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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 06:06:50 UTC

Update Date

2021-09-23 06:06:50 UTC

HMDB ID

HMDB0302056

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cichorioside J

Description

Cichorioside j is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Cichorioside j can be found in endive, which makes cichorioside j a potential biomarker for the consumption of this food product.

Structure

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


  Mrv0541 02241212182D          

 34 38  0  0  0  0            999 V2000
   -0.8624    2.2668    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6730    2.1134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0585    1.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7286    0.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9317    0.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2679    0.9042    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2371    1.7286    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2476    2.7054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9882    2.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8713    1.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7176    2.7273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5438    3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2784    2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4679    2.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9722    3.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4458    2.8502    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4774    1.3161    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0132    1.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8826    1.6352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4615    0.5187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4633    0.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2569    1.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5634   -0.6360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5634   -1.4610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8489   -1.8735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1344   -1.4610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1344   -0.6360    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8489   -0.2235    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8489    0.6015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4200   -0.2235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2779   -1.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8489   -2.6985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4199   -1.8735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2778   -2.6985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  2  0  0  0  0
  6  7  1  0  0  0  0
  8  2  1  0  0  0  0
  3  2  1  0  0  0  0
 10  3  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5  6  1  0  0  0  0
  9 11  2  0  0  0  0
  7 14  1  0  0  0  0
  7  1  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
  1 16  1  1  0  0  0
  7 17  1  1  0  0  0
  6 18  1  1  0  0  0
 18 19  1  0  0  0  0
  2 19  1  1  0  0  0
  6 20  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 29  1  0  0  0  0
 23 24  1  0  0  0  0
 23 28  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 27 30  1  6  0  0  0
 24 31  1  1  0  0  0
 25 32  1  6  0  0  0
 26 33  1  1  0  0  0
 31 34  1  0  0  0  0
M  END

HMDB0302056
     RDKit          3D
Cichorioside J
 60 64  0  0  0  0  0  0  0  0999 V2000
    4.1337    2.6789   -0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1266    1.4042   -0.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8902    0.8483   -1.8895 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0374   -0.6324   -1.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5126   -0.9157   -0.4298 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3580    0.2871    0.4172 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2930    0.2330    1.4709 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4371   -0.9232    2.2081 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9671   -2.0116    1.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8757   -2.1874    0.1546 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5375   -3.3158   -0.2420 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4272   -2.1684   -0.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6601   -1.0910   -0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369    0.0801    0.8022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1567    1.0771    1.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2331    1.2294    0.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1294    1.2700    1.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4501    1.4090    1.4871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8897    0.3374    0.7326 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4052    0.8479   -0.4582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2431   -0.0886   -1.0501 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3839    0.2389   -2.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2205   -0.6836   -3.1489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5736   -0.0111   -0.3338 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2897   -1.2041   -0.4156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3257    0.2801    1.1371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2989    1.6336    1.4035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0114   -0.3263    1.5415 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9602   -1.6839    1.3061 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9183    1.9542    1.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5065    3.0409    2.4809 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2020    1.4109    2.1814 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9543    3.4123   -0.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3097    3.0631    0.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8761    1.1543   -2.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6857    1.2410   -2.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0681   -1.1031   -2.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7598   -1.0364   -2.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091   -1.1856   -0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3208    0.4805    0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4777   -2.9250    2.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0516   -2.1441    1.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2278   -3.1680   -0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0262   -3.0020   -0.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6868   -1.1244   -0.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3382    2.2335    0.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4785    0.4933   -0.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542    2.1245    2.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9288    0.3420    2.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1068   -0.4214    0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8076   -1.0817   -0.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8284    1.2502   -2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3738    0.2444   -2.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3641   -1.4791   -2.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1726    0.8096   -0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2606   -0.9527   -0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1285   -0.1665    1.7725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6250    2.1331    0.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8780   -0.0880    2.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4708   -2.1217    2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 15 30  1  0
 30 31  2  0
 30 32  1  0
  6  2  1  0
 14  7  1  0
 28 19  1  0
 10  5  1  0
  7 32  1  1
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  6
  6 40  1  1
  9 41  1  0
  9 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 19 50  1  6
 21 51  1  6
 22 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  6
 25 56  1  0
 26 57  1  1
 27 58  1  0
 28 59  1  1
 29 60  1  0
M  END


  Mrv0541 02241212182D          

 34 38  0  0  0  0            999 V2000
   -0.8624    2.2668    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6730    2.1134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0585    1.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7286    0.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9317    0.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2679    0.9042    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2371    1.7286    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2476    2.7054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9882    2.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8713    1.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7176    2.7273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5438    3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2784    2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4679    2.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9722    3.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4458    2.8502    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4774    1.3161    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0132    1.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8826    1.6352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4615    0.5187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4633    0.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2569    1.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5634   -0.6360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5634   -1.4610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8489   -1.8735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1344   -1.4610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1344   -0.6360    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8489   -0.2235    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8489    0.6015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4200   -0.2235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2779   -1.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8489   -2.6985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4199   -1.8735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2778   -2.6985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  2  0  0  0  0
  6  7  1  0  0  0  0
  8  2  1  0  0  0  0
  3  2  1  0  0  0  0
 10  3  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5  6  1  0  0  0  0
  9 11  2  0  0  0  0
  7 14  1  0  0  0  0
  7  1  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
  1 16  1  1  0  0  0
  7 17  1  1  0  0  0
  6 18  1  1  0  0  0
 18 19  1  0  0  0  0
  2 19  1  1  0  0  0
  6 20  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 29  1  0  0  0  0
 23 24  1  0  0  0  0
 23 28  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 27 30  1  6  0  0  0
 24 31  1  1  0  0  0
 25 32  1  6  0  0  0
 26 33  1  1  0  0  0
 31 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302056

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12CCC(=C)[C@@]1([H])[C@@]13OC(=O)C(CCO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C1C=C[C@]2(O)CO3

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O10/c1-10-2-3-13-15(10)22-12(4-6-21(13,28)9-30-22)11(19(27)32-22)5-7-29-20-18(26)17(25)16(24)14(8-23)31-20/h4,6,13-18,20,23-26,28H,1-3,5,7-9H2/t13-,14+,15+,16+,17-,18+,20+,21-,22-/m0/s1

> <INCHI_KEY>
PIBJAPSKIWUIOI-ZBVAOOHKSA-N

> <FORMULA>
C22H28O10

> <MOLECULAR_WEIGHT>
452.4517

> <EXACT_MASS>
452.168247116

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
44.17891148530834

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,8R,9S,13S)-8-hydroxy-12-methylidene-4-(2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)-2,14-dioxatetracyclo[6.5.2.0¹,⁵.0⁹,¹³]pentadeca-4,6-dien-3-one

> <ALOGPS_LOGP>
-1.03

> <JCHEM_LOGP>
-1.0741449246666668

> <ALOGPS_LOGS>
-1.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.001154310579032

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.18112302382408

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810834118810705

> <JCHEM_POLAR_SURFACE_AREA>
155.14000000000001

> <JCHEM_REFRACTIVITY>
108.06659999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.89e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,8R,9S,13S)-8-hydroxy-12-methylidene-4-(2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)-2,14-dioxatetracyclo[6.5.2.0¹,⁵.0⁹,¹³]pentadeca-4,6-dien-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302056
     RDKit          3D
Cichorioside J
 60 64  0  0  0  0  0  0  0  0999 V2000
    4.1337    2.6789   -0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1266    1.4042   -0.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8902    0.8483   -1.8895 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0374   -0.6324   -1.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5126   -0.9157   -0.4298 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3580    0.2871    0.4172 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2930    0.2330    1.4709 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4371   -0.9232    2.2081 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9671   -2.0116    1.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8757   -2.1874    0.1546 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5375   -3.3158   -0.2420 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4272   -2.1684   -0.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6601   -1.0910   -0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369    0.0801    0.8022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1567    1.0771    1.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2331    1.2294    0.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1294    1.2700    1.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4501    1.4090    1.4871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8897    0.3374    0.7326 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4052    0.8479   -0.4582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2431   -0.0886   -1.0501 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3839    0.2389   -2.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2205   -0.6836   -3.1489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5736   -0.0111   -0.3338 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2897   -1.2041   -0.4156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3257    0.2801    1.1371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2989    1.6336    1.4035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0114   -0.3263    1.5415 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9602   -1.6839    1.3061 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9183    1.9542    1.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5065    3.0409    2.4809 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2020    1.4109    2.1814 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9543    3.4123   -0.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3097    3.0631    0.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8761    1.1543   -2.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6857    1.2410   -2.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0681   -1.1031   -2.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7598   -1.0364   -2.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091   -1.1856   -0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3208    0.4805    0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4777   -2.9250    2.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0516   -2.1441    1.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2278   -3.1680   -0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0262   -3.0020   -0.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6868   -1.1244   -0.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3382    2.2335    0.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4785    0.4933   -0.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542    2.1245    2.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9288    0.3420    2.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1068   -0.4214    0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8076   -1.0817   -0.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8284    1.2502   -2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3738    0.2444   -2.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3641   -1.4791   -2.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1726    0.8096   -0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2606   -0.9527   -0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1285   -0.1665    1.7725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6250    2.1331    0.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8780   -0.0880    2.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4708   -2.1217    2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 15 30  1  0
 30 31  2  0
 30 32  1  0
  6  2  1  0
 14  7  1  0
 28 19  1  0
 10  5  1  0
  7 32  1  1
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  6
  6 40  1  1
  9 41  1  0
  9 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 19 50  1  6
 21 51  1  6
 22 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  6
 25 56  1  0
 26 57  1  1
 27 58  1  0
 28 59  1  1
 29 60  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      -1.610   4.231   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.123   3.945   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.843   2.583   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.227   1.172   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.739   0.773   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.500   1.688   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.443   3.227   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.196   5.050   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -5.578   4.372   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.360   2.847   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -6.940   5.091   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.015   5.652   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.520   5.525   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.873   4.026   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.815   6.968   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0      -2.699   5.320   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0       0.891   2.457   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0      -1.891   1.985   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.648   3.052   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.861   0.968   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -6.465   1.775   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -7.946   2.195   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0     -10.385  -1.187   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0     -10.385  -2.727   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -9.051  -3.497   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -7.718  -2.727   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.718  -1.187   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -9.051  -0.417   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -9.051   1.123   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -6.384  -0.417   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0     -11.719  -3.497   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -9.051  -5.037   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -6.384  -3.497   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0     -11.719  -5.037   0.000  0.00  0.00           O+0
CONECT    1    2    7   12   16                                             
CONECT    2    1    8    3   19                                             
CONECT    3    4    2   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    7    5   18   20                                             
CONECT    7    6   14    1   17                                             
CONECT    8    2    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    3    9   21                                                  
CONECT   11    9                                                            
CONECT   12    1   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14    7   13                                                       
CONECT   15   12                                                            
CONECT   16    1                                                            
CONECT   17    7                                                            
CONECT   18    6   19                                                       
CONECT   19   18    2                                                       
CONECT   20    6                                                            
CONECT   21   10   22                                                       
CONECT   22   21   29                                                       
CONECT   23   24   28                                                       
CONECT   24   23   25   31                                                  
CONECT   25   24   26   32                                                  
CONECT   26   25   27   33                                                  
CONECT   27   26   28   30                                                  
CONECT   28   23   27   29                                                  
CONECT   29   22   28                                                       
CONECT   30   27                                                            
CONECT   31   24   34                                                       
CONECT   32   25                                                            
CONECT   33   26                                                            
CONECT   34   31                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

COMPND    HMDB0302056
HETATM    1  C1  UNL     1       4.134   2.679  -0.224  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.127   1.404  -0.538  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.890   0.848  -1.889  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.037  -0.632  -1.805  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.513  -0.916  -0.430  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.358   0.287   0.417  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.293   0.233   1.471  1.00  0.00           C  
HETATM    8  O1  UNL     1       3.437  -0.923   2.208  1.00  0.00           O  
HETATM    9  C8  UNL     1       3.967  -2.012   1.638  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.876  -2.187   0.155  1.00  0.00           C  
HETATM   11  O2  UNL     1       4.538  -3.316  -0.242  1.00  0.00           O  
HETATM   12  C10 UNL     1       2.427  -2.168  -0.297  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.660  -1.091  -0.041  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.937   0.080   0.802  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.157   1.077   1.096  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.233   1.229   0.603  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.129   1.270   1.813  1.00  0.00           C  
HETATM   18  O3  UNL     1      -2.450   1.409   1.487  1.00  0.00           O  
HETATM   19  C16 UNL     1      -2.890   0.337   0.733  1.00  0.00           C  
HETATM   20  O4  UNL     1      -3.405   0.848  -0.458  1.00  0.00           O  
HETATM   21  C17 UNL     1      -4.243  -0.089  -1.050  1.00  0.00           C  
HETATM   22  C18 UNL     1      -4.384   0.239  -2.522  1.00  0.00           C  
HETATM   23  O5  UNL     1      -5.221  -0.684  -3.149  1.00  0.00           O  
HETATM   24  C19 UNL     1      -5.574  -0.011  -0.334  1.00  0.00           C  
HETATM   25  O6  UNL     1      -6.290  -1.204  -0.416  1.00  0.00           O  
HETATM   26  C20 UNL     1      -5.326   0.280   1.137  1.00  0.00           C  
HETATM   27  O7  UNL     1      -5.299   1.634   1.404  1.00  0.00           O  
HETATM   28  C21 UNL     1      -4.011  -0.326   1.541  1.00  0.00           C  
HETATM   29  O8  UNL     1      -3.960  -1.684   1.306  1.00  0.00           O  
HETATM   30  C22 UNL     1       1.918   1.954   1.974  1.00  0.00           C  
HETATM   31  O9  UNL     1       1.507   3.041   2.481  1.00  0.00           O  
HETATM   32  O10 UNL     1       3.202   1.411   2.181  1.00  0.00           O  
HETATM   33  H1  UNL     1       3.954   3.412  -0.997  1.00  0.00           H  
HETATM   34  H2  UNL     1       4.310   3.063   0.773  1.00  0.00           H  
HETATM   35  H3  UNL     1       2.876   1.154  -2.253  1.00  0.00           H  
HETATM   36  H4  UNL     1       4.686   1.241  -2.582  1.00  0.00           H  
HETATM   37  H5  UNL     1       3.068  -1.103  -2.062  1.00  0.00           H  
HETATM   38  H6  UNL     1       4.760  -1.036  -2.571  1.00  0.00           H  
HETATM   39  H7  UNL     1       5.609  -1.186  -0.497  1.00  0.00           H  
HETATM   40  H8  UNL     1       5.321   0.480   0.980  1.00  0.00           H  
HETATM   41  H9  UNL     1       3.478  -2.925   2.092  1.00  0.00           H  
HETATM   42  H10 UNL     1       5.052  -2.144   1.900  1.00  0.00           H  
HETATM   43  H11 UNL     1       5.228  -3.168  -0.933  1.00  0.00           H  
HETATM   44  H12 UNL     1       2.026  -3.002  -0.811  1.00  0.00           H  
HETATM   45  H13 UNL     1       0.687  -1.124  -0.556  1.00  0.00           H  
HETATM   46  H14 UNL     1      -0.338   2.233   0.093  1.00  0.00           H  
HETATM   47  H15 UNL     1      -0.478   0.493  -0.148  1.00  0.00           H  
HETATM   48  H16 UNL     1      -0.854   2.125   2.488  1.00  0.00           H  
HETATM   49  H17 UNL     1      -0.929   0.342   2.420  1.00  0.00           H  
HETATM   50  H18 UNL     1      -2.107  -0.421   0.555  1.00  0.00           H  
HETATM   51  H19 UNL     1      -3.808  -1.082  -0.949  1.00  0.00           H  
HETATM   52  H20 UNL     1      -4.828   1.250  -2.636  1.00  0.00           H  
HETATM   53  H21 UNL     1      -3.374   0.244  -2.965  1.00  0.00           H  
HETATM   54  H22 UNL     1      -5.364  -1.479  -2.582  1.00  0.00           H  
HETATM   55  H23 UNL     1      -6.173   0.810  -0.807  1.00  0.00           H  
HETATM   56  H24 UNL     1      -7.261  -0.953  -0.407  1.00  0.00           H  
HETATM   57  H25 UNL     1      -6.129  -0.166   1.773  1.00  0.00           H  
HETATM   58  H26 UNL     1      -5.625   2.133   0.619  1.00  0.00           H  
HETATM   59  H27 UNL     1      -3.878  -0.088   2.635  1.00  0.00           H  
HETATM   60  H28 UNL     1      -3.471  -2.122   2.056  1.00  0.00           H  
CONECT    1    2    2   33   34
CONECT    2    3    6
CONECT    3    4   35   36
CONECT    4    5   37   38
CONECT    5    6   10   39
CONECT    6    7   40
CONECT    7    8   14   32
CONECT    8    9
CONECT    9   10   41   42
CONECT   10   11   12
CONECT   11   43
CONECT   12   13   13   44
CONECT   13   14   45
CONECT   14   15   15
CONECT   15   16   30
CONECT   16   17   46   47
CONECT   17   18   48   49
CONECT   18   19
CONECT   19   20   28   50
CONECT   20   21
CONECT   21   22   24   51
CONECT   22   23   52   53
CONECT   23   54
CONECT   24   25   26   55
CONECT   25   56
CONECT   26   27   28   57
CONECT   27   58
CONECT   28   29   59
CONECT   29   60
CONECT   30   31   31   32
END

HMDB0302056
     RDKit          3D
Cichorioside J
 60 64  0  0  0  0  0  0  0  0999 V2000
    4.1337    2.6789   -0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1266    1.4042   -0.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8902    0.8483   -1.8895 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0374   -0.6324   -1.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5126   -0.9157   -0.4298 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3580    0.2871    0.4172 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2930    0.2330    1.4709 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4371   -0.9232    2.2081 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9671   -2.0116    1.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8757   -2.1874    0.1546 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5375   -3.3158   -0.2420 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4272   -2.1684   -0.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6601   -1.0910   -0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369    0.0801    0.8022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1567    1.0771    1.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2331    1.2294    0.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1294    1.2700    1.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4501    1.4090    1.4871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8897    0.3374    0.7326 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4052    0.8479   -0.4582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2431   -0.0886   -1.0501 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3839    0.2389   -2.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2205   -0.6836   -3.1489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5736   -0.0111   -0.3338 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2897   -1.2041   -0.4156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3257    0.2801    1.1371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2989    1.6336    1.4035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0114   -0.3263    1.5415 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9602   -1.6839    1.3061 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9183    1.9542    1.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5065    3.0409    2.4809 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2020    1.4109    2.1814 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9543    3.4123   -0.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3097    3.0631    0.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8761    1.1543   -2.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6857    1.2410   -2.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0681   -1.1031   -2.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7598   -1.0364   -2.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091   -1.1856   -0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3208    0.4805    0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4777   -2.9250    2.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0516   -2.1441    1.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2278   -3.1680   -0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0262   -3.0020   -0.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6868   -1.1244   -0.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3382    2.2335    0.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4785    0.4933   -0.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542    2.1245    2.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9288    0.3420    2.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1068   -0.4214    0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8076   -1.0817   -0.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8284    1.2502   -2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3738    0.2444   -2.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3641   -1.4791   -2.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1726    0.8096   -0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2606   -0.9527   -0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1285   -0.1665    1.7725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6250    2.1331    0.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8780   -0.0880    2.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4708   -2.1217    2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 15 30  1  0
 30 31  2  0
 30 32  1  0
  6  2  1  0
 14  7  1  0
 28 19  1  0
 10  5  1  0
  7 32  1  1
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  6
  6 40  1  1
  9 41  1  0
  9 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 19 50  1  6
 21 51  1  6
 22 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  6
 25 56  1  0
 26 57  1  1
 27 58  1  0
 28 59  1  1
 29 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₂H₂₈O₁₀

Average Molecular Weight

452.4517

Monoisotopic Molecular Weight

452.168247116

IUPAC Name

(1R,8R,9S,13S)-8-hydroxy-12-methylidene-4-(2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)-2,14-dioxatetracyclo[6.5.2.0¹,⁵.0⁹,¹³]pentadeca-4,6-dien-3-one

Traditional Name

(1R,8R,9S,13S)-8-hydroxy-12-methylidene-4-(2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)-2,14-dioxatetracyclo[6.5.2.0¹,⁵.0⁹,¹³]pentadeca-4,6-dien-3-one

CAS Registry Number

Not Available

SMILES

[H][C@]12CCC(=C)[C@@]1([H])[C@@]13OC(=O)C(CCO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C1C=C[C@]2(O)CO3

InChI Identifier

InChI=1S/C22H28O10/c1-10-2-3-13-15(10)22-12(4-6-21(13,28)9-30-22)11(19(27)32-22)5-7-29-20-18(26)17(25)16(24)14(8-23)31-20/h4,6,13-18,20,23-26,28H,1-3,5,7-9H2/t13-,14+,15+,16+,17-,18+,20+,21-,22-/m0/s1

InChI Key

PIBJAPSKIWUIOI-ZBVAOOHKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

Hexose monosaccharide
O-glycosyl compound
Ketal
2-furanone
Monosaccharide
Oxane
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Tertiary alcohol
Enoate ester
Lactone
Carboxylic acid ester
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Acetal
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Carbonyl group
Primary alcohol
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

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	-1	ALOGPS
logP	-1.1	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	12.18	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	155.14 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	108.07 m³·mol⁻¹	ChemAxon
Polarizability	44.18 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	204.305	32859911
AllCCS	[M+H-H2O]+	202.268	32859911
AllCCS	[M+Na]+	206.699	32859911
AllCCS	[M+NH4]+	206.168	32859911
AllCCS	[M-H]-	199.987	32859911
AllCCS	[M+Na-2H]-	200.418	32859911
AllCCS	[M+HCOO]-	201.042	32859911
DeepCCS	[M-2H]-	228.817	30932474
DeepCCS	[M+Na]+	202.826	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cichorioside J,2TBDMS,isomer #9	C=C1CC[C@H]2[C@@H]1[C@]13OC[C@@]2(O)C=CC1=C(CCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)C(=O)O3	3954.7	Semi standard non polar	33892256
Cichorioside J,2TBDMS,isomer #9	C=C1CC[C@H]2[C@@H]1[C@]13OC[C@@]2(O)C=CC1=C(CCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)C(=O)O3	3729.7	Standard non polar	33892256
Cichorioside J,2TBDMS,isomer #9	C=C1CC[C@H]2[C@@H]1[C@]13OC[C@@]2(O)C=CC1=C(CCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)C(=O)O3	5108.0	Standard polar	33892256
Cichorioside J,3TBDMS,isomer #10	C=C1CC[C@H]2[C@@H]1[C@]13OC[C@@]2(O[Si](C)(C)C(C)(C)C)C=CC1=C(CCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)C(=O)O3	4193.8	Semi standard non polar	33892256
Cichorioside J,3TBDMS,isomer #10	C=C1CC[C@H]2[C@@H]1[C@]13OC[C@@]2(O[Si](C)(C)C(C)(C)C)C=CC1=C(CCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)C(=O)O3	3855.2	Standard non polar	33892256
Cichorioside J,3TBDMS,isomer #10	C=C1CC[C@H]2[C@@H]1[C@]13OC[C@@]2(O[Si](C)(C)C(C)(C)C)C=CC1=C(CCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)C(=O)O3	4935.6	Standard polar	33892256
Cichorioside J,3TBDMS,isomer #6	C=C1CC[C@H]2[C@@H]1[C@]13OC[C@@]2(O)C=CC1=C(CCO[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)C(=O)O3	4096.0	Semi standard non polar	33892256
Cichorioside J,3TBDMS,isomer #6	C=C1CC[C@H]2[C@@H]1[C@]13OC[C@@]2(O)C=CC1=C(CCO[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)C(=O)O3	3956.0	Standard non polar	33892256
Cichorioside J,3TBDMS,isomer #6	C=C1CC[C@H]2[C@@H]1[C@]13OC[C@@]2(O)C=CC1=C(CCO[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)C(=O)O3	4993.0	Standard polar	33892256
Cichorioside J,3TBDMS,isomer #9	C=C1CC[C@H]2[C@@H]1[C@]13OC[C@@]2(O)C=CC1=C(CCO[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)C(=O)O3	4078.3	Semi standard non polar	33892256
Cichorioside J,3TBDMS,isomer #9	C=C1CC[C@H]2[C@@H]1[C@]13OC[C@@]2(O)C=CC1=C(CCO[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)C(=O)O3	3939.8	Standard non polar	33892256
Cichorioside J,3TBDMS,isomer #9	C=C1CC[C@H]2[C@@H]1[C@]13OC[C@@]2(O)C=CC1=C(CCO[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)C(=O)O3	4936.0	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 J 10V, Positive-QTOF	splash10-0f79-0440900000-ea1343e85aa91d8ddda1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside J 20V, Positive-QTOF	splash10-00dv-5490100000-0e9f95b9af1e6adc1d3b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside J 40V, Positive-QTOF	splash10-0pi3-9321000000-2e43c7e7f58dba1bf610	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside J 10V, Negative-QTOF	splash10-0udr-1730900000-7c09baceedfd69a98512	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside J 20V, Negative-QTOF	splash10-03mi-4930300000-6250f9002031ed935606	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside J 40V, Negative-QTOF	splash10-052o-9440000000-e2575d4eed5230d252e5	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside J 10V, Positive-QTOF	splash10-0udi-0010900000-47d67566c1b655676e97	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside J 20V, Positive-QTOF	splash10-0fkc-2195700000-1ce8cf9f218955fbc4b9	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside J 40V, Positive-QTOF	splash10-0kmr-4194000000-ce9680b5a382576f34f5	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside J 10V, Negative-QTOF	splash10-0udi-0000900000-092c1b9b8400baf7ea85	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside J 20V, Negative-QTOF	splash10-0pb9-8091700000-27191ed6a8a65d848db3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cichorioside J 40V, Negative-QTOF	splash10-0abc-9311100000-d67eca445e96c6e4a6bf	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

FDB001802

KNApSAcK ID

Not Available

Chemspider ID

Not Available

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 J (HMDB0302056)

MOL for HMDB0302056 (Cichorioside J)

3D MOL for HMDB0302056 (Cichorioside J)

3D SDF for HMDB0302056 (Cichorioside J)

3D-SDF for HMDB0302056 (Cichorioside J)

PDB for HMDB0302056 (Cichorioside J)

3D PDB for HMDB0302056 (Cichorioside J)

SMILES for HMDB0302056 (Cichorioside J)

INCHI for HMDB0302056 (Cichorioside J)

Structure for HMDB0302056 (Cichorioside J)

3D Structure for HMDB0302056 (Cichorioside J)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra