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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:29:27 UTC

Update Date

2022-03-07 02:52:06 UTC

HMDB ID

HMDB0029288

Secondary Accession Numbers

HMDB29288

Metabolite Identification

Common Name

4-Caffeoyl-1,5-quinolactone

Description

4-Caffeoyl-1,5-quinolactone, also known as 4-caffeoylquinic acid lactone, belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. Based on a literature review very few articles have been published on 4-Caffeoyl-1,5-quinolactone.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0029288
     RDKit          3D
4-Caffeoyl-1,5-quinolactone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -0.4527    1.3573    2.3344 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0241    0.7617    1.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4694    0.6634    1.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0422    0.0457    0.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4834   -0.0742    0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4163    0.4470    0.8766 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7892    0.3182    0.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2351   -0.3517   -0.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6243   -0.4757   -0.6142 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440   -0.8875   -1.3085 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8495   -1.5702   -2.4262 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9992   -0.7515   -1.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8714    0.2140    0.4527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2437    0.3330    0.6376 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9349   -1.0020    0.7975 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4166   -1.9812   -0.0336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4197   -0.8747    0.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9103    0.2291   -0.1512 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1790    0.0287   -0.6335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8712    0.3373   -1.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8047    1.1360   -0.5176 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6267    2.2119   -0.0375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7436    1.5727    0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4921    2.0909    1.3841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1023    1.1125    1.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3907   -0.4159   -0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0730    0.9865    1.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4406    0.7722    1.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2761   -0.0777    0.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8340   -1.6662   -2.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2981   -1.1734   -1.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4787    0.9085    1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6981   -1.3386    1.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2472   -2.8379    0.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9072   -0.7782    1.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8151   -1.8351    0.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7575    0.7482   -0.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2557    0.9807   -2.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109   -0.6372   -1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0545    1.4736   -1.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 12  5  1  0
 21 14  1  0
 23 18  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  1
 15 33  1  1
 16 34  1  0
 17 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 21 40  1  6
M  END

Structure #1
  Mrv0541 02241212092D          

 24 26  0  0  1  0            999 V2000
   -0.0292   -5.0213    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0292   -4.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6853   -3.7838    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3998   -4.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998   -5.0213    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6853   -5.4338    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2549   -3.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3689   -2.5716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2713   -4.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1550   -3.1518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6853   -6.2588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7437   -5.4338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6777   -7.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3883   -7.4844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0406   -7.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0481   -8.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7663   -8.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7739   -9.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4922   -9.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2028   -9.5143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9211   -9.9200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1952   -8.6891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4770   -8.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4998  -10.7582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  1  0  0  0
  3 10  1  6  0  0  0
  4  5  1  0  0  0  0
  5  9  1  1  0  0  0
  5  6  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  6 11  1  6  0  0  0
  1 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 23  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 19 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029288

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@@H]1C[C@]2(O)C[C@@H](OC2=O)[C@@H]1OC(=O)\C=C\C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O8/c17-9-3-1-8(5-10(9)18)2-4-13(20)24-14-11(19)6-16(22)7-12(14)23-15(16)21/h1-5,11-12,14,17-19,22H,6-7H2/b4-2+/t11-,12-,14-,16+/m1/s1

> <INCHI_KEY>
BMSNCTFPYHTXGU-JUHZACGLSA-N

> <FORMULA>
C16H16O8

> <MOLECULAR_WEIGHT>
336.2934

> <EXACT_MASS>
336.084517488

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
31.899331213493447

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3R,4R,5R)-1,3-dihydroxy-7-oxo-6-oxabicyclo[3.2.1]octan-4-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
0.20

> <JCHEM_LOGP>
0.3959413666666667

> <ALOGPS_LOGS>
-2.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.043266723305882

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.208140363085006

> <JCHEM_PKA_STRONGEST_BASIC>
-3.246877410527314

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
79.74250000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.71e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,4R,5R)-1,3-dihydroxy-7-oxo-6-oxabicyclo[3.2.1]octan-4-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029288
     RDKit          3D
4-Caffeoyl-1,5-quinolactone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -0.4527    1.3573    2.3344 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0241    0.7617    1.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4694    0.6634    1.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0422    0.0457    0.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4834   -0.0742    0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4163    0.4470    0.8766 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7892    0.3182    0.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2351   -0.3517   -0.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6243   -0.4757   -0.6142 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440   -0.8875   -1.3085 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8495   -1.5702   -2.4262 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9992   -0.7515   -1.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8714    0.2140    0.4527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2437    0.3330    0.6376 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9349   -1.0020    0.7975 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4166   -1.9812   -0.0336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4197   -0.8747    0.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9103    0.2291   -0.1512 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1790    0.0287   -0.6335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8712    0.3373   -1.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8047    1.1360   -0.5176 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6267    2.2119   -0.0375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7436    1.5727    0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4921    2.0909    1.3841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1023    1.1125    1.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3907   -0.4159   -0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0730    0.9865    1.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4406    0.7722    1.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2761   -0.0777    0.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8340   -1.6662   -2.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2981   -1.1734   -1.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4787    0.9085    1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6981   -1.3386    1.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2472   -2.8379    0.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9072   -0.7782    1.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8151   -1.8351    0.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7575    0.7482   -0.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2557    0.9807   -2.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109   -0.6372   -1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0545    1.4736   -1.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 12  5  1  0
 21 14  1  0
 23 18  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  1
 15 33  1  1
 16 34  1  0
 17 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 21 40  1  6
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.055  -9.373   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.055  -7.833   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.279  -7.063   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.613  -7.833   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.613  -9.373   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.279 -10.143   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.342  -5.883   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.555  -4.800   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       4.240  -7.943   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.289  -5.883   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.279 -11.683   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.388 -10.143   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.265 -13.189   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.591 -13.971   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.076 -13.947   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.090 -15.486   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.430 -16.244   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.445 -17.784   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.785 -18.542   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.112 -17.760   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -5.453 -18.517   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.098 -16.220   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.757 -15.462   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.800 -20.082   0.000  0.00  0.00           O+0
CONECT    1    2    6   12                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    7   10                                             
CONECT    4    3    5                                                       
CONECT    5    4    9    6                                                  
CONECT    6    1    5   11                                                  
CONECT    7    3    8    9                                                  
CONECT    8    7                                                            
CONECT    9    5    7                                                       
CONECT   10    3                                                            
CONECT   11    6   13                                                       
CONECT   12    1                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   17   22                                                       
CONECT   24   19                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0029288
HETATM    1  O1  UNL     1      -0.453   1.357   2.334  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.024   0.762   1.359  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.469   0.663   1.209  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.042   0.046   0.199  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.483  -0.074   0.013  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.416   0.447   0.877  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.789   0.318   0.676  1.00  0.00           C  
HETATM    8  C7  UNL     1       6.235  -0.352  -0.421  1.00  0.00           C  
HETATM    9  O2  UNL     1       7.624  -0.476  -0.614  1.00  0.00           O  
HETATM   10  C8  UNL     1       5.344  -0.887  -1.308  1.00  0.00           C  
HETATM   11  O3  UNL     1       5.849  -1.570  -2.426  1.00  0.00           O  
HETATM   12  C9  UNL     1       3.999  -0.752  -1.096  1.00  0.00           C  
HETATM   13  O4  UNL     1      -0.871   0.214   0.453  1.00  0.00           O  
HETATM   14  C10 UNL     1      -2.244   0.333   0.638  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.935  -1.002   0.797  1.00  0.00           C  
HETATM   16  O5  UNL     1      -2.417  -1.981  -0.034  1.00  0.00           O  
HETATM   17  C12 UNL     1      -4.420  -0.875   0.740  1.00  0.00           C  
HETATM   18  C13 UNL     1      -4.910   0.229  -0.151  1.00  0.00           C  
HETATM   19  O6  UNL     1      -6.179   0.029  -0.633  1.00  0.00           O  
HETATM   20  C14 UNL     1      -3.871   0.337  -1.276  1.00  0.00           C  
HETATM   21  C15 UNL     1      -2.805   1.136  -0.518  1.00  0.00           C  
HETATM   22  O7  UNL     1      -3.627   2.212  -0.037  1.00  0.00           O  
HETATM   23  C16 UNL     1      -4.744   1.573   0.488  1.00  0.00           C  
HETATM   24  O8  UNL     1      -5.492   2.091   1.384  1.00  0.00           O  
HETATM   25  H1  UNL     1       2.102   1.113   1.952  1.00  0.00           H  
HETATM   26  H2  UNL     1       1.391  -0.416  -0.565  1.00  0.00           H  
HETATM   27  H3  UNL     1       4.073   0.986   1.760  1.00  0.00           H  
HETATM   28  H4  UNL     1       6.441   0.772   1.427  1.00  0.00           H  
HETATM   29  H5  UNL     1       8.276  -0.078   0.045  1.00  0.00           H  
HETATM   30  H6  UNL     1       6.834  -1.666  -2.576  1.00  0.00           H  
HETATM   31  H7  UNL     1       3.298  -1.173  -1.794  1.00  0.00           H  
HETATM   32  H8  UNL     1      -2.479   0.908   1.581  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.698  -1.339   1.851  1.00  0.00           H  
HETATM   34  H10 UNL     1      -2.247  -2.838   0.403  1.00  0.00           H  
HETATM   35  H11 UNL     1      -4.907  -0.778   1.734  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.815  -1.835   0.298  1.00  0.00           H  
HETATM   37  H13 UNL     1      -6.757   0.748  -0.240  1.00  0.00           H  
HETATM   38  H14 UNL     1      -4.256   0.981  -2.075  1.00  0.00           H  
HETATM   39  H15 UNL     1      -3.511  -0.637  -1.602  1.00  0.00           H  
HETATM   40  H16 UNL     1      -2.054   1.474  -1.228  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4    4   25
CONECT    4    5   26
CONECT    5    6    6   12
CONECT    6    7   27
CONECT    7    8    8   28
CONECT    8    9   10
CONECT    9   29
CONECT   10   11   12   12
CONECT   11   30
CONECT   12   31
CONECT   13   14
CONECT   14   15   21   32
CONECT   15   16   17   33
CONECT   16   34
CONECT   17   18   35   36
CONECT   18   19   20   23
CONECT   19   37
CONECT   20   21   38   39
CONECT   21   22   40
CONECT   22   23
CONECT   23   24   24
END

HMDB0029288
     RDKit          3D
4-Caffeoyl-1,5-quinolactone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -0.4527    1.3573    2.3344 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0241    0.7617    1.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4694    0.6634    1.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0422    0.0457    0.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4834   -0.0742    0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4163    0.4470    0.8766 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7892    0.3182    0.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2351   -0.3517   -0.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6243   -0.4757   -0.6142 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440   -0.8875   -1.3085 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8495   -1.5702   -2.4262 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9992   -0.7515   -1.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8714    0.2140    0.4527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2437    0.3330    0.6376 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9349   -1.0020    0.7975 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4166   -1.9812   -0.0336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4197   -0.8747    0.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9103    0.2291   -0.1512 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1790    0.0287   -0.6335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8712    0.3373   -1.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8047    1.1360   -0.5176 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6267    2.2119   -0.0375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7436    1.5727    0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4921    2.0909    1.3841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1023    1.1125    1.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3907   -0.4159   -0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0730    0.9865    1.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4406    0.7722    1.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2761   -0.0777    0.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8340   -1.6662   -2.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2981   -1.1734   -1.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4787    0.9085    1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6981   -1.3386    1.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2472   -2.8379    0.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9072   -0.7782    1.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8151   -1.8351    0.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7575    0.7482   -0.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2557    0.9807   -2.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109   -0.6372   -1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0545    1.4736   -1.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 12  5  1  0
 21 14  1  0
 23 18  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  1
 15 33  1  1
 16 34  1  0
 17 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 21 40  1  6
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Caffeoyl-1,5-quinide	HMDB
4-Caffeoylquinic acid lactone	HMDB
4-Caffeoylquinic-1,5-lactone	HMDB
(1S,3R,4R,5R)-1,3-Dihydroxy-7-oxo-6-oxabicyclo[3.2.1]octan-4-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid	HMDB

Chemical Formula

C₁₆H₁₆O₈

Average Molecular Weight

336.2934

Monoisotopic Molecular Weight

336.084517488

IUPAC Name

(1S,3R,4R,5R)-1,3-dihydroxy-7-oxo-6-oxabicyclo[3.2.1]octan-4-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Traditional Name

(1S,3R,4R,5R)-1,3-dihydroxy-7-oxo-6-oxabicyclo[3.2.1]octan-4-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

O[C@@H]1C[C@]2(O)C[C@@H](OC2=O)[C@@H]1OC(=O)\C=C\C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C16H16O8/c17-9-3-1-8(5-10(9)18)2-4-13(20)24-14-11(19)6-16(22)7-12(14)23-15(16)21/h1-5,11-12,14,17-19,22H,6-7H2/b4-2+/t11-,12-,14-,16+/m1/s1

InChI Key

BMSNCTFPYHTXGU-JUHZACGLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acids and derivatives

Alternative Parents

Substituents

Coumaric acid or derivatives
Cinnamic acid ester
Caprolactone
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Oxepane
Phenol
Fatty acyl
Benzenoid
Gamma butyrolactone
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Enoate ester
Tetrahydrofuran
Tertiary alcohol
Alpha,beta-unsaturated carboxylic ester
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Lactone
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029288)
Cytoplasm (HMDB: HMDB0029288)

Source

Endogenous

Endogenous (HMDB: HMDB0029288)

Plant

Plant (HMDB: HMDB0029288)

Exogenous

Food

Food (HMDB: HMDB0029288)

Exogenous (HMDB: HMDB0029288)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.71 g/L	ALOGPS
logP	0.2	ALOGPS
logP	0.4	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	9.21	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	79.74 m³·mol⁻¹	ChemAxon
Polarizability	31.9 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	174.567	30932474
DeepCCS	[M-H]-	172.172	30932474
DeepCCS	[M-2H]-	205.182	30932474
DeepCCS	[M+Na]+	180.48	30932474
AllCCS	[M+H]+	177.6	32859911
AllCCS	[M+H-H2O]+	174.5	32859911
AllCCS	[M+NH4]+	180.4	32859911
AllCCS	[M+Na]+	181.2	32859911
AllCCS	[M-H]-	175.8	32859911
AllCCS	[M+Na-2H]-	175.6	32859911
AllCCS	[M+HCOO]-	175.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Caffeoyl-1,5-quinolactone	O[C@@H]1C[C@]2(O)C[C@@H](OC2=O)[C@@H]1OC(=O)\C=C\C1=CC(O)=C(O)C=C1	5018.5	Standard polar	33892256
4-Caffeoyl-1,5-quinolactone	O[C@@H]1C[C@]2(O)C[C@@H](OC2=O)[C@@H]1OC(=O)\C=C\C1=CC(O)=C(O)C=C1	3087.7	Standard non polar	33892256
4-Caffeoyl-1,5-quinolactone	O[C@@H]1C[C@]2(O)C[C@@H](OC2=O)[C@@H]1OC(=O)\C=C\C1=CC(O)=C(O)C=C1	3228.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Caffeoyl-1,5-quinolactone,1TMS,isomer #1	C[Si](C)(C)O[C@@H]1C[C@]2(O)C[C@@H](OC2=O)[C@@H]1OC(=O)/C=C/C1=CC=C(O)C(O)=C1	3007.5	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,1TMS,isomer #2	C[Si](C)(C)O[C@@]12C[C@@H](O)[C@@H](OC(=O)/C=C/C3=CC=C(O)C(O)=C3)[C@@H](C1)OC2=O	3060.4	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,1TMS,isomer #3	C[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@@H]2[C@H](O)C[C@]3(O)C[C@H]2OC3=O)=CC=C1O	3060.1	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,1TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2[C@H](O)C[C@]3(O)C[C@H]2OC3=O)C=C1O	3059.4	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,2TMS,isomer #1	C[Si](C)(C)O[C@@H]1C[C@]2(O[Si](C)(C)C)C[C@@H](OC2=O)[C@@H]1OC(=O)/C=C/C1=CC=C(O)C(O)=C1	3010.4	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@H]2[C@H]3C[C@@](O)(C[C@H]2O[Si](C)(C)C)C(=O)O3)C=C1O	3044.7	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,2TMS,isomer #3	C[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@H]2[C@H]3C[C@@](O)(C[C@H]2O[Si](C)(C)C)C(=O)O3)=CC=C1O	3046.3	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,2TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2[C@H](O)C[C@]3(O[Si](C)(C)C)C[C@H]2OC3=O)C=C1O	3095.4	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,2TMS,isomer #5	C[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@@H]2[C@H](O)C[C@]3(O[Si](C)(C)C)C[C@H]2OC3=O)=CC=C1O	3095.0	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,2TMS,isomer #6	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2[C@H](O)C[C@]3(O)C[C@H]2OC3=O)C=C1O[Si](C)(C)C	3097.9	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@H]2[C@H]3C[C@@](O[Si](C)(C)C)(C[C@H]2O[Si](C)(C)C)C(=O)O3)C=C1O	3079.4	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,3TMS,isomer #2	C[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@H]2[C@H]3C[C@@](O[Si](C)(C)C)(C[C@H]2O[Si](C)(C)C)C(=O)O3)=CC=C1O	3086.3	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@H]2[C@H]3C[C@@](O)(C[C@H]2O[Si](C)(C)C)C(=O)O3)C=C1O[Si](C)(C)C	3088.5	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2[C@H](O)C[C@]3(O[Si](C)(C)C)C[C@H]2OC3=O)C=C1O[Si](C)(C)C	3126.3	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@H]2[C@H]3C[C@@](O[Si](C)(C)C)(C[C@H]2O[Si](C)(C)C)C(=O)O3)C=C1O[Si](C)(C)C	3140.6	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@]2(O)C[C@@H](OC2=O)[C@@H]1OC(=O)/C=C/C1=CC=C(O)C(O)=C1	3262.9	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@]12C[C@@H](O)[C@@H](OC(=O)/C=C/C3=CC=C(O)C(O)=C3)[C@@H](C1)OC2=O	3332.3	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@@H]2[C@H](O)C[C@]3(O)C[C@H]2OC3=O)=CC=C1O	3321.6	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2[C@H](O)C[C@]3(O)C[C@H]2OC3=O)C=C1O	3316.2	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@]2(O[Si](C)(C)C(C)(C)C)C[C@@H](OC2=O)[C@@H]1OC(=O)/C=C/C1=CC=C(O)C(O)=C1	3496.6	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@H]2[C@H]3C[C@@](O)(C[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)O3)C=C1O	3527.3	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@H]2[C@H]3C[C@@](O)(C[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)O3)=CC=C1O	3538.9	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2[C@H](O)C[C@]3(O[Si](C)(C)C(C)(C)C)C[C@H]2OC3=O)C=C1O	3606.9	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@@H]2[C@H](O)C[C@]3(O[Si](C)(C)C(C)(C)C)C[C@H]2OC3=O)=CC=C1O	3609.4	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2[C@H](O)C[C@]3(O)C[C@H]2OC3=O)C=C1O[Si](C)(C)C(C)(C)C	3549.3	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@H]2[C@H]3C[C@@](O[Si](C)(C)C(C)(C)C)(C[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)O3)C=C1O	3829.0	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@H]2[C@H]3C[C@@](O[Si](C)(C)C(C)(C)C)(C[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)O3)=CC=C1O	3826.7	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@H]2[C@H]3C[C@@](O)(C[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)O3)C=C1O[Si](C)(C)C(C)(C)C	3759.2	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2[C@H](O)C[C@]3(O[Si](C)(C)C(C)(C)C)C[C@H]2OC3=O)C=C1O[Si](C)(C)C(C)(C)C	3831.2	Semi standard non polar	33892256
4-Caffeoyl-1,5-quinolactone,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@H]2[C@H]3C[C@@](O[Si](C)(C)C(C)(C)C)(C[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)O3)C=C1O[Si](C)(C)C(C)(C)C	4033.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Caffeoyl-1,5-quinolactone GC-MS (Non-derivatized) - 70eV, Positive	splash10-06rf-7945000000-5a2847be0a36b1293b38	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Caffeoyl-1,5-quinolactone GC-MS (4 TMS) - 70eV, Positive	splash10-066r-2122092000-ff2f6c2d4c2b518d7be4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Caffeoyl-1,5-quinolactone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Caffeoyl-1,5-quinolactone 10V, Negative-QTOF	splash10-000i-0719000000-bca01da6d33ba1223a6b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Caffeoyl-1,5-quinolactone 20V, Negative-QTOF	splash10-0770-0901000000-fe77e7fdb32c939f9ab5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Caffeoyl-1,5-quinolactone 40V, Negative-QTOF	splash10-03fu-2900000000-c3bc7f82cc7a007f389b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Caffeoyl-1,5-quinolactone 10V, Negative-QTOF	splash10-000i-0009000000-b526b2a51afa8deb414c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Caffeoyl-1,5-quinolactone 20V, Negative-QTOF	splash10-000i-0906000000-026216b64d723e673db9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Caffeoyl-1,5-quinolactone 40V, Negative-QTOF	splash10-053u-3910000000-be6b27dd1a97b0f0e0a8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Caffeoyl-1,5-quinolactone 10V, Positive-QTOF	splash10-01p9-0917000000-cb8046a0df2dcea4c30c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Caffeoyl-1,5-quinolactone 20V, Positive-QTOF	splash10-08i9-0901000000-3ab43acd2192f4bff2db	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Caffeoyl-1,5-quinolactone 40V, Positive-QTOF	splash10-0bt9-2900000000-5978440cfce3eb4bb021	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Caffeoyl-1,5-quinolactone 10V, Positive-QTOF	splash10-000i-0109000000-f8be02ae1a18ee031143	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Caffeoyl-1,5-quinolactone 20V, Positive-QTOF	splash10-01p9-0944000000-43c604d4a3d2303a7bcd	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Caffeoyl-1,5-quinolactone 40V, Positive-QTOF	splash10-03y1-2900000000-277eb7f9c13bcf28c226	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

542

FooDB ID

FDB000292

KNApSAcK ID

Not Available

Chemspider ID

30776763

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102210471

PDB ID

Not Available

ChEBI ID

175267

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]

Showing metabocard for 4-Caffeoyl-1,5-quinolactone (HMDB0029288)

MOL for HMDB0029288 (4-Caffeoyl-1,5-quinolactone)

3D MOL for HMDB0029288 (4-Caffeoyl-1,5-quinolactone)

3D SDF for HMDB0029288 (4-Caffeoyl-1,5-quinolactone)

3D-SDF for HMDB0029288 (4-Caffeoyl-1,5-quinolactone)

PDB for HMDB0029288 (4-Caffeoyl-1,5-quinolactone)

3D PDB for HMDB0029288 (4-Caffeoyl-1,5-quinolactone)

SMILES for HMDB0029288 (4-Caffeoyl-1,5-quinolactone)

INCHI for HMDB0029288 (4-Caffeoyl-1,5-quinolactone)

Structure for HMDB0029288 (4-Caffeoyl-1,5-quinolactone)

3D Structure for HMDB0029288 (4-Caffeoyl-1,5-quinolactone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra