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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 06:08:47 UTC

Update Date

2021-09-23 06:08:47 UTC

HMDB ID

HMDB0302058

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cichorioside N

Description

(1S,3aR,4R,5S,7S,7aR)-5-ethenyl-7-hydroxy-1,5-dimethyl-4-[(1E)-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-2-yl]-octahydro-1H-inden-2-one belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Based on a literature review very few articles have been published on (1S,3aR,4R,5S,7S,7aR)-5-ethenyl-7-hydroxy-1,5-dimethyl-4-[(1E)-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-2-yl]-octahydro-1H-inden-2-one.

Structure

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

  Mrv0541 02241212192D          

 32 34  0  0  0  0            999 V2000
   -2.0980    0.3669    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8124   -0.0456    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8124   -0.8707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0980   -1.2832    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3835   -0.8707    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3835   -0.0456    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5989    0.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5989   -1.1255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1140   -0.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7110   -0.4581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3439   -1.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3835   -1.6957    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0980   -2.1082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3835    0.7794    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0980    1.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5269    0.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2414   -0.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8124    0.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5269    3.6669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2414    4.0794    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9558    3.6669    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9559    2.8419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2414    2.4294    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5269    2.8419    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8124    2.4294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2414    1.6044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2414    4.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6703    4.0794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6703    2.4294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9558    5.3169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8124    1.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3835    1.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  8 11  1  1  0  0  0
  5 12  1  1  0  0  0
  4 13  1  1  0  0  0
  6 14  1  6  0  0  0
  1 15  1  6  0  0  0
  2 16  1  0  0  0  0
 16 17  2  0  0  0  0
  2 18  1  6  0  0  0
 19 20  1  0  0  0  0
 19 24  1  0  0  0  0
 20 21  1  0  0  0  0
 20 27  1  1  0  0  0
 22 21  1  0  0  0  0
 21 28  1  6  0  0  0
 22 23  1  0  0  0  0
 22 29  1  1  0  0  0
 23 24  1  0  0  0  0
 23 26  1  6  0  0  0
 24 25  1  1  0  0  0
 27 30  1  0  0  0  0
 25 31  1  0  0  0  0
 31 15  2  0  0  0  0
 15 32  1  0  0  0  0
M  END

HMDB0302058
     RDKit          3D
Cichorioside N
 64 66  0  0  0  0  0  0  0  0999 V2000
   -0.3546   -2.1303   -2.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6355   -1.0505   -1.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6717   -1.0303   -0.6213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5885   -2.2175    0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0471   -1.1398   -1.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8370    0.1028   -1.3564 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5221    0.7748   -2.5498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8273    0.9684   -0.1822 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1060    1.2008    0.5565 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8303    2.3485   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6072    1.6260    1.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2212    2.1599    2.7785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1234    1.2760    2.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8803    0.3519    0.8761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5884    0.2664    0.1994 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3509    0.4238    0.9080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0441    1.6116    1.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6091   -0.4641    0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8078   -0.2590    1.5474 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9248    0.1227    0.7668 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2359   -0.8509   -0.2013 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2420   -0.2757   -0.9961 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4342   -1.0408   -2.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7973   -2.3480   -2.0412 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5154   -0.1988   -0.2109 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9993    1.1166   -0.3045 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2469   -0.4972    1.2396 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9729   -1.8673    1.3995 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0865    0.3494    1.6955 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4629    1.6785    1.6177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9261   -3.0479   -2.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4034   -2.1290   -3.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0701   -0.1374   -1.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9757   -3.0448   -0.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3484   -1.9022    1.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6135   -2.6987    0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6151   -1.9964   -0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8619   -1.4909   -2.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9172   -0.2261   -1.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4569    0.0532   -3.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4271    2.0047   -0.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7452    0.3077    0.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4934    2.8971    0.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0601    3.0123   -0.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3777    1.8966   -0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5298    2.1821    2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0919    0.6891    2.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3146   -0.6782    1.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5750    1.0984   -0.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831    1.5097    2.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3689    2.5526    1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0587    1.7108    1.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6279   -1.3768    0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6855    1.0450    0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8618    0.7480   -1.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2623   -0.5547   -2.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4918   -0.9927   -2.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4853   -2.7053   -1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2645   -0.8965   -0.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5249    1.3659    0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1205   -0.2324    1.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7947   -2.3699    1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8152    0.1328    2.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6559    2.2659    1.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  6
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 15  3  1  0
 29 20  1  0
 14  8  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  4 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  6
  7 40  1  0
  8 41  1  6
  9 42  1  1
 10 43  1  0
 10 44  1  0
 10 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  1
 15 49  1  6
 17 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 20 54  1  6
 22 55  1  6
 23 56  1  0
 23 57  1  0
 24 58  1  0
 25 59  1  6
 26 60  1  0
 27 61  1  1
 28 62  1  0
 29 63  1  1
 30 64  1  0
M  END

  Mrv0541 02241212192D          

 32 34  0  0  0  0            999 V2000
   -2.0980    0.3669    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8124   -0.0456    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8124   -0.8707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0980   -1.2832    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3835   -0.8707    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3835   -0.0456    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5989    0.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5989   -1.1255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1140   -0.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7110   -0.4581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3439   -1.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3835   -1.6957    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0980   -2.1082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3835    0.7794    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0980    1.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5269    0.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2414   -0.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8124    0.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5269    3.6669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2414    4.0794    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9558    3.6669    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9559    2.8419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2414    2.4294    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5269    2.8419    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8124    2.4294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2414    1.6044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2414    4.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6703    4.0794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6703    2.4294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9558    5.3169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8124    1.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3835    1.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  8 11  1  1  0  0  0
  5 12  1  1  0  0  0
  4 13  1  1  0  0  0
  6 14  1  6  0  0  0
  1 15  1  6  0  0  0
  2 16  1  0  0  0  0
 16 17  2  0  0  0  0
  2 18  1  6  0  0  0
 19 20  1  0  0  0  0
 19 24  1  0  0  0  0
 20 21  1  0  0  0  0
 20 27  1  1  0  0  0
 22 21  1  0  0  0  0
 21 28  1  6  0  0  0
 22 23  1  0  0  0  0
 22 29  1  1  0  0  0
 23 24  1  0  0  0  0
 23 26  1  6  0  0  0
 24 25  1  1  0  0  0
 27 30  1  0  0  0  0
 25 31  1  0  0  0  0
 31 15  2  0  0  0  0
 15 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302058

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12CC(=O)[C@@H](C)[C@]1([H])[C@@H](O)C[C@@](C)(C=C)[C@@H]2\C(C)=C\O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H34O8/c1-5-22(4)7-14(25)16-11(3)13(24)6-12(16)17(22)10(2)9-29-21-20(28)19(27)18(26)15(8-23)30-21/h5,9,11-12,14-21,23,25-28H,1,6-8H2,2-4H3/b10-9+/t11-,12+,14+,15-,16+,17-,18-,19+,20-,21-,22-/m1/s1

> <INCHI_KEY>
PBKSUDBCJRZUBN-SNLBVQBNSA-N

> <FORMULA>
C22H34O8

> <MOLECULAR_WEIGHT>
426.5006

> <EXACT_MASS>
426.225368064

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
45.07963031434697

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3aR,4R,5S,7S,7aR)-5-ethenyl-7-hydroxy-1,5-dimethyl-4-[(1E)-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-2-yl]-octahydro-1H-inden-2-one

> <ALOGPS_LOGP>
-0.16

> <JCHEM_LOGP>
-0.21564258833333316

> <ALOGPS_LOGS>
-2.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.188610570247402

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.200299895858777

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8482754999600868

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
107.84589999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.10e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3aR,4R,5S,7S,7aR)-5-ethenyl-7-hydroxy-1,5-dimethyl-4-[(1E)-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-2-yl]-hexahydro-1H-inden-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302058
     RDKit          3D
Cichorioside N
 64 66  0  0  0  0  0  0  0  0999 V2000
   -0.3546   -2.1303   -2.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6355   -1.0505   -1.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6717   -1.0303   -0.6213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5885   -2.2175    0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0471   -1.1398   -1.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8370    0.1028   -1.3564 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5221    0.7748   -2.5498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8273    0.9684   -0.1822 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1060    1.2008    0.5565 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8303    2.3485   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6072    1.6260    1.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2212    2.1599    2.7785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1234    1.2760    2.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8803    0.3519    0.8761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5884    0.2664    0.1994 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3509    0.4238    0.9080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0441    1.6116    1.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6091   -0.4641    0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8078   -0.2590    1.5474 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9248    0.1227    0.7668 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2359   -0.8509   -0.2013 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2420   -0.2757   -0.9961 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4342   -1.0408   -2.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7973   -2.3480   -2.0412 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5154   -0.1988   -0.2109 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9993    1.1166   -0.3045 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2469   -0.4972    1.2396 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9729   -1.8673    1.3995 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0865    0.3494    1.6955 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4629    1.6785    1.6177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9261   -3.0479   -2.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4034   -2.1290   -3.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0701   -0.1374   -1.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9757   -3.0448   -0.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3484   -1.9022    1.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6135   -2.6987    0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6151   -1.9964   -0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8619   -1.4909   -2.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9172   -0.2261   -1.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4569    0.0532   -3.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4271    2.0047   -0.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7452    0.3077    0.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4934    2.8971    0.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0601    3.0123   -0.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3777    1.8966   -0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5298    2.1821    2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0919    0.6891    2.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3146   -0.6782    1.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5750    1.0984   -0.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831    1.5097    2.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3689    2.5526    1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0587    1.7108    1.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6279   -1.3768    0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6855    1.0450    0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8618    0.7480   -1.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2623   -0.5547   -2.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4918   -0.9927   -2.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4853   -2.7053   -1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2645   -0.8965   -0.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5249    1.3659    0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1205   -0.2324    1.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7947   -2.3699    1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8152    0.1328    2.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6559    2.2659    1.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  6
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 15  3  1  0
 29 20  1  0
 14  8  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  4 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  6
  7 40  1  0
  8 41  1  6
  9 42  1  1
 10 43  1  0
 10 44  1  0
 10 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  1
 15 49  1  6
 17 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 20 54  1  6
 22 55  1  6
 23 56  1  0
 23 57  1  0
 24 58  1  0
 25 59  1  6
 26 60  1  0
 27 61  1  1
 28 62  1  0
 29 63  1  1
 30 64  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      -3.916   0.685   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.250  -0.085   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.250  -1.625   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.916  -2.395   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.583  -1.625   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.583  -0.085   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.118   0.391   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.118  -2.101   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.213  -0.855   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.327  -0.855   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.642  -3.566   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0      -2.583  -3.165   0.000  0.00  0.00           H+0
HETATM   13  O   UNK     0      -3.916  -3.935   0.000  0.00  0.00           O+0
HETATM   14  H   UNK     0      -2.583   1.455   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0      -3.916   2.225   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.584   0.685   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.917  -0.085   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.250   1.455   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -6.584   6.845   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -7.917   7.615   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -9.251   6.845   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -9.251   5.305   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -7.917   4.535   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.584   5.305   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -5.250   4.535   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -7.917   2.995   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -7.917   9.155   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0     -10.585   7.615   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0     -10.585   4.535   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -9.251   9.925   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -5.250   2.995   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.583   2.995   0.000  0.00  0.00           C+0
CONECT    1    2    6   15                                                  
CONECT    2    1    3   16   18                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4    6    8   12                                             
CONECT    6    1    7    5   14                                             
CONECT    7    6    9                                                       
CONECT    8    5    9   11                                                  
CONECT    9    7    8   10                                                  
CONECT   10    9                                                            
CONECT   11    8                                                            
CONECT   12    5                                                            
CONECT   13    4                                                            
CONECT   14    6                                                            
CONECT   15    1   31   32                                                  
CONECT   16    2   17                                                       
CONECT   17   16                                                            
CONECT   18    2                                                            
CONECT   19   20   24                                                       
CONECT   20   19   21   27                                                  
CONECT   21   20   22   28                                                  
CONECT   22   21   23   29                                                  
CONECT   23   22   24   26                                                  
CONECT   24   19   23   25                                                  
CONECT   25   24   31                                                       
CONECT   26   23                                                            
CONECT   27   20   30                                                       
CONECT   28   21                                                            
CONECT   29   22                                                            
CONECT   30   27                                                            
CONECT   31   25   15                                                       
CONECT   32   15                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0302058
HETATM    1  C1  UNL     1      -0.355  -2.130  -2.361  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.636  -1.050  -1.673  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.672  -1.030  -0.621  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.589  -2.218   0.317  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.047  -1.140  -1.257  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.837   0.103  -1.356  1.00  0.00           C  
HETATM    7  O1  UNL     1      -3.522   0.775  -2.550  1.00  0.00           O  
HETATM    8  C7  UNL     1      -3.827   0.968  -0.182  1.00  0.00           C  
HETATM    9  C8  UNL     1      -5.106   1.201   0.557  1.00  0.00           C  
HETATM   10  C9  UNL     1      -5.830   2.349  -0.138  1.00  0.00           C  
HETATM   11  C10 UNL     1      -4.607   1.626   1.893  1.00  0.00           C  
HETATM   12  O2  UNL     1      -5.221   2.160   2.779  1.00  0.00           O  
HETATM   13  C11 UNL     1      -3.123   1.276   2.004  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.880   0.352   0.876  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.588   0.266   0.199  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.351   0.424   0.908  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.044   1.612   1.780  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.609  -0.464   0.825  1.00  0.00           C  
HETATM   19  O3  UNL     1       1.808  -0.259   1.547  1.00  0.00           O  
HETATM   20  C17 UNL     1       2.925   0.123   0.767  1.00  0.00           C  
HETATM   21  O4  UNL     1       3.236  -0.851  -0.201  1.00  0.00           O  
HETATM   22  C18 UNL     1       4.242  -0.276  -0.996  1.00  0.00           C  
HETATM   23  C19 UNL     1       4.434  -1.041  -2.272  1.00  0.00           C  
HETATM   24  O5  UNL     1       4.797  -2.348  -2.041  1.00  0.00           O  
HETATM   25  C20 UNL     1       5.515  -0.199  -0.211  1.00  0.00           C  
HETATM   26  O6  UNL     1       5.999   1.117  -0.304  1.00  0.00           O  
HETATM   27  C21 UNL     1       5.247  -0.497   1.240  1.00  0.00           C  
HETATM   28  O7  UNL     1       4.973  -1.867   1.399  1.00  0.00           O  
HETATM   29  C22 UNL     1       4.087   0.349   1.695  1.00  0.00           C  
HETATM   30  O8  UNL     1       4.463   1.679   1.618  1.00  0.00           O  
HETATM   31  H1  UNL     1      -0.926  -3.048  -2.130  1.00  0.00           H  
HETATM   32  H2  UNL     1       0.403  -2.129  -3.125  1.00  0.00           H  
HETATM   33  H3  UNL     1      -0.070  -0.137  -1.900  1.00  0.00           H  
HETATM   34  H4  UNL     1      -0.976  -3.045  -0.052  1.00  0.00           H  
HETATM   35  H5  UNL     1      -1.348  -1.902   1.376  1.00  0.00           H  
HETATM   36  H6  UNL     1      -2.613  -2.699   0.465  1.00  0.00           H  
HETATM   37  H7  UNL     1      -3.615  -1.996  -0.812  1.00  0.00           H  
HETATM   38  H8  UNL     1      -2.862  -1.491  -2.316  1.00  0.00           H  
HETATM   39  H9  UNL     1      -4.917  -0.226  -1.519  1.00  0.00           H  
HETATM   40  H10 UNL     1      -3.457   0.053  -3.248  1.00  0.00           H  
HETATM   41  H11 UNL     1      -3.427   2.005  -0.425  1.00  0.00           H  
HETATM   42  H12 UNL     1      -5.745   0.308   0.607  1.00  0.00           H  
HETATM   43  H13 UNL     1      -6.493   2.897   0.557  1.00  0.00           H  
HETATM   44  H14 UNL     1      -5.060   3.012  -0.583  1.00  0.00           H  
HETATM   45  H15 UNL     1      -6.378   1.897  -0.997  1.00  0.00           H  
HETATM   46  H16 UNL     1      -2.530   2.182   2.054  1.00  0.00           H  
HETATM   47  H17 UNL     1      -3.092   0.689   2.961  1.00  0.00           H  
HETATM   48  H18 UNL     1      -3.315  -0.678   1.073  1.00  0.00           H  
HETATM   49  H19 UNL     1      -1.575   1.098  -0.603  1.00  0.00           H  
HETATM   50  H20 UNL     1      -0.383   1.510   2.802  1.00  0.00           H  
HETATM   51  H21 UNL     1      -0.369   2.553   1.255  1.00  0.00           H  
HETATM   52  H22 UNL     1       1.059   1.711   1.822  1.00  0.00           H  
HETATM   53  H23 UNL     1       0.628  -1.377   0.259  1.00  0.00           H  
HETATM   54  H24 UNL     1       2.686   1.045   0.188  1.00  0.00           H  
HETATM   55  H25 UNL     1       3.862   0.748  -1.248  1.00  0.00           H  
HETATM   56  H26 UNL     1       5.262  -0.555  -2.827  1.00  0.00           H  
HETATM   57  H27 UNL     1       3.492  -0.993  -2.875  1.00  0.00           H  
HETATM   58  H28 UNL     1       4.485  -2.705  -1.186  1.00  0.00           H  
HETATM   59  H29 UNL     1       6.265  -0.897  -0.645  1.00  0.00           H  
HETATM   60  H30 UNL     1       6.525   1.366   0.482  1.00  0.00           H  
HETATM   61  H31 UNL     1       6.120  -0.232   1.884  1.00  0.00           H  
HETATM   62  H32 UNL     1       5.795  -2.370   1.216  1.00  0.00           H  
HETATM   63  H33 UNL     1       3.815   0.133   2.755  1.00  0.00           H  
HETATM   64  H34 UNL     1       3.656   2.266   1.762  1.00  0.00           H  
CONECT    1    2    2   31   32
CONECT    2    3   33
CONECT    3    4    5   15
CONECT    4   34   35   36
CONECT    5    6   37   38
CONECT    6    7    8   39
CONECT    7   40
CONECT    8    9   14   41
CONECT    9   10   11   42
CONECT   10   43   44   45
CONECT   11   12   12   13
CONECT   13   14   46   47
CONECT   14   15   48
CONECT   15   16   49
CONECT   16   17   18   18
CONECT   17   50   51   52
CONECT   18   19   53
CONECT   19   20
CONECT   20   21   29   54
CONECT   21   22
CONECT   22   23   25   55
CONECT   23   24   56   57
CONECT   24   58
CONECT   25   26   27   59
CONECT   26   60
CONECT   27   28   29   61
CONECT   28   62
CONECT   29   30   63
CONECT   30   64
END

HMDB0302058
     RDKit          3D
Cichorioside N
 64 66  0  0  0  0  0  0  0  0999 V2000
   -0.3546   -2.1303   -2.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6355   -1.0505   -1.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6717   -1.0303   -0.6213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5885   -2.2175    0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0471   -1.1398   -1.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8370    0.1028   -1.3564 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5221    0.7748   -2.5498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8273    0.9684   -0.1822 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1060    1.2008    0.5565 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8303    2.3485   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6072    1.6260    1.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2212    2.1599    2.7785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1234    1.2760    2.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8803    0.3519    0.8761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5884    0.2664    0.1994 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3509    0.4238    0.9080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0441    1.6116    1.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6091   -0.4641    0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8078   -0.2590    1.5474 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9248    0.1227    0.7668 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2359   -0.8509   -0.2013 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2420   -0.2757   -0.9961 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4342   -1.0408   -2.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7973   -2.3480   -2.0412 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5154   -0.1988   -0.2109 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9993    1.1166   -0.3045 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2469   -0.4972    1.2396 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9729   -1.8673    1.3995 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0865    0.3494    1.6955 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4629    1.6785    1.6177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9261   -3.0479   -2.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4034   -2.1290   -3.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0701   -0.1374   -1.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9757   -3.0448   -0.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3484   -1.9022    1.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6135   -2.6987    0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6151   -1.9964   -0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8619   -1.4909   -2.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9172   -0.2261   -1.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4569    0.0532   -3.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4271    2.0047   -0.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7452    0.3077    0.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4934    2.8971    0.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0601    3.0123   -0.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3777    1.8966   -0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5298    2.1821    2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0919    0.6891    2.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3146   -0.6782    1.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5750    1.0984   -0.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831    1.5097    2.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3689    2.5526    1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0587    1.7108    1.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6279   -1.3768    0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6855    1.0450    0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8618    0.7480   -1.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2623   -0.5547   -2.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4918   -0.9927   -2.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4853   -2.7053   -1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2645   -0.8965   -0.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5249    1.3659    0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1205   -0.2324    1.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7947   -2.3699    1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8152    0.1328    2.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6559    2.2659    1.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  6
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 15  3  1  0
 29 20  1  0
 14  8  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  4 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  6
  7 40  1  0
  8 41  1  6
  9 42  1  1
 10 43  1  0
 10 44  1  0
 10 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  1
 15 49  1  6
 17 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 20 54  1  6
 22 55  1  6
 23 56  1  0
 23 57  1  0
 24 58  1  0
 25 59  1  6
 26 60  1  0
 27 61  1  1
 28 62  1  0
 29 63  1  1
 30 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₂H₃₄O₈

Average Molecular Weight

426.5006

Monoisotopic Molecular Weight

426.225368064

IUPAC Name

(1S,3aR,4R,5S,7S,7aR)-5-ethenyl-7-hydroxy-1,5-dimethyl-4-[(1E)-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-2-yl]-octahydro-1H-inden-2-one

Traditional Name

(1S,3aR,4R,5S,7S,7aR)-5-ethenyl-7-hydroxy-1,5-dimethyl-4-[(1E)-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-2-yl]-hexahydro-1H-inden-2-one

CAS Registry Number

Not Available

SMILES

[H][C@]12CC(=O)[C@@H](C)[C@]1([H])[C@@H](O)C[C@@](C)(C=C)[C@@H]2\C(C)=C\O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C22H34O8/c1-5-22(4)7-14(25)16-11(3)13(24)6-12(16)17(22)10(2)9-29-21-20(28)19(27)18(26)15(8-23)30-21/h5,9,11-12,14-21,23,25-28H,1,6-8H2,2-4H3/b10-9+/t11-,12+,14+,15-,16+,17-,18-,19+,20-,21-,22-/m1/s1

InChI Key

PBKSUDBCJRZUBN-SNLBVQBNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Elemane sesquiterpenoid
Sesquiterpenoid
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Monosaccharide
Oxane
Cyclic alcohol
Secondary alcohol
Ketone
Cyclic ketone
Polyol
Oxacycle
Acetal
Organoheterocyclic compound
Primary alcohol
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302058)

Food

Vegetable

Leaf vegetable

Endive (FooDB: FOOD00048)

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	-0.16	ALOGPS
logP	-0.22	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	107.85 m³·mol⁻¹	ChemAxon
Polarizability	45.08 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
AllCCS	[M+H]+	203.628	32859911
AllCCS	[M+H-H2O]+	201.442	32859911
AllCCS	[M+Na]+	206.207	32859911
AllCCS	[M+NH4]+	205.635	32859911
AllCCS	[M-H]-	199.698	32859911
AllCCS	[M+Na-2H]-	200.634	32859911
AllCCS	[M+HCOO]-	201.808	32859911
DeepCCS	[M-2H]-	230.157	30932474
DeepCCS	[M+Na]+	204.395	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cichorioside N,6TMS,isomer #1	C=C[C@]1(C)C[C@H](O[Si](C)(C)C)[C@H]2C(C)=C(O[Si](C)(C)C)C[C@@H]2[C@H]1/C(C)=C/O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3097.0	Semi standard non polar	33892256
Cichorioside N,6TMS,isomer #1	C=C[C@]1(C)C[C@H](O[Si](C)(C)C)[C@H]2C(C)=C(O[Si](C)(C)C)C[C@@H]2[C@H]1/C(C)=C/O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3180.1	Standard non polar	33892256
Cichorioside N,6TMS,isomer #1	C=C[C@]1(C)C[C@H](O[Si](C)(C)C)[C@H]2C(C)=C(O[Si](C)(C)C)C[C@@H]2[C@H]1/C(C)=C/O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3460.0	Standard polar	33892256
Cichorioside N,6TMS,isomer #2	C=C[C@]1(C)C[C@H](O[Si](C)(C)C)[C@H]2[C@H](C)C(O[Si](C)(C)C)=C[C@@H]2[C@H]1/C(C)=C/O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3073.9	Semi standard non polar	33892256
Cichorioside N,6TMS,isomer #2	C=C[C@]1(C)C[C@H](O[Si](C)(C)C)[C@H]2[C@H](C)C(O[Si](C)(C)C)=C[C@@H]2[C@H]1/C(C)=C/O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3028.7	Standard non polar	33892256
Cichorioside N,6TMS,isomer #2	C=C[C@]1(C)C[C@H](O[Si](C)(C)C)[C@H]2[C@H](C)C(O[Si](C)(C)C)=C[C@@H]2[C@H]1/C(C)=C/O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3473.9	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside N 10V, Positive-QTOF	splash10-0a6s-0182900000-a7a6f7de7c134ba860ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside N 20V, Positive-QTOF	splash10-0002-1392100000-f16e29cf38600564a390	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside N 40V, Positive-QTOF	splash10-0zfv-9352000000-508354a6f13b88335e9e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside N 10V, Negative-QTOF	splash10-004i-1241900000-ecebc70268709893fb3c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside N 20V, Negative-QTOF	splash10-08i0-6982400000-12971196bdac17e8b863	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside N 40V, Negative-QTOF	splash10-0a4l-9030000000-5cbb1d24061eeafd6b16	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside N 10V, Positive-QTOF	splash10-056r-0054900000-4bf9a72c8d9c67211704	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside N 20V, Positive-QTOF	splash10-05vt-2292200000-dc948fdc510c226aa86f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside N 40V, Positive-QTOF	splash10-0a4r-9253000000-8852445b436260f0b2c3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside N 10V, Negative-QTOF	splash10-004i-0100900000-85ece8cf1d8ff697fbf7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside N 20V, Negative-QTOF	splash10-057r-4193500000-ef623691020643c430fe	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside N 40V, Negative-QTOF	splash10-0aou-9051000000-72ce2ae6ea11ecc2ef7d	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

FDB001806

KNApSAcK ID

Not Available

Chemspider ID

59696265

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

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 Cichorioside N (HMDB0302058)

MOL for HMDB0302058 (Cichorioside N)

3D MOL for HMDB0302058 (Cichorioside N)

3D SDF for HMDB0302058 (Cichorioside N)

3D-SDF for HMDB0302058 (Cichorioside N)

PDB for HMDB0302058 (Cichorioside N)

3D PDB for HMDB0302058 (Cichorioside N)

SMILES for HMDB0302058 (Cichorioside N)

INCHI for HMDB0302058 (Cichorioside N)

Structure for HMDB0302058 (Cichorioside N)

3D Structure for HMDB0302058 (Cichorioside N)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra