Record Information
Version1.0
Creation date2015-10-09 22:33:06 UTC
Update date2017-01-19 02:36:39 UTC
FoodComEx IDPC000856
FoodDB RecordFDB001170
Chemical Information
Name(-)-Quinic acid
DescriptionOccurs in coffee beans and many other plant sources. Food acidulant with good taste characteristics, use limited by cost Quinic acid is an organic acid which is found in cinchona bark and elsewhere in plants. More specifically, quinic acid is a crystalline acid obtained from cinchona bark, coffee beans, tobacco leaves, carrot leaves, apples, peaches, pears, plums, vegetables etc. Quinic acid and Shikimic acid are key intermediates in the biosynthesis of aromatic compounds in living systems. Quinic acid can also be made synthetically by hydrolysis of chlorogenic acid. Quinic acid is implicated in the perceived acidity of coffee.; Quinic acid, C7H12O6 is a crystalline acid obtained from cinchona bark, coffee beans, and other plant products and made synthetically by hydrolysis of chlorogenic acid. Quinic acid is also implicated in the perceived acidity of coffee.; This acid is a versatile chiral starting material for the synthesis of new pharmaceuticals. A new medicament for the treatment of influenza A and B strains called Tamiflu has been successfully developed and launched into the market recently.
CAS Number77-95-2
Structure
Thumb
Synonyms
SynonymSource
(-)-Quinatebiospider
(-)-Quinic acidbiospider
(1R,3R,4R,5R)-(-)-Tetrahydroxycyclohexanecarboxylic acidbiospider
(1S,3R,4S,5R)-1,3,4,5-tetrahydroxycyclohexanecarboxylic acidmanual
ChinateHMDB
Chinic acidHMDB
D-(-)-Quinic acidbiospider
D-Quinic acidbiospider
KinateHMDB
Kinic acidHMDB
L-QuinateHMDB
L-Quinic acidHMDB
N-(2-Phenylethyl)-acetamidebiospider
N-AcetylphenylethylamineHMDB
N-Qcetylphenylethylaminebiospider
QuinateHMDB
Quinic acidmanual
Chemical FormulaC7H12O6
IUPAC name1,3,4,5-tetrahydroxycyclohexane-1-carboxylic acid
InChI IdentifierInChI=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)
InChI KeyAAWZDTNXLSGCEK-UHFFFAOYSA-N
Isomeric SMILESOC1CC(O)(CC(O)C1O)C(O)=O
Average Molecular Weight192.1666
Monoisotopic Molecular Weight192.063388116
Chemical Taxonomy
Description Belongs to the class of organic compounds known as quinic acids and derivatives. Quinic acids and derivatives are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, And 5, as well as a carboxylic acid at position 1.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentQuinic acids and derivatives
Alternative Parents
Substituents
  • Quinic acid
  • Cyclohexanol
  • Hydroxy acid
  • Alpha-hydroxy acid
  • Tertiary alcohol
  • Secondary alcohol
  • Polyol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP1.19RADZICKA,A & WOLFENDEN,R (1988)
Experimental Water Solubility290 mg/mL at 9 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting PointMp 162-163°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 50 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci Z7206
AKSci HMDB0003072
Glentham GE1274
MetaSci HMDB0003072
Toronto Research Chemicals Q670630