Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 18:12:58 UTC

Update Date

2021-09-23 18:12:58 UTC

HMDB ID

HMDB0302496

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Quercetin 3-O-caffeyl-glucoside

Description

Quercetin 3-o-caffeyl-glucoside is a member of the class of compounds known as flavonoid 3-o-p-coumaroyl glycosides. Flavonoid 3-o-p-coumaroyl glycosides are flavonoid 3-O-glycosides where the carbohydrate moiety is esterified with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring. Quercetin 3-o-caffeyl-glucoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Quercetin 3-o-caffeyl-glucoside can be found in caraway, which makes quercetin 3-o-caffeyl-glucoside a potential biomarker for the consumption of this food product.

Structure

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


  Mrv0541 02241220412D          

 45 49  0  0  0  0            999 V2000
   -7.1203    2.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347    1.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203    1.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4058    1.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4058    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    2.9336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    1.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9769    1.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9769    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2624    2.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5479    4.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2624    3.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5479    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8335    2.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8335    3.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    0.4585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203    0.4585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1190    4.1711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5479    4.9961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5492    2.9336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9769    0.0461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9768   -0.7788    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2624   -1.1913    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5479   -0.7788    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5479    0.0462    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2624    0.4587    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2624    1.2837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8334   -1.1913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2624   -2.0163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913   -1.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913   -2.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8334    0.4587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203   -4.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347   -4.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347   -5.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203   -6.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4058   -5.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4058   -4.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203   -3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4058   -3.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4058   -2.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203   -2.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203   -6.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913   -6.1414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  8 17  2  0  0  0  0
  2 21  1  0  0  0  0
  4 18  1  0  0  0  0
 16 19  1  0  0  0  0
  9 28  1  0  0  0  0
 12 20  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 26 33  1  6  0  0  0
 25 29  1  1  0  0  0
 24 30  1  6  0  0  0
 23 31  1  1  0  0  0
 31 32  1  0  0  0  0
 42 32  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 34 39  1  0  0  0  0
 34 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 37 44  1  0  0  0  0
 38 45  1  0  0  0  0
M  END

HMDB0302496
     RDKit          3D
Quercetin 3-O-caffeyl-glucoside
 71 75  0  0  0  0  0  0  0  0999 V2000
    2.6427   -3.0445   -2.8654 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700   -2.2097   -2.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1745   -2.3693   -1.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5561   -1.5224   -0.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7582   -1.6880    0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0733   -0.7203    1.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1954   -0.8116    2.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0733   -1.8657    2.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2069   -1.9430    2.9432 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7795   -2.8250    1.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6515   -3.8911    1.0613 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6429   -2.7351    0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1794   -1.0977   -1.8036 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9880   -0.8676   -2.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3444    0.4373   -2.1053 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0120    0.4116   -0.7583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8231    1.4722   -0.4942 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4867    1.4006    0.7705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8670    1.4417    0.7940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6436    0.3393    0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1253   -1.0090    0.8008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8547   -1.4154    1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4662   -2.7609    0.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3507   -3.7278    0.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0152   -5.0826    0.5515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6416   -3.3548    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5891   -4.3314    0.0092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0171   -2.0301    0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9780    0.5229    0.8050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5133    1.7116    0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8987    1.8570    0.8139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5229    3.0828    0.8183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9293    3.1914    0.8241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7837    4.2370    0.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3780    4.1286    0.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6843    5.2922    0.8105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7659    2.8780    0.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4024    2.7437    0.8000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6391    3.7320    0.7997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804    2.7990   -0.6569 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6950    3.6433   -1.5708 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3368    2.4656   -1.1062 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9342    1.7943   -0.0361 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3475    1.5732   -2.3046 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0649    2.3231   -3.4473 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7683   -3.2492   -1.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9249   -0.6431   -0.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3780    0.1204    1.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4203   -0.0534    2.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8350   -2.7283    2.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4356   -4.5939    0.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4301   -3.5056   -0.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3134   -1.7164   -2.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2528   -0.8269   -3.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5168    0.6377   -2.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6110    1.4944   -1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1359   -0.6913    1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4344   -3.0313    1.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714   -5.3977    0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2832   -5.2825   -0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0462   -1.7425    0.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4757    0.9293    0.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4352    2.3179    0.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2626    5.2026    0.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7510    5.4923    0.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0027    3.3050    0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6245    3.3472   -1.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9138    3.3807   -1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7336    2.2017    0.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3830    1.1359   -2.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0763    1.7220   -4.2536 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  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  2  0
 20 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 35 36  1  0
 35 37  2  0
 37 38  1  0
 38 39  2  0
 17 40  1  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 42 44  1  0
 44 45  1  0
 12  5  1  0
 44 15  1  0
 38 19  1  0
 28 21  1  0
 37 30  1  0
  3 46  1  0
  4 47  1  0
  6 48  1  0
  7 49  1  0
  9 50  1  0
 11 51  1  0
 12 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  6
 17 56  1  6
 22 57  1  0
 23 58  1  0
 25 59  1  0
 27 60  1  0
 28 61  1  0
 31 62  1  0
 33 63  1  0
 34 64  1  0
 36 65  1  0
 40 66  1  1
 41 67  1  0
 42 68  1  6
 43 69  1  0
 44 70  1  6
 45 71  1  0
M  END


  Mrv0541 02241220412D          

 45 49  0  0  0  0            999 V2000
   -7.1203    2.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347    1.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203    1.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4058    1.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4058    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    2.9336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    1.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9769    1.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9769    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2624    2.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5479    4.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2624    3.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5479    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8335    2.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8335    3.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    0.4585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203    0.4585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1190    4.1711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5479    4.9961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5492    2.9336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9769    0.0461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9768   -0.7788    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2624   -1.1913    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5479   -0.7788    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5479    0.0462    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2624    0.4587    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2624    1.2837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8334   -1.1913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2624   -2.0163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913   -1.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913   -2.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8334    0.4587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203   -4.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347   -4.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347   -5.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203   -6.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4058   -5.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4058   -4.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203   -3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4058   -3.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4058   -2.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203   -2.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1203   -6.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913   -6.1414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  8 17  2  0  0  0  0
  2 21  1  0  0  0  0
  4 18  1  0  0  0  0
 16 19  1  0  0  0  0
  9 28  1  0  0  0  0
 12 20  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 26 33  1  6  0  0  0
 25 29  1  1  0  0  0
 24 30  1  6  0  0  0
 23 31  1  1  0  0  0
 31 32  1  0  0  0  0
 42 32  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 34 39  1  0  0  0  0
 34 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 37 44  1  0  0  0  0
 38 45  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302496

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC=C(O)C(O)=C2)O[C@@H](OC2=C(OC3=C(C(O)=CC(O)=C3)C2=O)C2=CC(O)=C(O)C=C2)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C30H26O15/c31-14-9-19(36)23-20(10-14)43-28(13-3-5-16(33)18(35)8-13)29(25(23)39)45-30-27(41)26(40)24(38)21(44-30)11-42-22(37)6-2-12-1-4-15(32)17(34)7-12/h1-10,21,24,26-27,30-36,38,40-41H,11H2/b6-2+/t21-,24-,26+,27-,30+/m1/s1

> <INCHI_KEY>
IHBVMUCQCZEAPW-PFNFWJRHSA-N

> <FORMULA>
C30H26O15

> <MOLECULAR_WEIGHT>
626.5184

> <EXACT_MASS>
626.127170162

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
60.52175072621924

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
2.58

> <JCHEM_LOGP>
2.2819247786666663

> <ALOGPS_LOGS>
-3.32

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.381913407907994

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.433232780283017

> <JCHEM_PKA_STRONGEST_BASIC>
-3.678968791931796

> <JCHEM_POLAR_SURFACE_AREA>
253.12999999999997

> <JCHEM_REFRACTIVITY>
152.80500000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.97e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302496
     RDKit          3D
Quercetin 3-O-caffeyl-glucoside
 71 75  0  0  0  0  0  0  0  0999 V2000
    2.6427   -3.0445   -2.8654 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700   -2.2097   -2.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1745   -2.3693   -1.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5561   -1.5224   -0.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7582   -1.6880    0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0733   -0.7203    1.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1954   -0.8116    2.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0733   -1.8657    2.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2069   -1.9430    2.9432 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7795   -2.8250    1.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6515   -3.8911    1.0613 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6429   -2.7351    0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1794   -1.0977   -1.8036 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9880   -0.8676   -2.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3444    0.4373   -2.1053 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0120    0.4116   -0.7583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8231    1.4722   -0.4942 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4867    1.4006    0.7705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8670    1.4417    0.7940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6436    0.3393    0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1253   -1.0090    0.8008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8547   -1.4154    1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4662   -2.7609    0.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3507   -3.7278    0.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0152   -5.0826    0.5515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6416   -3.3548    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5891   -4.3314    0.0092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0171   -2.0301    0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9780    0.5229    0.8050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5133    1.7116    0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8987    1.8570    0.8139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5229    3.0828    0.8183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9293    3.1914    0.8241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7837    4.2370    0.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3780    4.1286    0.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6843    5.2922    0.8105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7659    2.8780    0.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4024    2.7437    0.8000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6391    3.7320    0.7997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804    2.7990   -0.6569 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6950    3.6433   -1.5708 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3368    2.4656   -1.1062 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9342    1.7943   -0.0361 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3475    1.5732   -2.3046 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0649    2.3231   -3.4473 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7683   -3.2492   -1.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9249   -0.6431   -0.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3780    0.1204    1.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4203   -0.0534    2.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8350   -2.7283    2.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4356   -4.5939    0.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4301   -3.5056   -0.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3134   -1.7164   -2.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2528   -0.8269   -3.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5168    0.6377   -2.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6110    1.4944   -1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1359   -0.6913    1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4344   -3.0313    1.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714   -5.3977    0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2832   -5.2825   -0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0462   -1.7425    0.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4757    0.9293    0.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4352    2.3179    0.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2626    5.2026    0.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7510    5.4923    0.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0027    3.3050    0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6245    3.3472   -1.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9138    3.3807   -1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7336    2.2017    0.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3830    1.1359   -2.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0763    1.7220   -4.2536 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  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  2  0
 20 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 35 36  1  0
 35 37  2  0
 37 38  1  0
 38 39  2  0
 17 40  1  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 42 44  1  0
 44 45  1  0
 12  5  1  0
 44 15  1  0
 38 19  1  0
 28 21  1  0
 37 30  1  0
  3 46  1  0
  4 47  1  0
  6 48  1  0
  7 49  1  0
  9 50  1  0
 11 51  1  0
 12 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  6
 17 56  1  6
 22 57  1  0
 23 58  1  0
 25 59  1  0
 27 60  1  0
 28 61  1  0
 31 62  1  0
 33 63  1  0
 34 64  1  0
 36 65  1  0
 40 66  1  1
 41 67  1  0
 42 68  1  6
 43 69  1  0
 44 70  1  6
 45 71  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0     -13.291   5.476   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -14.625   4.706   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -14.625   3.166   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -13.291   2.396   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -11.957   3.166   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -11.957   4.706   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0     -10.624   5.476   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0     -10.624   2.396   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.290   3.166   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.290   4.706   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.956   5.476   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.623   7.786   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.956   7.016   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.623   4.706   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.289   5.476   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.289   7.016   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0     -10.624   0.856   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0     -13.291   0.856   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -3.955   7.786   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -6.623   9.326   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0     -15.959   5.476   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -9.290   0.086   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -9.290  -1.454   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -7.956  -2.224   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.623  -1.454   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.623   0.086   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.956   0.856   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -7.956   2.396   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -5.289  -2.224   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -7.956  -3.764   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0     -10.624  -2.224   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0     -10.624  -3.764   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -5.289   0.856   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0     -13.291  -8.384   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -14.625  -9.154   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -14.625 -10.694   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -13.291 -11.464   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -11.957 -10.694   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -11.957  -9.154   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -13.291  -6.844   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -11.957  -6.074   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -11.957  -4.534   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0     -13.291  -3.764   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0     -13.291 -13.004   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0     -10.624 -11.464   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9   17                                                  
CONECT    9    8   10   28                                                  
CONECT   10    7    9   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16   20                                                  
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   12   15   19                                                  
CONECT   17    8                                                            
CONECT   18    4                                                            
CONECT   19   16                                                            
CONECT   20   12                                                            
CONECT   21    2                                                            
CONECT   22   23   27                                                       
CONECT   23   22   24   31                                                  
CONECT   24   23   25   30                                                  
CONECT   25   24   26   29                                                  
CONECT   26   25   27   33                                                  
CONECT   27   22   26   28                                                  
CONECT   28    9   27                                                       
CONECT   29   25                                                            
CONECT   30   24                                                            
CONECT   31   23   32                                                       
CONECT   32   31   42                                                       
CONECT   33   26                                                            
CONECT   34   35   39   40                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   44                                                  
CONECT   38   37   39   45                                                  
CONECT   39   38   34                                                       
CONECT   40   34   41                                                       
CONECT   41   40   42                                                       
CONECT   42   32   41   43                                                  
CONECT   43   42                                                            
CONECT   44   37                                                            
CONECT   45   38                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   98    0
END

COMPND    HMDB0302496
HETATM    1  O1  UNL     1       2.643  -3.044  -2.865  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.970  -2.210  -2.009  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.174  -2.369  -1.208  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.556  -1.522  -0.299  1.00  0.00           C  
HETATM    5  C4  UNL     1       5.758  -1.688   0.496  1.00  0.00           C  
HETATM    6  C5  UNL     1       6.073  -0.720   1.461  1.00  0.00           C  
HETATM    7  C6  UNL     1       7.195  -0.812   2.251  1.00  0.00           C  
HETATM    8  C7  UNL     1       8.073  -1.866   2.134  1.00  0.00           C  
HETATM    9  O2  UNL     1       9.207  -1.943   2.943  1.00  0.00           O  
HETATM   10  C8  UNL     1       7.780  -2.825   1.191  1.00  0.00           C  
HETATM   11  O3  UNL     1       8.651  -3.891   1.061  1.00  0.00           O  
HETATM   12  C9  UNL     1       6.643  -2.735   0.389  1.00  0.00           C  
HETATM   13  O4  UNL     1       2.179  -1.098  -1.804  1.00  0.00           O  
HETATM   14  C10 UNL     1       0.988  -0.868  -2.544  1.00  0.00           C  
HETATM   15  C11 UNL     1       0.344   0.437  -2.105  1.00  0.00           C  
HETATM   16  O5  UNL     1       0.012   0.412  -0.758  1.00  0.00           O  
HETATM   17  C12 UNL     1      -0.823   1.472  -0.494  1.00  0.00           C  
HETATM   18  O6  UNL     1      -1.487   1.401   0.770  1.00  0.00           O  
HETATM   19  C13 UNL     1      -2.867   1.442   0.794  1.00  0.00           C  
HETATM   20  C14 UNL     1      -3.644   0.339   0.800  1.00  0.00           C  
HETATM   21  C15 UNL     1      -3.125  -1.009   0.801  1.00  0.00           C  
HETATM   22  C16 UNL     1      -1.855  -1.415   1.066  1.00  0.00           C  
HETATM   23  C17 UNL     1      -1.466  -2.761   0.989  1.00  0.00           C  
HETATM   24  C18 UNL     1      -2.351  -3.728   0.643  1.00  0.00           C  
HETATM   25  O7  UNL     1      -2.015  -5.083   0.551  1.00  0.00           O  
HETATM   26  C19 UNL     1      -3.642  -3.355   0.371  1.00  0.00           C  
HETATM   27  O8  UNL     1      -4.589  -4.331   0.009  1.00  0.00           O  
HETATM   28  C20 UNL     1      -4.017  -2.030   0.448  1.00  0.00           C  
HETATM   29  O9  UNL     1      -4.978   0.523   0.805  1.00  0.00           O  
HETATM   30  C21 UNL     1      -5.513   1.712   0.808  1.00  0.00           C  
HETATM   31  C22 UNL     1      -6.899   1.857   0.814  1.00  0.00           C  
HETATM   32  C23 UNL     1      -7.523   3.083   0.818  1.00  0.00           C  
HETATM   33  O10 UNL     1      -8.929   3.191   0.824  1.00  0.00           O  
HETATM   34  C24 UNL     1      -6.784   4.237   0.817  1.00  0.00           C  
HETATM   35  C25 UNL     1      -5.378   4.129   0.812  1.00  0.00           C  
HETATM   36  O11 UNL     1      -4.684   5.292   0.811  1.00  0.00           O  
HETATM   37  C26 UNL     1      -4.766   2.878   0.807  1.00  0.00           C  
HETATM   38  C27 UNL     1      -3.402   2.744   0.800  1.00  0.00           C  
HETATM   39  O12 UNL     1      -2.639   3.732   0.800  1.00  0.00           O  
HETATM   40  C28 UNL     1      -0.080   2.799  -0.657  1.00  0.00           C  
HETATM   41  O13 UNL     1      -0.695   3.643  -1.571  1.00  0.00           O  
HETATM   42  C29 UNL     1       1.337   2.466  -1.106  1.00  0.00           C  
HETATM   43  O14 UNL     1       1.934   1.794  -0.036  1.00  0.00           O  
HETATM   44  C30 UNL     1       1.347   1.573  -2.305  1.00  0.00           C  
HETATM   45  O15 UNL     1       1.065   2.323  -3.447  1.00  0.00           O  
HETATM   46  H1  UNL     1       4.768  -3.249  -1.398  1.00  0.00           H  
HETATM   47  H2  UNL     1       3.925  -0.643  -0.138  1.00  0.00           H  
HETATM   48  H3  UNL     1       5.378   0.120   1.558  1.00  0.00           H  
HETATM   49  H4  UNL     1       7.420  -0.053   2.990  1.00  0.00           H  
HETATM   50  H5  UNL     1       9.835  -2.728   2.835  1.00  0.00           H  
HETATM   51  H6  UNL     1       8.436  -4.594   0.369  1.00  0.00           H  
HETATM   52  H7  UNL     1       6.430  -3.506  -0.351  1.00  0.00           H  
HETATM   53  H8  UNL     1       0.313  -1.716  -2.374  1.00  0.00           H  
HETATM   54  H9  UNL     1       1.253  -0.827  -3.612  1.00  0.00           H  
HETATM   55  H10 UNL     1      -0.517   0.638  -2.773  1.00  0.00           H  
HETATM   56  H11 UNL     1      -1.611   1.494  -1.273  1.00  0.00           H  
HETATM   57  H12 UNL     1      -1.136  -0.691   1.371  1.00  0.00           H  
HETATM   58  H13 UNL     1      -0.434  -3.031   1.211  1.00  0.00           H  
HETATM   59  H14 UNL     1      -1.071  -5.398   0.745  1.00  0.00           H  
HETATM   60  H15 UNL     1      -4.283  -5.283  -0.037  1.00  0.00           H  
HETATM   61  H16 UNL     1      -5.046  -1.742   0.228  1.00  0.00           H  
HETATM   62  H17 UNL     1      -7.476   0.929   0.815  1.00  0.00           H  
HETATM   63  H18 UNL     1      -9.435   2.318   0.826  1.00  0.00           H  
HETATM   64  H19 UNL     1      -7.263   5.203   0.821  1.00  0.00           H  
HETATM   65  H20 UNL     1      -3.751   5.492   0.808  1.00  0.00           H  
HETATM   66  H21 UNL     1       0.003   3.305   0.309  1.00  0.00           H  
HETATM   67  H22 UNL     1      -1.624   3.347  -1.804  1.00  0.00           H  
HETATM   68  H23 UNL     1       1.914   3.381  -1.275  1.00  0.00           H  
HETATM   69  H24 UNL     1       1.734   2.202   0.834  1.00  0.00           H  
HETATM   70  H25 UNL     1       2.383   1.136  -2.401  1.00  0.00           H  
HETATM   71  H26 UNL     1       1.076   1.722  -4.254  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4    4   46
CONECT    4    5   47
CONECT    5    6    6   12
CONECT    6    7   48
CONECT    7    8    8   49
CONECT    8    9   10
CONECT    9   50
CONECT   10   11   12   12
CONECT   11   51
CONECT   12   52
CONECT   13   14
CONECT   14   15   53   54
CONECT   15   16   44   55
CONECT   16   17
CONECT   17   18   40   56
CONECT   18   19
CONECT   19   20   20   38
CONECT   20   21   29
CONECT   21   22   22   28
CONECT   22   23   57
CONECT   23   24   24   58
CONECT   24   25   26
CONECT   25   59
CONECT   26   27   28   28
CONECT   27   60
CONECT   28   61
CONECT   29   30
CONECT   30   31   31   37
CONECT   31   32   62
CONECT   32   33   34   34
CONECT   33   63
CONECT   34   35   64
CONECT   35   36   37   37
CONECT   36   65
CONECT   37   38
CONECT   38   39   39
CONECT   40   41   42   66
CONECT   41   67
CONECT   42   43   44   68
CONECT   43   69
CONECT   44   45   70
CONECT   45   71
END

HMDB0302496
     RDKit          3D
Quercetin 3-O-caffeyl-glucoside
 71 75  0  0  0  0  0  0  0  0999 V2000
    2.6427   -3.0445   -2.8654 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700   -2.2097   -2.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1745   -2.3693   -1.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5561   -1.5224   -0.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7582   -1.6880    0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0733   -0.7203    1.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1954   -0.8116    2.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0733   -1.8657    2.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2069   -1.9430    2.9432 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7795   -2.8250    1.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6515   -3.8911    1.0613 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6429   -2.7351    0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1794   -1.0977   -1.8036 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9880   -0.8676   -2.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3444    0.4373   -2.1053 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0120    0.4116   -0.7583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8231    1.4722   -0.4942 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4867    1.4006    0.7705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8670    1.4417    0.7940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6436    0.3393    0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1253   -1.0090    0.8008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8547   -1.4154    1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4662   -2.7609    0.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3507   -3.7278    0.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0152   -5.0826    0.5515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6416   -3.3548    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5891   -4.3314    0.0092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0171   -2.0301    0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9780    0.5229    0.8050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5133    1.7116    0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8987    1.8570    0.8139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5229    3.0828    0.8183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9293    3.1914    0.8241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7837    4.2370    0.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3780    4.1286    0.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6843    5.2922    0.8105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7659    2.8780    0.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4024    2.7437    0.8000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6391    3.7320    0.7997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804    2.7990   -0.6569 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6950    3.6433   -1.5708 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3368    2.4656   -1.1062 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9342    1.7943   -0.0361 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3475    1.5732   -2.3046 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0649    2.3231   -3.4473 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7683   -3.2492   -1.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9249   -0.6431   -0.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3780    0.1204    1.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4203   -0.0534    2.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8350   -2.7283    2.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4356   -4.5939    0.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4301   -3.5056   -0.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3134   -1.7164   -2.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2528   -0.8269   -3.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5168    0.6377   -2.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6110    1.4944   -1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1359   -0.6913    1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4344   -3.0313    1.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714   -5.3977    0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2832   -5.2825   -0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0462   -1.7425    0.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4757    0.9293    0.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4352    2.3179    0.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2626    5.2026    0.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7510    5.4923    0.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0027    3.3050    0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6245    3.3472   -1.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9138    3.3807   -1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7336    2.2017    0.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3830    1.1359   -2.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0763    1.7220   -4.2536 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  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  2  0
 20 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 35 36  1  0
 35 37  2  0
 37 38  1  0
 38 39  2  0
 17 40  1  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 42 44  1  0
 44 45  1  0
 12  5  1  0
 44 15  1  0
 38 19  1  0
 28 21  1  0
 37 30  1  0
  3 46  1  0
  4 47  1  0
  6 48  1  0
  7 49  1  0
  9 50  1  0
 11 51  1  0
 12 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  6
 17 56  1  6
 22 57  1  0
 23 58  1  0
 25 59  1  0
 27 60  1  0
 28 61  1  0
 31 62  1  0
 33 63  1  0
 34 64  1  0
 36 65  1  0
 40 66  1  1
 41 67  1  0
 42 68  1  6
 43 69  1  0
 44 70  1  6
 45 71  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
[(2R,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₃₀H₂₆O₁₅

Average Molecular Weight

626.5184

Monoisotopic Molecular Weight

626.127170162

IUPAC Name

[(2R,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Traditional Name

[(2R,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC=C(O)C(O)=C2)O[C@@H](OC2=C(OC3=C(C(O)=CC(O)=C3)C2=O)C2=CC(O)=C(O)C=C2)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C30H26O15/c31-14-9-19(36)23-20(10-14)43-28(13-3-5-16(33)18(35)8-13)29(25(23)39)45-30-27(41)26(40)24(38)21(44-30)11-42-22(37)6-2-12-1-4-15(32)17(34)7-12/h1-10,21,24,26-27,30-36,38,40-41H,11H2/b6-2+/t21-,24-,26+,27-,30+/m1/s1

InChI Key

IHBVMUCQCZEAPW-PFNFWJRHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid 3-o-p-coumaroyl glycosides. These are flavonoid 3-O-glycosides where the carbohydrate moiety is esterified with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid 3-O-p-coumaroyl glycosides

Alternative Parents

Substituents

Flavonoid 3-o-6-p-coumaroyl-glycoside
Flavonoid-3-o-glycoside
Flavone
Hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3'-hydroxyflavonoid
Coumaric acid or derivatives
Cinnamic acid ester
Hydroxycinnamic acid or derivatives
Cinnamic acid or derivatives
Chromone
O-glycosyl compound
Glycosyl compound
Benzopyran
1-benzopyran
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Pyranone
Benzenoid
Oxane
Monocyclic benzene moiety
Monosaccharide
Fatty acyl
Pyran
Heteroaromatic compound
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Monocarboxylic acid or derivatives
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Caraway (FooDB: FOOD00043)

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
logP	2.58	ALOGPS
logP	2.28	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	6.43	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	253.13 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	152.8 m³·mol⁻¹	ChemAxon
Polarizability	60.52 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	236.951	32859911
AllCCS	[M+H-H2O]+	235.773	32859911
AllCCS	[M+Na]+	238.301	32859911
AllCCS	[M+NH4]+	238.005	32859911
AllCCS	[M-H]-	231.491	32859911
AllCCS	[M+Na-2H]-	233.398	32859911
AllCCS	[M+HCOO]-	235.634	32859911
DeepCCS	[M+H]+	232.069	30932474
DeepCCS	[M-H]-	230.174	30932474
DeepCCS	[M-2H]-	263.695	30932474
DeepCCS	[M+Na]+	237.749	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-caffeyl-glucoside 10V, Positive-QTOF	splash10-0udi-0439306000-90973b8d6bdd805dcfa1	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-caffeyl-glucoside 20V, Positive-QTOF	splash10-0udi-0449100000-9f3be547ab53ccc3a99c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-caffeyl-glucoside 40V, Positive-QTOF	splash10-0udr-0955000000-7e6070662792b7c49e26	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-caffeyl-glucoside 10V, Negative-QTOF	splash10-01t9-0913103000-a4ca182e0b8811dbf513	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-caffeyl-glucoside 20V, Negative-QTOF	splash10-0w4i-0915000000-0af4ba3ead60739be851	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-caffeyl-glucoside 40V, Negative-QTOF	splash10-0w4i-0932000000-66df4e86c47d655cd306	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-caffeyl-glucoside 10V, Positive-QTOF	splash10-004i-0000009000-3d1866ecbed6279163d4	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-caffeyl-glucoside 20V, Positive-QTOF	splash10-004i-0000009000-b9ee3f8c91ad2c622666	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-caffeyl-glucoside 40V, Positive-QTOF	splash10-0ufr-1900113000-b8bbfca7a198de82b2da	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-caffeyl-glucoside 10V, Negative-QTOF	splash10-004i-0000009000-1b95243c30c5ad484c4b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-caffeyl-glucoside 20V, Negative-QTOF	splash10-004i-0400019000-4a2bf3153006dda96644	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-caffeyl-glucoside 40V, Negative-QTOF	splash10-0fc0-1910121000-31a2c4f64333a097fad4	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

Not Available

FooDB ID

FDB004800

KNApSAcK ID

Not Available

Chemspider ID

8207461

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10031891

PDB ID

Not Available

ChEBI ID

141137

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

Not Available

Showing metabocard for Quercetin 3-O-caffeyl-glucoside (HMDB0302496)

MOL for HMDB0302496 (Quercetin 3-O-caffeyl-glucoside)

3D MOL for HMDB0302496 (Quercetin 3-O-caffeyl-glucoside)

3D SDF for HMDB0302496 (Quercetin 3-O-caffeyl-glucoside)

3D-SDF for HMDB0302496 (Quercetin 3-O-caffeyl-glucoside)

PDB for HMDB0302496 (Quercetin 3-O-caffeyl-glucoside)

3D PDB for HMDB0302496 (Quercetin 3-O-caffeyl-glucoside)

SMILES for HMDB0302496 (Quercetin 3-O-caffeyl-glucoside)

INCHI for HMDB0302496 (Quercetin 3-O-caffeyl-glucoside)

Structure for HMDB0302496 (Quercetin 3-O-caffeyl-glucoside)

3D Structure for HMDB0302496 (Quercetin 3-O-caffeyl-glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra