by
admin on Mon Mar 31 17:34:23 GMT 2025 , Edited by admin on Mon Mar 31 17:34:23 GMT 2025
|
PRIMARY | |||
|
058C04BGYI
Created by
admin on Mon Mar 31 17:34:23 GMT 2025 , Edited by admin on Mon Mar 31 17:34:23 GMT 2025
|
PRIMARY | |||
|
DTXSID70998288
Created by
admin on Mon Mar 31 17:34:23 GMT 2025 , Edited by admin on Mon Mar 31 17:34:23 GMT 2025
|
PRIMARY | |||
|
59258
Created by
admin on Mon Mar 31 17:34:23 GMT 2025 , Edited by admin on Mon Mar 31 17:34:23 GMT 2025
|
PRIMARY | |||
|
QUINIC ACID
Created by
admin on Mon Mar 31 17:34:23 GMT 2025 , Edited by admin on Mon Mar 31 17:34:23 GMT 2025
|
PRIMARY | |||
|
1427232
Created by
admin on Mon Mar 31 17:34:23 GMT 2025 , Edited by admin on Mon Mar 31 17:34:23 GMT 2025
|
PRIMARY | RxNorm |
ACTIVE MOIETY
SALT/SOLVATE (PARENT)