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Showing metabocard for Quinic acid (HMDB0003072)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 15:12:30 UTC
Update Date2022-03-07 02:49:17 UTC
HMDB IDHMDB0003072
Secondary Accession Numbers
  • HMDB03072
Metabolite Identification
Common NameQuinic acid
DescriptionQuinic acid, also known as quinate, 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. Quinic acid is a sugar acid. It is also a cyclitol, or cyclic polyol. 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 can also be made synthetically by hydrolysis of chlorogenic acid. Quinic acid is implicated in the perceived acidity of coffee.
Structure
Data?1583348193
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0003072 (Quinic acid)


  Mrv1652309042000282D          

 13 13  0  0  0  0            999 V2000
10000.1518 9999.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.8661 9999.4913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.151810000.7298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.1518 9999.0784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2909 9999.9041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.7209 9997.4272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2909 9998.2528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.7208 9999.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.0064 9999.4913    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.0064 9998.6663    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.7208 9998.2539    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.4353 9998.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.4353 9999.4913    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 13  1  0  0  0  0
 13  4  1  6  0  0  0
  9  5  1  6  0  0  0
 10  7  1  6  0  0  0
 11  6  1  1  0  0  0
M  END
Download

3D MOL for HMDB0003072 (Quinic acid)

HMDB0003072
     RDKit          3D
Quinic acid
 25 25  0  0  0  0  0  0  0  0999 V2000
    3.3327   -0.9372    0.0870 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2597   -0.3652    0.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1671    0.5573    1.3667 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0278   -0.6316   -0.4497 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3610   -1.5795   -1.4182 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5401    0.6106   -1.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5488    1.3484   -0.4624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3887    1.9325   -1.4437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4250    0.5958    0.4689 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7145    1.0632    0.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3757   -0.8905    0.1163 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2696   -1.6211    0.8798 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0477   -1.2907    0.4811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0153    0.8767    1.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2914   -1.4713   -1.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304    1.3014   -1.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2654    0.3794   -2.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1552    2.2388    0.1129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8957    2.6226   -1.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9782    0.6669    1.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0622    0.9207    1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4839   -1.0276   -0.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8640   -1.9714    1.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2446   -0.9384    1.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1782   -2.3900    0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  6
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13  4  1  0
  3 14  1  0
  5 15  1  0
  6 16  1  0
  6 17  1  0
  7 18  1  1
  8 19  1  0
  9 20  1  1
 10 21  1  0
 11 22  1  6
 12 23  1  0
 13 24  1  0
 13 25  1  0
M  END
Download

3D SDF for HMDB0003072 (Quinic acid)


  Mrv1652309042000282D          

 13 13  0  0  0  0            999 V2000
10000.1518 9999.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.8661 9999.4913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.151810000.7298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.1518 9999.0784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2909 9999.9041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.7209 9997.4272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2909 9998.2528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.7208 9999.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.0064 9999.4913    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.0064 9998.6663    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.7208 9998.2539    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.4353 9998.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.4353 9999.4913    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 13  1  0  0  0  0
 13  4  1  6  0  0  0
  9  5  1  6  0  0  0
 10  7  1  6  0  0  0
 11  6  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0003072

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@@H]1C[C@@](O)(C[C@@H](O)[C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
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

> <INCHI_KEY>
AAWZDTNXLSGCEK-WYWMIBKRSA-N

> <FORMULA>
C7H12O6

> <MOLECULAR_WEIGHT>
192.1666

> <EXACT_MASS>
192.063388116

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
17.024273068093038

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,4S,5R)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylic acid

> <ALOGPS_LOGP>
-2.46

> <JCHEM_LOGP>
-2.695289832666667

> <ALOGPS_LOGS>
0.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.018080332672671

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.461222738658171

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2311063356576595

> <JCHEM_POLAR_SURFACE_AREA>
118.22000000000001

> <JCHEM_REFRACTIVITY>
39.7052

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.65e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(-)-quinic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0003072 (Quinic acid)

HMDB0003072
     RDKit          3D
Quinic acid
 25 25  0  0  0  0  0  0  0  0999 V2000
    3.3327   -0.9372    0.0870 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2597   -0.3652    0.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1671    0.5573    1.3667 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0278   -0.6316   -0.4497 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3610   -1.5795   -1.4182 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5401    0.6106   -1.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5488    1.3484   -0.4624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3887    1.9325   -1.4437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4250    0.5958    0.4689 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7145    1.0632    0.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3757   -0.8905    0.1163 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2696   -1.6211    0.8798 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0477   -1.2907    0.4811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0153    0.8767    1.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2914   -1.4713   -1.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304    1.3014   -1.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2654    0.3794   -2.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1552    2.2388    0.1129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8957    2.6226   -1.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9782    0.6669    1.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0622    0.9207    1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4839   -1.0276   -0.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8640   -1.9714    1.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2446   -0.9384    1.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1782   -2.3900    0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  6
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13  4  1  0
  3 14  1  0
  5 15  1  0
  6 16  1  0
  6 17  1  0
  7 18  1  1
  8 19  1  0
  9 20  1  1
 10 21  1  0
 11 22  1  6
 12 23  1  0
 13 24  1  0
 13 25  1  0
M  END
Download

PDB for HMDB0003072 (Quinic acid)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8666.9508666.488   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8668.2838665.717   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8666.9508668.029   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8666.9508664.946   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8661.6108666.488   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8664.2798661.864   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8661.6108663.405   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0    8664.2798666.487   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8662.9458665.717   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8662.9458664.177   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8664.2798663.407   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8665.6138664.177   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.6138665.717   0.000  0.00  0.00           C+0
CONECT    1    2    3   13                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4   13                                                            
CONECT    5    9                                                            
CONECT    6   11                                                            
CONECT    7   10                                                            
CONECT    8    9   13                                                       
CONECT    9    8   10    5                                                  
CONECT   10    9   11    7                                                  
CONECT   11   10   12    6                                                  
CONECT   12   11   13                                                       
CONECT   13    8   12    1    4                                             
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for HMDB0003072 (Quinic acid)

COMPND    HMDB0003072
HETATM    1  O1  UNL     1       3.333  -0.937   0.087  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.260  -0.365   0.335  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.167   0.557   1.367  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.028  -0.632  -0.450  1.00  0.00           C  
HETATM    5  O3  UNL     1       1.361  -1.580  -1.418  1.00  0.00           O  
HETATM    6  C3  UNL     1       0.540   0.611  -1.102  1.00  0.00           C  
HETATM    7  C4  UNL     1      -0.549   1.348  -0.462  1.00  0.00           C  
HETATM    8  O4  UNL     1      -1.389   1.933  -1.444  1.00  0.00           O  
HETATM    9  C5  UNL     1      -1.425   0.596   0.469  1.00  0.00           C  
HETATM   10  O5  UNL     1      -2.715   1.063   0.543  1.00  0.00           O  
HETATM   11  C6  UNL     1      -1.376  -0.890   0.116  1.00  0.00           C  
HETATM   12  O6  UNL     1      -2.270  -1.621   0.880  1.00  0.00           O  
HETATM   13  C7  UNL     1       0.048  -1.291   0.481  1.00  0.00           C  
HETATM   14  H1  UNL     1       3.015   0.877   1.848  1.00  0.00           H  
HETATM   15  H2  UNL     1       2.291  -1.471  -1.736  1.00  0.00           H  
HETATM   16  H3  UNL     1       1.430   1.301  -1.208  1.00  0.00           H  
HETATM   17  H4  UNL     1       0.265   0.379  -2.165  1.00  0.00           H  
HETATM   18  H5  UNL     1      -0.155   2.239   0.113  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.896   2.623  -1.956  1.00  0.00           H  
HETATM   20  H7  UNL     1      -0.978   0.667   1.498  1.00  0.00           H  
HETATM   21  H8  UNL     1      -3.062   0.921   1.452  1.00  0.00           H  
HETATM   22  H9  UNL     1      -1.484  -1.028  -0.963  1.00  0.00           H  
HETATM   23  H10 UNL     1      -1.864  -1.971   1.711  1.00  0.00           H  
HETATM   24  H11 UNL     1       0.245  -0.938   1.516  1.00  0.00           H  
HETATM   25  H12 UNL     1       0.178  -2.390   0.488  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   14
CONECT    4    5    6   13
CONECT    5   15
CONECT    6    7   16   17
CONECT    7    8    9   18
CONECT    8   19
CONECT    9   10   11   20
CONECT   10   21
CONECT   11   12   13   22
CONECT   12   23
CONECT   13   24   25
END
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SMILES for HMDB0003072 (Quinic acid)

O[C@@H]1C[C@@](O)(C[C@@H](O)[C@H]1O)C(O)=O
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INCHI for HMDB0003072 (Quinic acid)

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
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Chinic acidChEBI
D-Quinic acidChEBI
Kinic acidChEBI
(-)-Quinic acidKegg
ChinateGenerator
D-QuinateGenerator
KinateGenerator
(-)-QuinateGenerator
QuinateGenerator
(1alpha,3R,4alpha,5R)-1,3,4,5-Tetrahydroxycyclohexanecarboxylic acidHMDB
(1Α,3R,4α,5R)-1,3,4,5-tetrahydroxycyclohexanecarboxylic acidHMDB
1,3,4,5-Tetrahydroxycyclohexane-1-carboxylic acidHMDB
1,3,4,5-Tetrahydroxycyclohexanecarboxylic acidHMDB
D-(-)-Quinic acidHMDB
Hexahydro-1,3,4,5-tetrahydroxybenzoic acidHMDB
Quinic acidChEBI
Chemical FormulaC7H12O6
Average Molecular Weight192.1666
Monoisotopic Molecular Weight192.063388116
IUPAC Name(1S,3R,4S,5R)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylic acid
Traditional Name(-)-quinic acid
CAS Registry Number77-95-2
SMILES
O[C@@H]1C[C@@](O)(C[C@@H](O)[C@H]1O)C(O)=O
InChI Identifier
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
InChI KeyAAWZDTNXLSGCEK-WYWMIBKRSA-N
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 Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point162.5 °CNot Available
Boiling Point438.42 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility290 mg/mL at 9 °CNot Available
LogP1.19RADZICKA,A & WOLFENDEN,R (1988)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Baker138.47430932474
[M+H]+Baker146.34930932474
[M-H]-Not Available135.4http://allccs.zhulab.cn/database/detail?ID=AllCCS00000394
[M+H]+Not Available146.349http://allccs.zhulab.cn/database/detail?ID=AllCCS00000394
Predicted Molecular Properties
PropertyValueSource
Water Solubility765 g/LALOGPS
logP-2.5ALOGPS
logP-2.7ChemAxon
logS0.6ALOGPS
pKa (Strongest Acidic)3.46ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area118.22 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity39.71 m³·mol⁻¹ChemAxon
Polarizability17.02 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+141.95830932474
DeepCCS[M-H]-139.72530932474
DeepCCS[M-2H]-173.09630932474
DeepCCS[M+Na]+147.87130932474
AllCCS[M+H]+143.432859911
AllCCS[M+H-H2O]+139.432859911
AllCCS[M+NH4]+147.232859911
AllCCS[M+Na]+148.332859911
AllCCS[M-H]-136.032859911
AllCCS[M+Na-2H]-136.932859911
AllCCS[M+HCOO]-137.932859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.0.4 minutes32390414
Predicted by Siyang on May 30, 20229.7901 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20227.31 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid362.4 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid577.5 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid304.3 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid33.4 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid178.3 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid67.4 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid280.5 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid232.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)686.5 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid585.0 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid41.4 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid795.3 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid188.6 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid276.1 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate689.7 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA365.9 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water455.5 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Quinic acidO[C@@H]1C[C@@](O)(C[C@@H](O)[C@H]1O)C(O)=O3342.2Standard polar33892256
Quinic acidO[C@@H]1C[C@@](O)(C[C@@H](O)[C@H]1O)C(O)=O1648.2Standard non polar33892256
Quinic acidO[C@@H]1C[C@@](O)(C[C@@H](O)[C@H]1O)C(O)=O1903.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Quinic acid,1TMS,isomer #1C[Si](C)(C)O[C@@H]1C[C@](O)(C(=O)O)C[C@@H](O)[C@H]1O1761.4Semi standard non polar33892256
Quinic acid,1TMS,isomer #2C[Si](C)(C)O[C@]1(C(=O)O)C[C@@H](O)[C@H](O)[C@H](O)C11824.9Semi standard non polar33892256
Quinic acid,1TMS,isomer #3C[Si](C)(C)O[C@@H]1C[C@@](O)(C(=O)O)C[C@@H](O)[C@@H]1O1761.4Semi standard non polar33892256
Quinic acid,1TMS,isomer #4C[Si](C)(C)O[C@H]1[C@H](O)C[C@](O)(C(=O)O)C[C@H]1O1763.9Semi standard non polar33892256
Quinic acid,1TMS,isomer #5C[Si](C)(C)OC(=O)[C@]1(O)C[C@@H](O)[C@@H](O)[C@H](O)C11797.7Semi standard non polar33892256
Quinic acid,2TMS,isomer #1C[Si](C)(C)O[C@@H]1C[C@](O[Si](C)(C)C)(C(=O)O)C[C@@H](O)[C@H]1O1802.0Semi standard non polar33892256
Quinic acid,2TMS,isomer #10C[Si](C)(C)OC(=O)[C@]1(O)C[C@@H](O)[C@@H](O[Si](C)(C)C)[C@H](O)C11766.7Semi standard non polar33892256
Quinic acid,2TMS,isomer #2C[Si](C)(C)OC(=O)[C@]1(O)C[C@@H](O)[C@@H](O)[C@H](O[Si](C)(C)C)C11740.8Semi standard non polar33892256
Quinic acid,2TMS,isomer #3C[Si](C)(C)O[C@@H]1C[C@](O)(C(=O)O)C[C@@H](O[Si](C)(C)C)[C@H]1O1788.6Semi standard non polar33892256
Quinic acid,2TMS,isomer #4C[Si](C)(C)O[C@@H]1C[C@](O)(C(=O)O)C[C@@H](O)[C@H]1O[Si](C)(C)C1778.3Semi standard non polar33892256
Quinic acid,2TMS,isomer #5C[Si](C)(C)OC(=O)[C@]1(O[Si](C)(C)C)C[C@@H](O)[C@@H](O)[C@H](O)C11773.7Semi standard non polar33892256
Quinic acid,2TMS,isomer #6C[Si](C)(C)O[C@H]1[C@H](O)C[C@](O[Si](C)(C)C)(C(=O)O)C[C@H]1O1835.8Semi standard non polar33892256
Quinic acid,2TMS,isomer #7C[Si](C)(C)O[C@@H]1C[C@@](O[Si](C)(C)C)(C(=O)O)C[C@@H](O)[C@@H]1O1802.0Semi standard non polar33892256
Quinic acid,2TMS,isomer #8C[Si](C)(C)OC(=O)[C@@]1(O)C[C@@H](O)[C@H](O)[C@H](O[Si](C)(C)C)C11740.8Semi standard non polar33892256
Quinic acid,2TMS,isomer #9C[Si](C)(C)O[C@H]1[C@H](O)C[C@](O)(C(=O)O)C[C@H]1O[Si](C)(C)C1778.3Semi standard non polar33892256
Quinic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)[C@]1(O[Si](C)(C)C)C[C@@H](O)[C@@H](O)[C@H](O[Si](C)(C)C)C11761.3Semi standard non polar33892256
Quinic acid,3TMS,isomer #10C[Si](C)(C)OC(=O)[C@@]1(O)C[C@@H](O)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C11776.8Semi standard non polar33892256
Quinic acid,3TMS,isomer #2C[Si](C)(C)O[C@@H]1C[C@](O[Si](C)(C)C)(C(=O)O)C[C@@H](O[Si](C)(C)C)[C@H]1O1849.9Semi standard non polar33892256
Quinic acid,3TMS,isomer #3C[Si](C)(C)O[C@@H]1C[C@](O[Si](C)(C)C)(C(=O)O)C[C@@H](O)[C@H]1O[Si](C)(C)C1826.9Semi standard non polar33892256
Quinic acid,3TMS,isomer #4C[Si](C)(C)OC(=O)[C@]1(O)C[C@@H](O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)C11780.7Semi standard non polar33892256
Quinic acid,3TMS,isomer #5C[Si](C)(C)OC(=O)[C@]1(O)C[C@@H](O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C11776.8Semi standard non polar33892256
Quinic acid,3TMS,isomer #6C[Si](C)(C)O[C@@H]1C[C@](O)(C(=O)O)C[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C1778.9Semi standard non polar33892256
Quinic acid,3TMS,isomer #7C[Si](C)(C)OC(=O)[C@@]1(O[Si](C)(C)C)C[C@@H](O)[C@H](O)[C@H](O[Si](C)(C)C)C11761.3Semi standard non polar33892256
Quinic acid,3TMS,isomer #8C[Si](C)(C)OC(=O)[C@]1(O[Si](C)(C)C)C[C@@H](O)[C@@H](O[Si](C)(C)C)[C@H](O)C11808.4Semi standard non polar33892256
Quinic acid,3TMS,isomer #9C[Si](C)(C)O[C@H]1[C@H](O)C[C@](O[Si](C)(C)C)(C(=O)O)C[C@H]1O[Si](C)(C)C1826.9Semi standard non polar33892256
Quinic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)[C@]1(O[Si](C)(C)C)C[C@@H](O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)C11804.1Semi standard non polar33892256
Quinic acid,4TMS,isomer #2C[Si](C)(C)OC(=O)[C@]1(O[Si](C)(C)C)C[C@@H](O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C11821.3Semi standard non polar33892256
Quinic acid,4TMS,isomer #3C[Si](C)(C)O[C@@H]1C[C@](O[Si](C)(C)C)(C(=O)O)C[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C1842.1Semi standard non polar33892256
Quinic acid,4TMS,isomer #4C[Si](C)(C)OC(=O)[C@]1(O)C[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C11811.3Semi standard non polar33892256
Quinic acid,4TMS,isomer #5C[Si](C)(C)OC(=O)[C@@]1(O[Si](C)(C)C)C[C@@H](O)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C11821.3Semi standard non polar33892256
Quinic acid,5TMS,isomer #1C[Si](C)(C)OC(=O)[C@]1(O[Si](C)(C)C)C[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C11890.0Semi standard non polar33892256
Quinic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1C[C@](O)(C(=O)O)C[C@@H](O)[C@H]1O2010.6Semi standard non polar33892256
Quinic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@]1(C(=O)O)C[C@@H](O)[C@H](O)[C@H](O)C12073.3Semi standard non polar33892256
Quinic acid,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@@H]1C[C@@](O)(C(=O)O)C[C@@H](O)[C@@H]1O2010.6Semi standard non polar33892256
Quinic acid,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)C[C@](O)(C(=O)O)C[C@H]1O2025.7Semi standard non polar33892256
Quinic acid,1TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)[C@]1(O)C[C@@H](O)[C@@H](O)[C@H](O)C12062.9Semi standard non polar33892256
Quinic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1C[C@](O[Si](C)(C)C(C)(C)C)(C(=O)O)C[C@@H](O)[C@H]1O2217.3Semi standard non polar33892256
Quinic acid,2TBDMS,isomer #10CC(C)(C)[Si](C)(C)OC(=O)[C@]1(O)C[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C12242.5Semi standard non polar33892256
Quinic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@]1(O)C[C@@H](O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)C12215.8Semi standard non polar33892256
Quinic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@@H]1C[C@](O)(C(=O)O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O2220.3Semi standard non polar33892256
Quinic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@@H]1C[C@](O)(C(=O)O)C[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C2223.5Semi standard non polar33892256
Quinic acid,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)[C@]1(O[Si](C)(C)C(C)(C)C)C[C@@H](O)[C@@H](O)[C@H](O)C12253.4Semi standard non polar33892256
Quinic acid,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)C[C@](O[Si](C)(C)C(C)(C)C)(C(=O)O)C[C@H]1O2279.6Semi standard non polar33892256
Quinic acid,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)O[C@@H]1C[C@@](O[Si](C)(C)C(C)(C)C)(C(=O)O)C[C@@H](O)[C@@H]1O2217.3Semi standard non polar33892256
Quinic acid,2TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC(=O)[C@@]1(O)C[C@@H](O)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)C12215.8Semi standard non polar33892256
Quinic acid,2TBDMS,isomer #9CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)C[C@](O)(C(=O)O)C[C@H]1O[Si](C)(C)C(C)(C)C2223.5Semi standard non polar33892256
Quinic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@]1(O[Si](C)(C)C(C)(C)C)C[C@@H](O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)C12459.0Semi standard non polar33892256
Quinic acid,3TBDMS,isomer #10CC(C)(C)[Si](C)(C)OC(=O)[C@@]1(O)C[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C12471.5Semi standard non polar33892256
Quinic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H]1C[C@](O[Si](C)(C)C(C)(C)C)(C(=O)O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O2486.6Semi standard non polar33892256
Quinic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@@H]1C[C@](O[Si](C)(C)C(C)(C)C)(C(=O)O)C[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C2488.9Semi standard non polar33892256
Quinic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)[C@]1(O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)C12473.1Semi standard non polar33892256
Quinic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)[C@]1(O)C[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C12471.5Semi standard non polar33892256
Quinic acid,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)O[C@@H]1C[C@](O)(C(=O)O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2467.3Semi standard non polar33892256
Quinic acid,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC(=O)[C@@]1(O[Si](C)(C)C(C)(C)C)C[C@@H](O)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)C12459.0Semi standard non polar33892256
Quinic acid,3TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC(=O)[C@]1(O[Si](C)(C)C(C)(C)C)C[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C12481.7Semi standard non polar33892256
Quinic acid,3TBDMS,isomer #9CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)C[C@](O[Si](C)(C)C(C)(C)C)(C(=O)O)C[C@H]1O[Si](C)(C)C(C)(C)C2488.9Semi standard non polar33892256
Quinic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@]1(O[Si](C)(C)C(C)(C)C)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)C12703.1Semi standard non polar33892256
Quinic acid,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@]1(O[Si](C)(C)C(C)(C)C)C[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C12697.9Semi standard non polar33892256
Quinic acid,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@@H]1C[C@](O[Si](C)(C)C(C)(C)C)(C(=O)O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2718.6Semi standard non polar33892256
Quinic acid,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)[C@]1(O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C12688.9Semi standard non polar33892256
Quinic acid,4TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)[C@@]1(O[Si](C)(C)C(C)(C)C)C[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C12697.9Semi standard non polar33892256
Quinic acid,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@]1(O[Si](C)(C)C(C)(C)C)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C12905.0Semi standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Feces
  • Saliva
  • Urine
Tissue Locations
  • Placenta
  • Spleen
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Female
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedInfant (0-1 year old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.5 (0.0-1.0) uMAdult (>18 years old)Both
Prostate Cancer		 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal adenoma 		details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal adenoma 		details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothBladder cancer details
Associated Disorders and Diseases
Disease References
Prostate cancer
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Colorectal cancer
  1. Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
  2. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  3. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB112392
KNApSAcK IDC00001201
Chemspider ID10246715
KEGG Compound IDC00296
BioCyc IDQUINATE
BiGG IDNot Available
Wikipedia LinkQuinic_acid
METLIN IDNot Available
PubChem Compound6508
PDB IDNot Available
ChEBI ID17521
Food Biomarker OntologyNot Available
VMH IDQUINT
MarkerDB IDNot Available
Good Scents IDrw1049921
References
Synthesis ReferenceNagai, Naoshi; Kuboyama, Hisaharu; Enya, Masahiro. Method for preparation of quinic acid and its esters. Jpn. Kokai Tokkyo Koho (2000), 7 pp.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Wittemer SM, Ploch M, Windeck T, Muller SC, Drewelow B, Derendorf H, Veit M: Bioavailability and pharmacokinetics of caffeoylquinic acids and flavonoids after oral administration of Artichoke leaf extracts in humans. Phytomedicine. 2005 Jan;12(1-2):28-38. [PubMed:15693705 ]
  2. Akesson C, Lindgren H, Pero RW, Leanderson T, Ivars F: Quinic acid is a biologically active component of the Uncaria tomentosa extract C-Med 100. Int Immunopharmacol. 2005 Jan;5(1):219-29. [PubMed:15589483 ]
  3. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]