NP-MRD: Showing NP-Card for 6-Caffeoylsucrose (NP0084863)

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Record Information

Version

2.0

Created at

2022-04-29 05:29:17 UTC

Updated at

2022-04-29 05:29:17 UTC

NP-MRD ID

NP0084863

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-Caffeoylsucrose

Description

Caffeic acid sucrose, also known as caffeate sucrose, 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. 6-Caffeoylsucrose is found in Ipomoea batatas and Salvia officinalis . Based on a literature review very few articles have been published on Caffeic acid sucrose.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292207292D          

 35 37  0  0  1  0            999 V2000
   10.0828    5.1506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5308    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7857    3.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5927    3.5814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2337    3.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4267    3.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1718    4.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3648    4.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1098    5.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3029    5.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7508    4.6105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9439    4.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3918    4.1690    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6468    3.3843    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4537    3.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0947    2.7712    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3497    1.9866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2878    2.9428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7357    2.3297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0328    3.7274    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2259    3.8989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6738    3.2858    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1218    3.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3148    3.7274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3413    2.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0863    2.0163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5712    1.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2357    0.5952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2613    2.0163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7764    1.3488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0064    2.8009    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2218    3.0558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5849    4.3405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0479    6.0082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7238    4.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 22 21  1  6  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  6  0  0  0
 20 33  1  0  0  0  0
 13 33  1  0  0  0  0
 10 34  2  0  0  0  0
  7 35  2  0  0  0  0
  2 35  1  0  0  0  0
M  END

     RDKit          3D

 63 65  0  0  0  0  0  0  0  0999 V2000
    2.1354    2.0260   -0.1262 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7627    1.0644   -0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2428    1.0378   -0.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9186    0.0277   -1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3507   -0.0947   -1.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9156   -1.2244   -1.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2777   -1.4186   -1.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1098   -0.4732   -1.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4942   -0.6199   -1.2459 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5473    0.6548   -0.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3799    1.6058   -0.0945 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1811    0.8426   -0.5800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0533    0.0333   -1.1946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6696   -0.0639   -1.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0373   -0.0832    0.0559 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3652   -0.1849   -0.1900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2180   -0.5307    0.8237 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1123    0.5125    0.9585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4138    0.2946    0.7100 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1636   -0.6252    1.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7235   -1.9416    1.5259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5641   -0.1336   -0.6033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7841    0.3085   -1.0514 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8346    0.1705   -2.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0771    0.6243   -2.9854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8295    1.7363   -0.6099 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1428    2.1734   -0.4542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0972    1.6759    0.7122 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1544    2.6928    0.7022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4386   -0.7220    2.1010 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8225    0.4526    2.5219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3801   -1.7596    1.8669 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8804   -2.9370    1.3413 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5867   -1.1792    0.8580 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6655   -0.6541    1.5660 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8033    1.8407   -0.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2903   -0.7635   -1.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2899   -1.9993   -2.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6936   -2.3155   -2.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0782    0.0898   -0.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0034    2.4365    0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8228    1.7288   -0.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4312   -0.9771   -1.8828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3029    0.7926   -1.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2386    0.8948    0.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7096   -1.4761    0.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2285   -0.6295    1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1772   -0.3121    2.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0816   -2.4208    0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6528   -0.2482   -0.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7267   -0.9042   -2.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0630    0.7984   -3.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7240    0.7517   -2.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2844    2.3524   -1.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4703    1.7678    0.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7691    1.7757    1.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5040    2.5092   -0.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1138   -1.0022    2.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6680    0.4295    3.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1387   -2.0034    2.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6633   -3.2900    1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0004   -1.9669    0.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4912   -1.1470    1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 19  1  0
 19 20  1  0
 20 21  1  0
 19 18  1  1
 18 17  1  0
 17 16  1  0
 16 15  1  0
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 13  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5 12  2  0
 12 10  1  0
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 10  8  2  0
  8  9  1  0
  8  7  1  0
  7  6  2  0
 15 34  1  0
 34 35  1  0
 34 32  1  0
 32 33  1  0
 32 30  1  0
 30 31  1  0
 19 28  1  0
 28 29  1  0
 28 26  1  0
 26 27  1  0
 26 23  1  0
 30 17  1  0
  6  5  1  0
 25 53  1  0
 24 51  1  0
 24 52  1  0
 23 50  1  1
 20 47  1  0
 20 48  1  0
 21 49  1  0
 17 46  1  6
 15 45  1  1
 14 43  1  0
 14 44  1  0
  3 36  1  0
  4 37  1  0
 12 42  1  0
 11 41  1  0
  9 40  1  0
  7 39  1  0
  6 38  1  0
 34 62  1  6
 35 63  1  0
 32 60  1  1
 33 61  1  0
 30 58  1  1
 31 59  1  0
 28 56  1  1
 29 57  1  0
 26 54  1  6
 27 55  1  0
M  END


  Mrv1652304292207292D          

 35 37  0  0  1  0            999 V2000
   10.0828    5.1506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5308    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7857    3.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5927    3.5814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2337    3.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4267    3.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1718    4.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3648    4.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1098    5.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3029    5.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7508    4.6105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9439    4.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3918    4.1690    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6468    3.3843    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4537    3.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0947    2.7712    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3497    1.9866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2878    2.9428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7357    2.3297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0328    3.7274    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2259    3.8989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6738    3.2858    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1218    3.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3148    3.7274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3413    2.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0863    2.0163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5712    1.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2357    0.5952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2613    2.0163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7764    1.3488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0064    2.8009    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2218    3.0558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5849    4.3405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0479    6.0082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7238    4.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
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 11 12  1  0  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
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 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 22 21  1  6  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  6  0  0  0
 20 33  1  0  0  0  0
 13 33  1  0  0  0  0
 10 34  2  0  0  0  0
  7 35  2  0  0  0  0
  2 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084863

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](COC(=O)\C=C\C3=CC(O)=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O14/c22-6-12-16(28)19(31)21(8-23,34-12)35-20-18(30)17(29)15(27)13(33-20)7-32-14(26)4-2-9-1-3-10(24)11(25)5-9/h1-5,12-13,15-20,22-25,27-31H,6-8H2/b4-2+/t12-,13-,15-,16-,17+,18-,19+,20-,21+/m1/s1

> <INCHI_KEY>
UZUDNVXQOKQTDO-WXOUDWAJSA-N

> <FORMULA>
C21H28O14

> <MOLECULAR_WEIGHT>
504.441

> <EXACT_MASS>
504.147905582

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
46.99490951920906

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4S,5R,6R)-6-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
-1.24

> <JCHEM_LOGP>
-2.102074889

> <ALOGPS_LOGS>
-1.73

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.775361205534262

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.207628137551078

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4558260660598448

> <JCHEM_POLAR_SURFACE_AREA>
236.05999999999995

> <JCHEM_REFRACTIVITY>
112.3036

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.42e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0      18.821   9.614   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      17.791   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.267   7.005   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      19.773   6.685   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      17.236   5.861   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.730   6.181   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.254   7.646   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.748   7.966   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.272   9.431   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.765   9.751   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.735   8.606   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.229   8.926   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.198   7.782   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.674   6.317   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.180   5.997   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.644   5.173   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.119   3.708   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.137   5.493   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.107   4.349   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.661   6.958   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.155   7.278   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.124   6.134   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.094   7.278   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.588   6.958   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.370   5.228   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.894   3.764   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.800   2.518   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.173   1.111   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.354   3.764   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.449   2.518   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.879   5.228   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.414   5.704   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       6.692   8.102   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      11.289  11.215   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      16.284   8.790   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   35                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   35                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   34                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   33                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   33                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   25   31                                             
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   22   32                                                  
CONECT   32   31                                                            
CONECT   33   20   13                                                       
CONECT   34   10                                                            
CONECT   35    7    2                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

View in JSmol

Synonyms

Value	Source
Caffeate sucrose	Generator

Chemical Formula

C₂₁H₂₈O₁₄

Average Mass

504.4410 Da

Monoisotopic Mass

504.14791 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](COC(=O)\C=C\C3=CC(O)=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C21H28O14/c22-6-12-16(28)19(31)21(8-23,34-12)35-20-18(30)17(29)15(27)13(33-20)7-32-14(26)4-2-9-1-3-10(24)11(25)5-9/h1-5,12-13,15-20,22-25,27-31H,6-8H2/b4-2+/t12-,13-,15-,16-,17+,18-,19+,20-,21+/m1/s1

InChI Key

UZUDNVXQOKQTDO-WXOUDWAJSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ipomoea batatas	LOTUS Database	35616633
Salvia officinalis	Plant	KNApSAcK

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
C-glycosyl compound
Disaccharide
Glycosyl compound
O-glycosyl compound
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Ketal
Fatty acid ester
Phenol
Benzenoid
Fatty acyl
Monocyclic benzene moiety
Oxane
Oxolane
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Oxacycle
Acetal
Polyol
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Primary alcohol
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	-1.2	ALOGPS
logP	-2.1	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	9.21	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	236.06 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	112.3 m³·mol⁻¹	ChemAxon
Polarizability	46.99 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00054475

Chemspider ID

8521462

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10346004

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 6-Caffeoylsucrose (NP0084863)

MOL for NP0084863 (6-Caffeoylsucrose)

3D MOL for NP0084863 (6-Caffeoylsucrose)

3D SDF for NP0084863 (6-Caffeoylsucrose)

3D-SDF for NP0084863 (6-Caffeoylsucrose)

PDB for NP0084863 (6-Caffeoylsucrose)

3D PDB for NP0084863 (6-Caffeoylsucrose)

SMILES for NP0084863 (6-Caffeoylsucrose)

INCHI for NP0084863 (6-Caffeoylsucrose)

Structure for NP0084863 (6-Caffeoylsucrose)

3D Structure for NP0084863 (6-Caffeoylsucrose)