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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 05:46:29 UTC

Update Date

2021-09-23 05:46:30 UTC

HMDB ID

HMDB0302022

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Crepidiaside B

Description

Crepidiaside b is a member of the class of compounds known as O-glycosyl compounds. O-glycosyl compounds are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Crepidiaside b is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Crepidiaside b can be found in chicory and endive, which makes crepidiaside b a potential biomarker for the consumption of these food products.

Structure

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


  Mrv0541 02241212192D          

 33 36  0  0  0  0            999 V2000
   -0.1473    4.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8906    4.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0742    3.4420    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5598    2.7970    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2652    2.7970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7795    3.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5960    4.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5988    4.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2201    4.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8959    3.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8147    2.0124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1473    1.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5201    2.0124    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1473    5.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728    5.4911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4867    2.7276    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2743    2.3845    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0902    2.7970    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3047    1.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1473    0.7025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3190    2.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1439    2.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5728    2.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2873    2.2597    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2873    1.4347    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5728    1.0222    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8584    1.4347    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8584    2.2597    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1439    1.0222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0018    2.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0018    1.0222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5728    0.1972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7162    2.2597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  7  1  1  0  0  0  0
  3  4  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
 10  3  1  0  0  0  0
  3  2  1  0  0  0  0
  8  2  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 11  1  0  0  0  0
  5  4  1  0  0  0  0
  5 13  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 14  1  0  0  0  0
  8 15  2  0  0  0  0
  3 16  1  6  0  0  0
  4 17  1  1  0  0  0
  5 18  1  6  0  0  0
 13 19  1  6  0  0  0
 12 20  2  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 28 22  1  1  0  0  0
 23 24  1  0  0  0  0
 23 28  1  0  0  0  0
 24 25  1  0  0  0  0
 24 30  1  1  0  0  0
 26 25  1  0  0  0  0
 25 31  1  6  0  0  0
 26 27  1  0  0  0  0
 26 32  1  1  0  0  0
 27 28  1  0  0  0  0
 27 29  1  6  0  0  0
 30 33  1  0  0  0  0
M  END

HMDB0302022
     RDKit          3D
Crepidiaside B
 58 61  0  0  0  0  0  0  0  0999 V2000
   -3.4693    0.3142   -3.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4577    0.2378   -2.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2594    0.5318   -1.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1028    0.8849   -2.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0823    0.9633   -3.6610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0224    1.1165   -1.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207    0.9377   -0.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4741    1.1053    0.9725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7449    1.4521    0.7921 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132    0.6280    0.1162 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3690    0.0041    1.1614 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4045   -0.6650    0.5223 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9460   -1.8040    1.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9404   -2.7069    1.6071 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5025    0.3662    0.3149 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5433   -0.1804   -0.4552 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9046    1.5610   -0.3479 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9468    2.6297    0.5464 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4905    1.3630   -0.8077 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5831    0.6204   -2.0100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346    0.5723   -0.2063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1921   -0.6843    0.5349 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6549   -0.6167    1.8391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5940   -0.9781    2.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4833   -0.9907    4.0464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218   -1.3712    2.0600 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0784   -1.0514    2.8020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7137   -0.5845    0.7953 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5128   -1.1336   -0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7193   -0.1345   -1.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5310    0.0431   -3.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3285    1.3473   -3.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8376   -0.4424   -4.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9719    1.4126   -1.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0475    1.9017    1.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4026    0.2020    1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0580   -0.2246   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0778   -1.0449   -0.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4668   -1.4378    2.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7417   -2.2909    0.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0322   -3.0295    2.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9420    0.6396    1.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4112    0.1414   -0.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5635    1.8403   -1.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8289    3.4639   -0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0725    2.3470   -1.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6300    1.2053   -2.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3733    1.4080    0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9492   -1.6036    0.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7195   -2.4486    1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8834   -0.7498    2.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4491   -2.0030    3.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9688   -0.2373    3.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9788    0.4826    0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5085   -1.4260    0.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0166   -2.0340   -0.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2139    0.7612   -1.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4369   -0.6105   -2.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  7 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30  2  1  0
 21  3  1  0
 28 22  1  0
 19 10  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  6 34  1  0
  8 35  1  0
  8 36  1  0
 10 37  1  6
 12 38  1  6
 13 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  1
 16 43  1  0
 17 44  1  6
 18 45  1  0
 19 46  1  6
 20 47  1  0
 21 48  1  1
 22 49  1  6
 26 50  1  6
 27 51  1  0
 27 52  1  0
 27 53  1  0
 28 54  1  1
 29 55  1  0
 29 56  1  0
 30 57  1  0
 30 58  1  0
M  END


  Mrv0541 02241212192D          

 33 36  0  0  0  0            999 V2000
   -0.1473    4.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8906    4.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0742    3.4420    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5598    2.7970    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2652    2.7970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7795    3.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5960    4.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5988    4.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2201    4.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8959    3.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8147    2.0124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1473    1.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5201    2.0124    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1473    5.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728    5.4911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4867    2.7276    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2743    2.3845    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0902    2.7970    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3047    1.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1473    0.7025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3190    2.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1439    2.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5728    2.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2873    2.2597    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2873    1.4347    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5728    1.0222    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8584    1.4347    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8584    2.2597    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1439    1.0222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0018    2.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0018    1.0222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5728    0.1972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7162    2.2597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  7  1  1  0  0  0  0
  3  4  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
 10  3  1  0  0  0  0
  3  2  1  0  0  0  0
  8  2  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 11  1  0  0  0  0
  5  4  1  0  0  0  0
  5 13  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 14  1  0  0  0  0
  8 15  2  0  0  0  0
  3 16  1  6  0  0  0
  4 17  1  1  0  0  0
  5 18  1  6  0  0  0
 13 19  1  6  0  0  0
 12 20  2  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 28 22  1  1  0  0  0
 23 24  1  0  0  0  0
 23 28  1  0  0  0  0
 24 25  1  0  0  0  0
 24 30  1  1  0  0  0
 26 25  1  0  0  0  0
 25 31  1  6  0  0  0
 26 27  1  0  0  0  0
 26 32  1  1  0  0  0
 27 28  1  0  0  0  0
 27 29  1  6  0  0  0
 30 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302022

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CCC(C)=C3C(=O)C=C(CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@]3([H])[C@@]1([H])OC(=O)[C@H]2C

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O9/c1-8-3-4-11-9(2)20(27)30-19(11)15-10(5-12(23)14(8)15)7-28-21-18(26)17(25)16(24)13(6-22)29-21/h5,9,11,13,15-19,21-22,24-26H,3-4,6-7H2,1-2H3/t9-,11-,13+,15-,16+,17-,18+,19-,21+/m0/s1

> <INCHI_KEY>
BUHZTPLXMFRPCK-CKCUUXPSSA-N

> <FORMULA>
C21H28O9

> <MOLECULAR_WEIGHT>
424.4416

> <EXACT_MASS>
424.173332494

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
43.04984273129031

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,3aS,9aS,9bS)-3,6-dimethyl-9-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-2,7-dione

> <ALOGPS_LOGP>
-0.34

> <JCHEM_LOGP>
-0.585069669666667

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.069816350593776

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.192746103540667

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835523219152

> <JCHEM_POLAR_SURFACE_AREA>
142.75000000000003

> <JCHEM_REFRACTIVITY>
102.90429999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.18e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,3aS,9aS,9bS)-3,6-dimethyl-9-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3H,3aH,4H,5H,9aH,9bH-azuleno[4,5-b]furan-2,7-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302022
     RDKit          3D
Crepidiaside B
 58 61  0  0  0  0  0  0  0  0999 V2000
   -3.4693    0.3142   -3.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4577    0.2378   -2.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2594    0.5318   -1.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1028    0.8849   -2.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0823    0.9633   -3.6610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0224    1.1165   -1.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207    0.9377   -0.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4741    1.1053    0.9725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7449    1.4521    0.7921 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132    0.6280    0.1162 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3690    0.0041    1.1614 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4045   -0.6650    0.5223 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9460   -1.8040    1.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9404   -2.7069    1.6071 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5025    0.3662    0.3149 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5433   -0.1804   -0.4552 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9046    1.5610   -0.3479 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9468    2.6297    0.5464 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4905    1.3630   -0.8077 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5831    0.6204   -2.0100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346    0.5723   -0.2063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1921   -0.6843    0.5349 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6549   -0.6167    1.8391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5940   -0.9781    2.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4833   -0.9907    4.0464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218   -1.3712    2.0600 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0784   -1.0514    2.8020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7137   -0.5845    0.7953 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5128   -1.1336   -0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7193   -0.1345   -1.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5310    0.0431   -3.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3285    1.3473   -3.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8376   -0.4424   -4.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9719    1.4126   -1.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0475    1.9017    1.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4026    0.2020    1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0580   -0.2246   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0778   -1.0449   -0.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4668   -1.4378    2.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7417   -2.2909    0.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0322   -3.0295    2.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9420    0.6396    1.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4112    0.1414   -0.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5635    1.8403   -1.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8289    3.4639   -0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0725    2.3470   -1.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6300    1.2053   -2.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3733    1.4080    0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9492   -1.6036    0.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7195   -2.4486    1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8834   -0.7498    2.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4491   -2.0030    3.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9688   -0.2373    3.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9788    0.4826    0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5085   -1.4260    0.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0166   -2.0340   -0.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2139    0.7612   -1.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4369   -0.6105   -2.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  7 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30  2  1  0
 21  3  1  0
 28 22  1  0
 19 10  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  6 34  1  0
  8 35  1  0
  8 36  1  0
 10 37  1  6
 12 38  1  6
 13 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  1
 16 43  1  0
 17 44  1  6
 18 45  1  0
 19 46  1  6
 20 47  1  0
 21 48  1  1
 22 49  1  6
 26 50  1  6
 27 51  1  0
 27 52  1  0
 27 53  1  0
 28 54  1  1
 29 55  1  0
 29 56  1  0
 30 57  1  0
 30 58  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      -0.275   8.595   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.662   7.926   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.005   6.425   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.045   5.221   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.495   5.221   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.455   6.425   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.113   7.926   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.984   8.716   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.144   7.703   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.539   6.287   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.521   3.756   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.275   2.851   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.971   3.756   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.275  10.135   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.123  10.250   0.000  0.00  0.00           O+0
HETATM   16  H   UNK     0      -2.775   5.092   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0      -2.379   4.451   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       2.035   5.221   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0       2.435   3.280   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.275   1.311   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -4.329   4.965   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.869   4.988   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -8.536   4.988   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -9.870   4.218   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -9.870   2.678   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -8.536   1.908   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.202   2.678   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -7.202   4.218   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -5.869   1.908   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0     -11.203   4.988   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0     -11.203   1.908   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -8.536   0.368   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0     -12.537   4.218   0.000  0.00  0.00           O+0
CONECT    1    2    7   14                                                  
CONECT    2    1    3    8                                                  
CONECT    3    4   10    2   16                                             
CONECT    4    3   11    5   17                                             
CONECT    5    6    4   13   18                                             
CONECT    6    5    7                                                       
CONECT    7    1    6                                                       
CONECT    8    2    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    3    9   21                                                  
CONECT   11    4   12                                                       
CONECT   12   11   13   20                                                  
CONECT   13    5   12   19                                                  
CONECT   14    1                                                            
CONECT   15    8                                                            
CONECT   16    3                                                            
CONECT   17    4                                                            
CONECT   18    5                                                            
CONECT   19   13                                                            
CONECT   20   12                                                            
CONECT   21   10   22                                                       
CONECT   22   21   28                                                       
CONECT   23   24   28                                                       
CONECT   24   23   25   30                                                  
CONECT   25   24   26   31                                                  
CONECT   26   25   27   32                                                  
CONECT   27   26   28   29                                                  
CONECT   28   22   23   27                                                  
CONECT   29   27                                                            
CONECT   30   24   33                                                       
CONECT   31   25                                                            
CONECT   32   26                                                            
CONECT   33   30                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0302022
HETATM    1  C1  UNL     1      -3.469   0.314  -3.612  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.458   0.238  -2.131  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.259   0.532  -1.617  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.103   0.885  -2.406  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.082   0.963  -3.661  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.022   1.117  -1.458  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.421   0.938  -0.227  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.474   1.105   0.973  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.745   1.452   0.792  1.00  0.00           O  
HETATM   10  C8  UNL     1       2.613   0.628   0.116  1.00  0.00           C  
HETATM   11  O3  UNL     1       3.369   0.004   1.161  1.00  0.00           O  
HETATM   12  C9  UNL     1       4.405  -0.665   0.522  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.946  -1.804   1.359  1.00  0.00           C  
HETATM   14  O4  UNL     1       3.940  -2.707   1.607  1.00  0.00           O  
HETATM   15  C11 UNL     1       5.503   0.366   0.315  1.00  0.00           C  
HETATM   16  O5  UNL     1       6.543  -0.180  -0.455  1.00  0.00           O  
HETATM   17  C12 UNL     1       4.905   1.561  -0.348  1.00  0.00           C  
HETATM   18  O6  UNL     1       4.947   2.630   0.546  1.00  0.00           O  
HETATM   19  C13 UNL     1       3.491   1.363  -0.808  1.00  0.00           C  
HETATM   20  O7  UNL     1       3.583   0.620  -2.010  1.00  0.00           O  
HETATM   21  C14 UNL     1      -1.835   0.572  -0.206  1.00  0.00           C  
HETATM   22  C15 UNL     1      -2.192  -0.684   0.535  1.00  0.00           C  
HETATM   23  O8  UNL     1      -1.655  -0.617   1.839  1.00  0.00           O  
HETATM   24  C16 UNL     1      -2.594  -0.978   2.788  1.00  0.00           C  
HETATM   25  O9  UNL     1      -2.483  -0.991   4.046  1.00  0.00           O  
HETATM   26  C17 UNL     1      -3.822  -1.371   2.060  1.00  0.00           C  
HETATM   27  C18 UNL     1      -5.078  -1.051   2.802  1.00  0.00           C  
HETATM   28  C19 UNL     1      -3.714  -0.584   0.795  1.00  0.00           C  
HETATM   29  C20 UNL     1      -4.513  -1.134  -0.325  1.00  0.00           C  
HETATM   30  C21 UNL     1      -4.719  -0.134  -1.442  1.00  0.00           C  
HETATM   31  H1  UNL     1      -4.531   0.043  -3.918  1.00  0.00           H  
HETATM   32  H2  UNL     1      -3.328   1.347  -3.927  1.00  0.00           H  
HETATM   33  H3  UNL     1      -2.838  -0.442  -4.109  1.00  0.00           H  
HETATM   34  H4  UNL     1       0.972   1.413  -1.836  1.00  0.00           H  
HETATM   35  H5  UNL     1      -0.047   1.902   1.588  1.00  0.00           H  
HETATM   36  H6  UNL     1       0.403   0.202   1.631  1.00  0.00           H  
HETATM   37  H7  UNL     1       2.058  -0.225  -0.311  1.00  0.00           H  
HETATM   38  H8  UNL     1       4.078  -1.045  -0.457  1.00  0.00           H  
HETATM   39  H9  UNL     1       5.467  -1.438   2.266  1.00  0.00           H  
HETATM   40  H10 UNL     1       5.742  -2.291   0.737  1.00  0.00           H  
HETATM   41  H11 UNL     1       4.032  -3.029   2.540  1.00  0.00           H  
HETATM   42  H12 UNL     1       5.942   0.640   1.294  1.00  0.00           H  
HETATM   43  H13 UNL     1       7.411   0.141  -0.119  1.00  0.00           H  
HETATM   44  H14 UNL     1       5.564   1.840  -1.197  1.00  0.00           H  
HETATM   45  H15 UNL     1       4.829   3.464  -0.002  1.00  0.00           H  
HETATM   46  H16 UNL     1       3.072   2.347  -1.104  1.00  0.00           H  
HETATM   47  H17 UNL     1       3.630   1.205  -2.796  1.00  0.00           H  
HETATM   48  H18 UNL     1      -2.373   1.408   0.335  1.00  0.00           H  
HETATM   49  H19 UNL     1      -1.949  -1.604   0.003  1.00  0.00           H  
HETATM   50  H20 UNL     1      -3.720  -2.449   1.815  1.00  0.00           H  
HETATM   51  H21 UNL     1      -5.883  -0.750   2.088  1.00  0.00           H  
HETATM   52  H22 UNL     1      -5.449  -2.003   3.266  1.00  0.00           H  
HETATM   53  H23 UNL     1      -4.969  -0.237   3.541  1.00  0.00           H  
HETATM   54  H24 UNL     1      -3.979   0.483   0.991  1.00  0.00           H  
HETATM   55  H25 UNL     1      -5.509  -1.426   0.034  1.00  0.00           H  
HETATM   56  H26 UNL     1      -4.017  -2.034  -0.718  1.00  0.00           H  
HETATM   57  H27 UNL     1      -5.214   0.761  -1.039  1.00  0.00           H  
HETATM   58  H28 UNL     1      -5.437  -0.611  -2.149  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3   30
CONECT    3    4   21
CONECT    4    5    5    6
CONECT    6    7    7   34
CONECT    7    8   21
CONECT    8    9   35   36
CONECT    9   10
CONECT   10   11   19   37
CONECT   11   12
CONECT   12   13   15   38
CONECT   13   14   39   40
CONECT   14   41
CONECT   15   16   17   42
CONECT   16   43
CONECT   17   18   19   44
CONECT   18   45
CONECT   19   20   46
CONECT   20   47
CONECT   21   22   48
CONECT   22   23   28   49
CONECT   23   24
CONECT   24   25   25   26
CONECT   26   27   28   50
CONECT   27   51   52   53
CONECT   28   29   54
CONECT   29   30   55   56
CONECT   30   57   58
END

HMDB0302022
     RDKit          3D
Crepidiaside B
 58 61  0  0  0  0  0  0  0  0999 V2000
   -3.4693    0.3142   -3.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4577    0.2378   -2.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2594    0.5318   -1.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1028    0.8849   -2.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0823    0.9633   -3.6610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0224    1.1165   -1.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207    0.9377   -0.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4741    1.1053    0.9725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7449    1.4521    0.7921 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132    0.6280    0.1162 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3690    0.0041    1.1614 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4045   -0.6650    0.5223 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9460   -1.8040    1.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9404   -2.7069    1.6071 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5025    0.3662    0.3149 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5433   -0.1804   -0.4552 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9046    1.5610   -0.3479 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9468    2.6297    0.5464 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4905    1.3630   -0.8077 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5831    0.6204   -2.0100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346    0.5723   -0.2063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1921   -0.6843    0.5349 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6549   -0.6167    1.8391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5940   -0.9781    2.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4833   -0.9907    4.0464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218   -1.3712    2.0600 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0784   -1.0514    2.8020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7137   -0.5845    0.7953 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5128   -1.1336   -0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7193   -0.1345   -1.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5310    0.0431   -3.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3285    1.3473   -3.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8376   -0.4424   -4.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9719    1.4126   -1.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0475    1.9017    1.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4026    0.2020    1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0580   -0.2246   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0778   -1.0449   -0.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4668   -1.4378    2.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7417   -2.2909    0.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0322   -3.0295    2.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9420    0.6396    1.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4112    0.1414   -0.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5635    1.8403   -1.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8289    3.4639   -0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0725    2.3470   -1.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6300    1.2053   -2.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3733    1.4080    0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9492   -1.6036    0.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7195   -2.4486    1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8834   -0.7498    2.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4491   -2.0030    3.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9688   -0.2373    3.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9788    0.4826    0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5085   -1.4260    0.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0166   -2.0340   -0.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2139    0.7612   -1.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4369   -0.6105   -2.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  7 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30  2  1  0
 21  3  1  0
 28 22  1  0
 19 10  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  6 34  1  0
  8 35  1  0
  8 36  1  0
 10 37  1  6
 12 38  1  6
 13 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  1
 16 43  1  0
 17 44  1  6
 18 45  1  0
 19 46  1  6
 20 47  1  0
 21 48  1  1
 22 49  1  6
 26 50  1  6
 27 51  1  0
 27 52  1  0
 27 53  1  0
 28 54  1  1
 29 55  1  0
 29 56  1  0
 30 57  1  0
 30 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₂₈O₉

Average Molecular Weight

424.4416

Monoisotopic Molecular Weight

424.173332494

IUPAC Name

(3S,3aS,9aS,9bS)-3,6-dimethyl-9-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-2,7-dione

Traditional Name

(3S,3aS,9aS,9bS)-3,6-dimethyl-9-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3H,3aH,4H,5H,9aH,9bH-azuleno[4,5-b]furan-2,7-dione

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCC(C)=C3C(=O)C=C(CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@]3([H])[C@@]1([H])OC(=O)[C@H]2C

InChI Identifier

InChI=1S/C21H28O9/c1-8-3-4-11-9(2)20(27)30-19(11)15-10(5-12(23)14(8)15)7-28-21-18(26)17(25)16(24)13(6-22)29-21/h5,9,11,13,15-19,21-22,24-26H,3-4,6-7H2,1-2H3/t9-,11-,13+,15-,16+,17-,18+,19-,21+/m0/s1

InChI Key

BUHZTPLXMFRPCK-CKCUUXPSSA-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
Gamma butyrolactone
Monosaccharide
Oxane
Tetrahydrofuran
Carboxylic acid ester
Ketone
Lactone
Secondary alcohol
Oxacycle
Monocarboxylic acid or derivatives
Acetal
Carboxylic acid derivative
Organoheterocyclic compound
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Primary alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302022)

Food

Vegetable

Root vegetable

Chicory (FooDB: FOOD00049)

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	-0.34	ALOGPS
logP	-0.59	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	12.19	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	142.75 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	102.9 m³·mol⁻¹	ChemAxon
Polarizability	43.05 Å³	ChemAxon
Number of Rings	4	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]+	199.222	32859911
AllCCS	[M+H-H2O]+	197.021	32859911
AllCCS	[M+Na]+	201.816	32859911
AllCCS	[M+NH4]+	201.24	32859911
AllCCS	[M-H]-	195.597	32859911
AllCCS	[M+Na-2H]-	196.01	32859911
AllCCS	[M+HCOO]-	196.609	32859911
DeepCCS	[M-2H]-	228.097	30932474
DeepCCS	[M+Na]+	202.179	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.7279 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.94 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2019.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	194.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	111.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	168.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	65.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	292.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	413.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	235.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	736.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	369.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1128.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	246.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	264.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	362.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	233.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	168.4 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crepidiaside B 10V, Positive-QTOF	splash10-054k-0282900000-b36e965564777f8e5bc2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crepidiaside B 20V, Positive-QTOF	splash10-01ot-0961100000-9b1b4ddfa5eb5fdd5cf3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crepidiaside B 40V, Positive-QTOF	splash10-0002-3951000000-b4d6a1032e81ae2c4e37	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crepidiaside B 10V, Negative-QTOF	splash10-00di-2333900000-6a08b57b1e0271dff50f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crepidiaside B 20V, Negative-QTOF	splash10-03mi-5943300000-85a27a6cd7e930f82439	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crepidiaside B 40V, Negative-QTOF	splash10-06r6-9450000000-71fe18e9cd29f33eb1b5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crepidiaside B 10V, Positive-QTOF	splash10-004i-0010900000-198f7aaca71dd0fae515	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crepidiaside B 20V, Positive-QTOF	splash10-06r2-0197500000-3a9ffc1ba2dd439e638a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crepidiaside B 40V, Positive-QTOF	splash10-000t-2195000000-16aa95919ffd67fe07bc	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crepidiaside B 10V, Negative-QTOF	splash10-00di-0000900000-0c30e8627ff517ec4db2	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crepidiaside B 20V, Negative-QTOF	splash10-074i-9186700000-cbbc3179bffd42a09215	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crepidiaside B 40V, Negative-QTOF	splash10-05fu-9171700000-309faced32be615a00ab	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

FDB001756

KNApSAcK ID

Not Available

Chemspider ID

59696243

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101683332

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 Crepidiaside B (HMDB0302022)

MOL for HMDB0302022 (Crepidiaside B)

3D MOL for HMDB0302022 (Crepidiaside B)

3D SDF for HMDB0302022 (Crepidiaside B)

3D-SDF for HMDB0302022 (Crepidiaside B)

PDB for HMDB0302022 (Crepidiaside B)

3D PDB for HMDB0302022 (Crepidiaside B)

SMILES for HMDB0302022 (Crepidiaside B)

INCHI for HMDB0302022 (Crepidiaside B)

Structure for HMDB0302022 (Crepidiaside B)

3D Structure for HMDB0302022 (Crepidiaside B)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra