Date published: 2025-11-16

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D-(−)-Quinic acid (CAS 77-95-2)

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Alternate Names:
(−) Quinic acid
Application:
D-(−)-Quinic acid is an acid found in cinchona bark
CAS Number:
77-95-2
Purity:
≥96%
Molecular Weight:
192.17
Molecular Formula:
C7H12O6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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D-(−)-Quinic acid is a chiral building block derived from plants. It plays a vital role in the multistep chemical synthesis of various natural compounds. D-(−)-Quinic acid represents the (−)-enantiomer of quinic acid, functioning as the conjugate acid of (−)-quinate. It acts as the enantiomeric counterpart of (+)-quinic acid. This acid is naturally present in cinchona bark and other plants.


D-(−)-Quinic acid (CAS 77-95-2) References

  1. Expeditious synthesis of tri- and tetrahydroxyazepanes from D-(-)-quinic acid as potent glycosidase inhibitors.  |  Shih, TL., et al. 2007. J Org Chem. 72: 4258-61. PMID: 17480095
  2. Polyphenols are intensively metabolized in the human gastrointestinal tract after apple juice consumption.  |  Kahle, K., et al. 2007. J Agric Food Chem. 55: 10605-14. PMID: 18047284
  3. pH-specific synthetic chemistry and solution studies in the binary system of iron(III) with the alpha-hydroxycarboxylate substrate quinic acid: potential relevance to iron chemistry in plant fluids.  |  Menelaou, M., et al. 2009. Inorg Chem. 48: 1844-56. PMID: 19235948
  4. pH-Dependent syntheses, structural and spectroscopic characterization, and chemical transformations of aqueous Co(II)-quinate complexes: an effort to delve into the structural speciation of the binary Co(II)-quinic acid system.  |  Menelaou, M., et al. 2009. Inorg Chem. 48: 8092-105. PMID: 19658385
  5. Synthesis of polyhydroxy 7- and N-alkyl-azepanes as potent glycosidase inhibitors.  |  Shih, TL., et al. 2011. Carbohydr Res. 346: 183-90. PMID: 21146809
  6. Colonic availability of polyphenols and D-(-)-quinic acid after apple smoothie consumption.  |  Hagl, S., et al. 2011. Mol Nutr Food Res. 55: 368-77. PMID: 21370449
  7. Regioselectivity in the ring opening of epoxides for the synthesis of aminocyclitols from D-(-)-quinic acid.  |  Shih, TL. and Yang, SY. 2012. Molecules. 17: 4498-507. PMID: 22508330
  8. Curare Alkaloids: Constituents of a Matis Dart Poison.  |  Malca Garcia, GR., et al. 2015. J Nat Prod. 78: 2537-44. PMID: 26496427
  9. Synthesis of Diastereomers of 1,3-cis-25-Dihydroxy-19-norvitamin D3.  |  Usuda, K., et al. 2016. Chem Pharm Bull (Tokyo). 64: 1190-5. PMID: 27477659
  10. Asymmetric Total Synthesis of (-)-Guignardones A and B.  |  Yan, Z., et al. 2020. Org Lett. 22: 1644-1647. PMID: 32037833
  11. Neuroprotective Effects of D-(-)-Quinic Acid on Aluminum Chloride-Induced Dementia in Rats.  |  Liu, L., et al. 2020. Evid Based Complement Alternat Med. 2020: 5602597. PMID: 32454864
  12. A Bacterium Isolated From Soil in a Karst Rocky Desertification Region Has Efficient Phosphate-Solubilizing and Plant Growth-Promoting Ability.  |  Xie, J., et al. 2020. Front Microbiol. 11: 625450. PMID: 33597933
  13. Inhibition of Human Monoamine Oxidases A and B by Specialized Metabolites Present in Fresh Common Fruits and Vegetables.  |  Marzo, CM., et al. 2022. Plants (Basel). 11: PMID: 35161329
  14. The Study of Protein-Cyclitol Interactions.  |  Dyrda-Terniuk, T., et al. 2022. Int J Mol Sci. 23: PMID: 35328362
  15. Protective effect of D-(-)-quinic acid as food supplement in modulating AMP-activated protein kinase signalling pathway activation in HFD induced obesity.  |  Dong, J., et al. 2022. Hum Exp Toxicol. 41: 9603271221119804. PMID: 36006763

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

D-(−)-Quinic acid, 500 mg

sc-212613
500 mg
$33.00