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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:29:26 UTC

Update Date

2022-03-07 02:52:06 UTC

HMDB ID

HMDB0029287

Secondary Accession Numbers

HMDB29287

Metabolite Identification

Common Name

3-Caffeoyl-1,5-quinolactone

Description

3-Caffeoyl-1,5-quinolactone, also known as 3-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 3-Caffeoyl-1,5-quinolactone.

Structure

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

HMDB0029287
     RDKit          3D
3-Caffeoyl-1,5-quinolactone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -0.4812   -1.1507   -1.0106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0503   -0.2682   -0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3945    0.0205   -0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2137   -0.6635   -0.8923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6448   -0.4806   -0.9013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4519   -1.2494   -1.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8102   -1.0801   -1.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4312   -0.1400   -0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8042    0.0103   -0.9660 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6556    0.6256   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2663    1.5616    0.6986 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2723    0.4434   -0.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    0.4158    0.5349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3302    0.1280    0.4355 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0928    1.3481   -0.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5789    1.0757   -0.0704 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2668    2.1197   -0.6113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0920    0.6708    1.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976   -0.6876    1.4261 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4636   -1.2148    0.1115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7572   -0.2094   -0.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1081   -0.3312   -2.0210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9338   -0.3516    1.7400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9256    0.7280    2.6265 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733    0.7722    0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7937   -1.4184   -1.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9450   -1.9761   -2.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4242   -1.6958   -2.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3546   -0.5548   -1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7368    2.1528    1.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7121    1.0850    0.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4954   -0.6749   -0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7767    1.5627   -1.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    2.2489    0.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7318    2.9609   -0.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1897    0.5584    1.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7617    1.3499    2.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8467   -1.3323    2.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4078   -1.1971    2.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1796    1.3554    2.4617 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
 16 17  1  6
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 19 23  1  0
 23 24  1  0
 12  5  1  0
 23 14  1  0
 21 16  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  6
 15 33  1  0
 15 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  1
 23 39  1  1
 24 40  1  0
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
   -0.7437   -5.4338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7513   -6.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0407   -6.6777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4696   -6.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4771   -7.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1953   -7.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2029   -8.7206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9212   -9.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6318   -8.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3501   -9.1133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6242   -7.8824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9060   -7.4765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9288   -9.9515    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
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1 11  1  6  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
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 22  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 18 23  1  0  0  0  0
  6 24  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0029287

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@H]1[C@H]2C[C@@](O)(C[C@H]1OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(=O)O2

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

> <INCHI_KEY>
FXXATDNXMJKMSF-JUHZACGLSA-N

> <FORMULA>
C16H16O8

> <MOLECULAR_WEIGHT>
336.2934

> <EXACT_MASS>
336.084517488

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
31.789051874631888

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.19

> <JCHEM_LOGP>
0.3959413666666667

> <ALOGPS_LOGS>
-2.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.014973947727903

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.208105557869851

> <JCHEM_PKA_STRONGEST_BASIC>
-3.603873057091759

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
79.74250000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.75e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029287
     RDKit          3D
3-Caffeoyl-1,5-quinolactone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -0.4812   -1.1507   -1.0106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0503   -0.2682   -0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3945    0.0205   -0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2137   -0.6635   -0.8923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6448   -0.4806   -0.9013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4519   -1.2494   -1.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8102   -1.0801   -1.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4312   -0.1400   -0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8042    0.0103   -0.9660 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6556    0.6256   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2663    1.5616    0.6986 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2723    0.4434   -0.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    0.4158    0.5349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3302    0.1280    0.4355 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0928    1.3481   -0.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5789    1.0757   -0.0704 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2668    2.1197   -0.6113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0920    0.6708    1.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976   -0.6876    1.4261 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4636   -1.2148    0.1115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7572   -0.2094   -0.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1081   -0.3312   -2.0210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9338   -0.3516    1.7400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9256    0.7280    2.6265 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733    0.7722    0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7937   -1.4184   -1.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9450   -1.9761   -2.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4242   -1.6958   -2.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3546   -0.5548   -1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7368    2.1528    1.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7121    1.0850    0.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4954   -0.6749   -0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7767    1.5627   -1.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    2.2489    0.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7318    2.9609   -0.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1897    0.5584    1.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7617    1.3499    2.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8467   -1.3323    2.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4078   -1.1971    2.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1796    1.3554    2.4617 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
 16 17  1  6
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 19 23  1  0
 23 24  1  0
 12  5  1  0
 23 14  1  0
 21 16  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  6
 15 33  1  0
 15 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  1
 23 39  1  1
 24 40  1  0
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      -1.388 -10.143   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.402 -11.683   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.076 -12.465   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.743 -12.441   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.757 -13.981   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.098 -14.738   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.112 -16.278   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.453 -17.036   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.779 -16.254   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -8.120 -17.011   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -6.765 -14.714   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.425 -13.956   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -5.467 -18.576   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.279 -11.683   0.000  0.00  0.00           O+0
CONECT    1    2    6   11                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    7   10                                             
CONECT    4    3    5                                                       
CONECT    5    4    9    6                                                  
CONECT    6    1    5   24                                                  
CONECT    7    3    8    9                                                  
CONECT    8    7                                                            
CONECT    9    5    7                                                       
CONECT   10    3                                                            
CONECT   11    1   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   22                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   16   21                                                       
CONECT   23   18                                                            
CONECT   24    6                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0029287
HETATM    1  O1  UNL     1      -0.481  -1.151  -1.011  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.050  -0.268  -0.230  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.394   0.020  -0.140  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.214  -0.663  -0.892  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.645  -0.481  -0.901  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.452  -1.249  -1.732  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.810  -1.080  -1.745  1.00  0.00           C  
HETATM    8  C7  UNL     1       6.431  -0.140  -0.934  1.00  0.00           C  
HETATM    9  O2  UNL     1       7.804   0.010  -0.966  1.00  0.00           O  
HETATM   10  C8  UNL     1       5.656   0.626  -0.110  1.00  0.00           C  
HETATM   11  O3  UNL     1       6.266   1.562   0.699  1.00  0.00           O  
HETATM   12  C9  UNL     1       4.272   0.443  -0.106  1.00  0.00           C  
HETATM   13  O4  UNL     1      -0.970   0.416   0.535  1.00  0.00           O  
HETATM   14  C10 UNL     1      -2.330   0.128   0.436  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.093   1.348  -0.022  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.579   1.076  -0.070  1.00  0.00           C  
HETATM   17  O5  UNL     1      -5.267   2.120  -0.611  1.00  0.00           O  
HETATM   18  C13 UNL     1      -5.092   0.671   1.313  1.00  0.00           C  
HETATM   19  C14 UNL     1      -4.398  -0.688   1.426  1.00  0.00           C  
HETATM   20  O6  UNL     1      -4.464  -1.215   0.112  1.00  0.00           O  
HETATM   21  C15 UNL     1      -4.757  -0.209  -0.804  1.00  0.00           C  
HETATM   22  O7  UNL     1      -5.108  -0.331  -2.021  1.00  0.00           O  
HETATM   23  C16 UNL     1      -2.934  -0.352   1.740  1.00  0.00           C  
HETATM   24  O8  UNL     1      -2.926   0.728   2.626  1.00  0.00           O  
HETATM   25  H1  UNL     1       1.773   0.772   0.523  1.00  0.00           H  
HETATM   26  H2  UNL     1       1.794  -1.418  -1.554  1.00  0.00           H  
HETATM   27  H3  UNL     1       3.945  -1.976  -2.356  1.00  0.00           H  
HETATM   28  H4  UNL     1       6.424  -1.696  -2.406  1.00  0.00           H  
HETATM   29  H5  UNL     1       8.355  -0.555  -1.571  1.00  0.00           H  
HETATM   30  H6  UNL     1       5.737   2.153   1.326  1.00  0.00           H  
HETATM   31  H7  UNL     1       3.712   1.085   0.572  1.00  0.00           H  
HETATM   32  H8  UNL     1      -2.495  -0.675  -0.304  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.777   1.563  -1.067  1.00  0.00           H  
HETATM   34  H10 UNL     1      -2.847   2.249   0.572  1.00  0.00           H  
HETATM   35  H11 UNL     1      -4.732   2.961  -0.464  1.00  0.00           H  
HETATM   36  H12 UNL     1      -6.190   0.558   1.224  1.00  0.00           H  
HETATM   37  H13 UNL     1      -4.762   1.350   2.098  1.00  0.00           H  
HETATM   38  H14 UNL     1      -4.847  -1.332   2.176  1.00  0.00           H  
HETATM   39  H15 UNL     1      -2.408  -1.197   2.176  1.00  0.00           H  
HETATM   40  H16 UNL     1      -2.180   1.355   2.462  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   23   32
CONECT   15   16   33   34
CONECT   16   17   18   21
CONECT   17   35
CONECT   18   19   36   37
CONECT   19   20   23   38
CONECT   20   21
CONECT   21   22   22
CONECT   23   24   39
CONECT   24   40
END

HMDB0029287
     RDKit          3D
3-Caffeoyl-1,5-quinolactone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -0.4812   -1.1507   -1.0106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0503   -0.2682   -0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3945    0.0205   -0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2137   -0.6635   -0.8923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6448   -0.4806   -0.9013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4519   -1.2494   -1.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8102   -1.0801   -1.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4312   -0.1400   -0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8042    0.0103   -0.9660 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6556    0.6256   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2663    1.5616    0.6986 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2723    0.4434   -0.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    0.4158    0.5349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3302    0.1280    0.4355 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0928    1.3481   -0.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5789    1.0757   -0.0704 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2668    2.1197   -0.6113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0920    0.6708    1.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976   -0.6876    1.4261 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4636   -1.2148    0.1115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7572   -0.2094   -0.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1081   -0.3312   -2.0210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9338   -0.3516    1.7400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9256    0.7280    2.6265 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733    0.7722    0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7937   -1.4184   -1.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9450   -1.9761   -2.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4242   -1.6958   -2.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3546   -0.5548   -1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7368    2.1528    1.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7121    1.0850    0.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4954   -0.6749   -0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7767    1.5627   -1.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    2.2489    0.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7318    2.9609   -0.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1897    0.5584    1.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7617    1.3499    2.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8467   -1.3323    2.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4078   -1.1971    2.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1796    1.3554    2.4617 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
 16 17  1  6
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 19 23  1  0
 23 24  1  0
 12  5  1  0
 23 14  1  0
 21 16  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  6
 15 33  1  0
 15 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  1
 23 39  1  1
 24 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Caffeoyl-1,5-quinide	HMDB
3-Caffeoylquinic acid lactone	HMDB
3-Caffeoylquinic-1,5-lactone	HMDB
(1R,3R,4R,5R)-1,4-Dihydroxy-7-oxo-6-oxabicyclo[3.2.1]octan-3-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

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

O[C@H]1[C@H]2C[C@@](O)(C[C@H]1OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(=O)O2

InChI Identifier

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

InChI Key

FXXATDNXMJKMSF-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: HMDB0029287)
Cytoplasm (HMDB: HMDB0029287)

Source

Endogenous

Endogenous (HMDB: HMDB0029287)

Plant

Plant (HMDB: HMDB0029287)

Exogenous

Food

Food (HMDB: HMDB0029287)

Exogenous (HMDB: HMDB0029287)

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	2.75 g/L	ALOGPS
logP	0.19	ALOGPS
logP	0.4	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	9.21	ChemAxon
pKa (Strongest Basic)	-3.6	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	31.79 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]+	168.998	30932474
DeepCCS	[M-H]-	166.602	30932474
DeepCCS	[M-2H]-	200.122	30932474
DeepCCS	[M+Na]+	174.918	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
3-Caffeoyl-1,5-quinolactone	O[C@H]1[C@H]2C[C@@](O)(C[C@H]1OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(=O)O2	5039.9	Standard polar	33892256
3-Caffeoyl-1,5-quinolactone	O[C@H]1[C@H]2C[C@@](O)(C[C@H]1OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(=O)O2	3069.8	Standard non polar	33892256
3-Caffeoyl-1,5-quinolactone	O[C@H]1[C@H]2C[C@@](O)(C[C@H]1OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(=O)O2	3257.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Caffeoyl-1,5-quinolactone,1TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@H](OC(=O)/C=C/C2=CC=C(O)C(O)=C2)C[C@]2(O)C[C@H]1OC2=O	2970.0	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,1TMS,isomer #2	C[Si](C)(C)O[C@@]12C[C@@H](OC(=O)/C=C/C3=CC=C(O)C(O)=C3)[C@@H](O)[C@@H](C1)OC2=O	3028.5	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,1TMS,isomer #3	C[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@@H]2C[C@]3(O)C[C@@H](OC3=O)[C@@H]2O)=CC=C1O	3016.7	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,1TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2C[C@]3(O)C[C@@H](OC3=O)[C@@H]2O)C=C1O	3013.3	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2C[C@]3(O)C[C@@H](OC3=O)[C@@H]2O[Si](C)(C)C)C=C1O	3016.6	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,2TMS,isomer #2	C[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@@H]2C[C@]3(O)C[C@@H](OC3=O)[C@@H]2O[Si](C)(C)C)=CC=C1O	3021.9	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,2TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@H](OC(=O)/C=C/C2=CC=C(O)C(O)=C2)C[C@]2(O[Si](C)(C)C)C[C@H]1OC2=O	3000.5	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,2TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2C[C@]3(O[Si](C)(C)C)C[C@@H](OC3=O)[C@@H]2O)C=C1O	3060.6	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,2TMS,isomer #5	C[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@@H]2C[C@]3(O[Si](C)(C)C)C[C@@H](OC3=O)[C@@H]2O)=CC=C1O	3064.9	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,2TMS,isomer #6	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2C[C@]3(O)C[C@@H](OC3=O)[C@@H]2O)C=C1O[Si](C)(C)C	3046.6	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2C[C@]3(O[Si](C)(C)C)C[C@@H](OC3=O)[C@@H]2O[Si](C)(C)C)C=C1O	3079.2	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2C[C@]3(O)C[C@@H](OC3=O)[C@@H]2O[Si](C)(C)C)C=C1O[Si](C)(C)C	3083.8	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,3TMS,isomer #3	C[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@@H]2C[C@]3(O[Si](C)(C)C)C[C@@H](OC3=O)[C@@H]2O[Si](C)(C)C)=CC=C1O	3087.5	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2C[C@]3(O[Si](C)(C)C)C[C@@H](OC3=O)[C@@H]2O)C=C1O[Si](C)(C)C	3094.4	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2C[C@]3(O[Si](C)(C)C)C[C@@H](OC3=O)[C@@H]2O[Si](C)(C)C)C=C1O[Si](C)(C)C	3148.7	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](OC(=O)/C=C/C2=CC=C(O)C(O)=C2)C[C@]2(O)C[C@H]1OC2=O	3235.6	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@]12C[C@@H](OC(=O)/C=C/C3=CC=C(O)C(O)=C3)[C@@H](O)[C@@H](C1)OC2=O	3292.8	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@@H]2C[C@]3(O)C[C@@H](OC3=O)[C@@H]2O)=CC=C1O	3268.8	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2C[C@]3(O)C[C@@H](OC3=O)[C@@H]2O)C=C1O	3256.4	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2C[C@]3(O)C[C@@H](OC3=O)[C@@H]2O[Si](C)(C)C(C)(C)C)C=C1O	3498.6	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@@H]2C[C@]3(O)C[C@@H](OC3=O)[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	3507.6	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](OC(=O)/C=C/C2=CC=C(O)C(O)=C2)C[C@]2(O[Si](C)(C)C(C)(C)C)C[C@H]1OC2=O	3488.8	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2C[C@]3(O[Si](C)(C)C(C)(C)C)C[C@@H](OC3=O)[C@@H]2O)C=C1O	3559.8	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@@H]2C[C@]3(O[Si](C)(C)C(C)(C)C)C[C@@H](OC3=O)[C@@H]2O)=CC=C1O	3565.2	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2C[C@]3(O)C[C@@H](OC3=O)[C@@H]2O)C=C1O[Si](C)(C)C(C)(C)C	3494.7	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2C[C@]3(O[Si](C)(C)C(C)(C)C)C[C@@H](OC3=O)[C@@H]2O[Si](C)(C)C(C)(C)C)C=C1O	3808.5	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2C[C@]3(O)C[C@@H](OC3=O)[C@@H]2O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	3742.4	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(/C=C/C(=O)O[C@@H]2C[C@]3(O[Si](C)(C)C(C)(C)C)C[C@@H](OC3=O)[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	3803.4	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2C[C@]3(O[Si](C)(C)C(C)(C)C)C[C@@H](OC3=O)[C@@H]2O)C=C1O[Si](C)(C)C(C)(C)C	3788.9	Semi standard non polar	33892256
3-Caffeoyl-1,5-quinolactone,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2C[C@]3(O[Si](C)(C)C(C)(C)C)C[C@@H](OC3=O)[C@@H]2O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	4011.9	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 - 3-Caffeoyl-1,5-quinolactone GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9564000000-4ebd26696043fd0b80e5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Caffeoyl-1,5-quinolactone GC-MS (4 TMS) - 70eV, Positive	splash10-06di-3223092000-fb73f16b4e38efeba9dc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-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 - 3-Caffeoyl-1,5-quinolactone 10V, Positive-QTOF	splash10-01p9-0916000000-23db13c059bd2061e052	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Caffeoyl-1,5-quinolactone 20V, Positive-QTOF	splash10-08i0-0901000000-7f5306433134388a22e8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Caffeoyl-1,5-quinolactone 40V, Positive-QTOF	splash10-0bt9-1900000000-3b1c80b3cae9d02994e1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Caffeoyl-1,5-quinolactone 10V, Negative-QTOF	splash10-000i-0819000000-6340e3cfe0515285e4c1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Caffeoyl-1,5-quinolactone 20V, Negative-QTOF	splash10-022i-0912000000-bb5ba72511f07d818715	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Caffeoyl-1,5-quinolactone 40V, Negative-QTOF	splash10-01t9-1900000000-964826950a8990433c39	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Caffeoyl-1,5-quinolactone 10V, Positive-QTOF	splash10-000i-0309000000-50aaf8079ae6e4dad8cc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Caffeoyl-1,5-quinolactone 20V, Positive-QTOF	splash10-03dr-0933000000-87fd3f40b410596b3de8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Caffeoyl-1,5-quinolactone 40V, Positive-QTOF	splash10-03ds-1910000000-d4507f49bb1a9fedfb13	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Caffeoyl-1,5-quinolactone 10V, Negative-QTOF	splash10-0079-0809000000-d4d3bf38c852acabc2e4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Caffeoyl-1,5-quinolactone 20V, Negative-QTOF	splash10-0a4i-0901000000-929e813aafd78aab8c9b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Caffeoyl-1,5-quinolactone 40V, Negative-QTOF	splash10-05ar-2900000000-74a316d9089eaa186db5	2021-09-24	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

541

FooDB ID

FDB000291

KNApSAcK ID

Not Available

Chemspider ID

30776761

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102210472

PDB ID

Not Available

ChEBI ID

175265

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 3-Caffeoyl-1,5-quinolactone (HMDB0029287)

MOL for HMDB0029287 (3-Caffeoyl-1,5-quinolactone)

3D MOL for HMDB0029287 (3-Caffeoyl-1,5-quinolactone)

3D SDF for HMDB0029287 (3-Caffeoyl-1,5-quinolactone)

3D-SDF for HMDB0029287 (3-Caffeoyl-1,5-quinolactone)

PDB for HMDB0029287 (3-Caffeoyl-1,5-quinolactone)

3D PDB for HMDB0029287 (3-Caffeoyl-1,5-quinolactone)

SMILES for HMDB0029287 (3-Caffeoyl-1,5-quinolactone)

INCHI for HMDB0029287 (3-Caffeoyl-1,5-quinolactone)

Structure for HMDB0029287 (3-Caffeoyl-1,5-quinolactone)

3D Structure for HMDB0029287 (3-Caffeoyl-1,5-quinolactone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra