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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:40:30 UTC

Update Date

2021-09-26 23:05:26 UTC

HMDB ID

HMDB0252696

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Gentiopicroside

Description

5-ethenyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,3H,5H,6H-pyrano[3,4-c]pyran-1-one 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. 5-ethenyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,3H,5H,6H-pyrano[3,4-c]pyran-1-one is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Gentiopicroside is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Gentiopicroside is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0252696
     RDKit          3D
Gentiopicroside
 45 47  0  0  0  0  0  0  0  0999 V2000
   -1.7335    1.3777   -2.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5975    1.3144   -0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0557    0.1306    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1921    0.4275    0.9444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0026    1.4514    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1428    1.8035    1.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3749    0.9601    2.6545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5604   -0.1033    2.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7295   -0.8736    3.9236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4151   -0.4301    2.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6161   -1.4553    2.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5400   -1.6603    1.4972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9797   -0.5658    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0781   -1.1017   -0.1390 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2224   -0.6140    0.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5668    0.0922   -1.0740 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8991    0.4871   -1.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0995    1.4181   -2.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4143    1.8717   -2.3297 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7557   -0.7295   -1.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8568   -0.6679   -0.3879 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9897   -1.9985   -0.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1409   -2.3151   -1.9018 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1464   -1.7462    0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9333   -1.5335    1.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4109    2.2303   -2.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1821    0.5612   -2.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1461    2.1489   -0.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4815   -0.6220   -0.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7646    2.0370   -0.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8707    2.8148    2.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0670    1.9873    0.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8222   -2.0703    3.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4418    0.1285    1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1633    0.0850    0.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1572    1.0595   -0.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9052    0.8730   -3.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4222    2.2761   -2.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8035    1.8648   -1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0732   -0.7938   -2.2967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6167   -0.1580    0.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7107   -2.8100   -0.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5470   -2.1241   -2.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586   -2.6622    0.5719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2223   -2.3654    1.9371 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 13  3  1  0
 24 15  1  0
 10  4  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
 11 33  1  0
 13 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 25 45  1  0
M  END

  Mrv1533004251517032D          

 25 27  0  0  0  0            999 V2000
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
  4 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 23  1  0  0  0  0
 17 24  1  0  0  0  0
 16 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252696

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OC2OC=C3C(=O)OCC=C3C2C=C)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H20O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2-3,6-7,10-13,15-20H,1,4-5H2

> <INCHI_KEY>
DUAGQYUORDTXOR-UHFFFAOYSA-N

> <FORMULA>
C16H20O9

> <MOLECULAR_WEIGHT>
356.327

> <EXACT_MASS>
356.110732224

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
33.8826610620835

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-ethenyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,3H,5H,6H-pyrano[3,4-c]pyran-1-one

> <ALOGPS_LOGP>
-1.01

> <JCHEM_LOGP>
-1.378866751666667

> <ALOGPS_LOGS>
-1.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.211825704356869

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.297929273261634

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810847629851693

> <JCHEM_POLAR_SURFACE_AREA>
134.91000000000003

> <JCHEM_REFRACTIVITY>
82.144

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.59e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gentiopicrin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252696
     RDKit          3D
Gentiopicroside
 45 47  0  0  0  0  0  0  0  0999 V2000
   -1.7335    1.3777   -2.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5975    1.3144   -0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0557    0.1306    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1921    0.4275    0.9444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0026    1.4514    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1428    1.8035    1.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3749    0.9601    2.6545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5604   -0.1033    2.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7295   -0.8736    3.9236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4151   -0.4301    2.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6161   -1.4553    2.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5400   -1.6603    1.4972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9797   -0.5658    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0781   -1.1017   -0.1390 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2224   -0.6140    0.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5668    0.0922   -1.0740 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8991    0.4871   -1.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0995    1.4181   -2.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4143    1.8717   -2.3297 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7557   -0.7295   -1.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8568   -0.6679   -0.3879 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9897   -1.9985   -0.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1409   -2.3151   -1.9018 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1464   -1.7462    0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9333   -1.5335    1.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4109    2.2303   -2.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1821    0.5612   -2.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1461    2.1489   -0.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4815   -0.6220   -0.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7646    2.0370   -0.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8707    2.8148    2.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0670    1.9873    0.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8222   -2.0703    3.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4418    0.1285    1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1633    0.0850    0.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1572    1.0595   -0.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9052    0.8730   -3.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4222    2.2761   -2.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8035    1.8648   -1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0732   -0.7938   -2.2967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6167   -0.1580    0.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7107   -2.8100   -0.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5470   -2.1241   -2.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586   -2.6622    0.5719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2223   -2.3654    1.9371 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 13  3  1  0
 24 15  1  0
 10  4  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
 11 33  1  0
 13 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 25 45  1  0
M  END

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   14                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12                                                            
CONECT   14    4   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17   25                                                  
CONECT   17   16   18   24                                                  
CONECT   18   17   19   23                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   15                                                       
CONECT   21   19   22                                                       
CONECT   22   21                                                            
CONECT   23   18                                                            
CONECT   24   17                                                            
CONECT   25   16                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0252696
HETATM    1  C1  UNL     1      -1.733   1.378  -2.023  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.597   1.314  -0.706  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.056   0.131   0.030  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.192   0.428   0.944  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.003   1.451   0.710  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.143   1.803   1.569  1.00  0.00           C  
HETATM    7  O1  UNL     1      -5.375   0.960   2.655  1.00  0.00           O  
HETATM    8  C7  UNL     1      -4.560  -0.103   2.932  1.00  0.00           C  
HETATM    9  O2  UNL     1      -4.730  -0.874   3.924  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.415  -0.430   2.084  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.616  -1.455   2.366  1.00  0.00           C  
HETATM   12  O3  UNL     1      -1.540  -1.660   1.497  1.00  0.00           O  
HETATM   13  C10 UNL     1      -0.980  -0.566   0.782  1.00  0.00           C  
HETATM   14  O4  UNL     1      -0.078  -1.102  -0.139  1.00  0.00           O  
HETATM   15  C11 UNL     1       1.222  -0.614   0.073  1.00  0.00           C  
HETATM   16  O5  UNL     1       1.567   0.092  -1.074  1.00  0.00           O  
HETATM   17  C12 UNL     1       2.899   0.487  -1.072  1.00  0.00           C  
HETATM   18  C13 UNL     1       3.100   1.418  -2.246  1.00  0.00           C  
HETATM   19  O6  UNL     1       4.414   1.872  -2.330  1.00  0.00           O  
HETATM   20  C14 UNL     1       3.756  -0.730  -1.236  1.00  0.00           C  
HETATM   21  O7  UNL     1       4.857  -0.668  -0.388  1.00  0.00           O  
HETATM   22  C15 UNL     1       2.990  -1.998  -0.856  1.00  0.00           C  
HETATM   23  O8  UNL     1       2.141  -2.315  -1.902  1.00  0.00           O  
HETATM   24  C16 UNL     1       2.146  -1.746   0.379  1.00  0.00           C  
HETATM   25  O9  UNL     1       2.933  -1.534   1.509  1.00  0.00           O  
HETATM   26  H1  UNL     1      -1.411   2.230  -2.613  1.00  0.00           H  
HETATM   27  H2  UNL     1      -2.182   0.561  -2.571  1.00  0.00           H  
HETATM   28  H3  UNL     1      -1.146   2.149  -0.203  1.00  0.00           H  
HETATM   29  H4  UNL     1      -2.481  -0.622  -0.701  1.00  0.00           H  
HETATM   30  H5  UNL     1      -3.765   2.037  -0.191  1.00  0.00           H  
HETATM   31  H6  UNL     1      -4.871   2.815   2.018  1.00  0.00           H  
HETATM   32  H7  UNL     1      -6.067   1.987   0.964  1.00  0.00           H  
HETATM   33  H8  UNL     1      -2.822  -2.070   3.228  1.00  0.00           H  
HETATM   34  H9  UNL     1      -0.442   0.129   1.471  1.00  0.00           H  
HETATM   35  H10 UNL     1       1.163   0.085   0.944  1.00  0.00           H  
HETATM   36  H11 UNL     1       3.157   1.059  -0.147  1.00  0.00           H  
HETATM   37  H12 UNL     1       2.905   0.873  -3.207  1.00  0.00           H  
HETATM   38  H13 UNL     1       2.422   2.276  -2.237  1.00  0.00           H  
HETATM   39  H14 UNL     1       4.804   1.865  -1.425  1.00  0.00           H  
HETATM   40  H15 UNL     1       4.073  -0.794  -2.297  1.00  0.00           H  
HETATM   41  H16 UNL     1       4.617  -0.158   0.421  1.00  0.00           H  
HETATM   42  H17 UNL     1       3.711  -2.810  -0.650  1.00  0.00           H  
HETATM   43  H18 UNL     1       2.547  -2.124  -2.794  1.00  0.00           H  
HETATM   44  H19 UNL     1       1.559  -2.662   0.572  1.00  0.00           H  
HETATM   45  H20 UNL     1       3.222  -2.365   1.937  1.00  0.00           H  
CONECT    1    2    2   26   27
CONECT    2    3   28
CONECT    3    4   13   29
CONECT    4    5    5   10
CONECT    5    6   30
CONECT    6    7   31   32
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11   11
CONECT   11   12   33
CONECT   12   13
CONECT   13   14   34
CONECT   14   15
CONECT   15   16   24   35
CONECT   16   17
CONECT   17   18   20   36
CONECT   18   19   37   38
CONECT   19   39
CONECT   20   21   22   40
CONECT   21   41
CONECT   22   23   24   42
CONECT   23   43
CONECT   24   25   44
CONECT   25   45
END

HMDB0252696
     RDKit          3D
Gentiopicroside
 45 47  0  0  0  0  0  0  0  0999 V2000
   -1.7335    1.3777   -2.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5975    1.3144   -0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0557    0.1306    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1921    0.4275    0.9444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0026    1.4514    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1428    1.8035    1.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3749    0.9601    2.6545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5604   -0.1033    2.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7295   -0.8736    3.9236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4151   -0.4301    2.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6161   -1.4553    2.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5400   -1.6603    1.4972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9797   -0.5658    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0781   -1.1017   -0.1390 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2224   -0.6140    0.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5668    0.0922   -1.0740 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8991    0.4871   -1.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0995    1.4181   -2.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4143    1.8717   -2.3297 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7557   -0.7295   -1.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8568   -0.6679   -0.3879 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9897   -1.9985   -0.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1409   -2.3151   -1.9018 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1464   -1.7462    0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9333   -1.5335    1.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4109    2.2303   -2.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1821    0.5612   -2.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1461    2.1489   -0.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4815   -0.6220   -0.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7646    2.0370   -0.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8707    2.8148    2.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0670    1.9873    0.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8222   -2.0703    3.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4418    0.1285    1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1633    0.0850    0.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1572    1.0595   -0.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9052    0.8730   -3.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4222    2.2761   -2.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8035    1.8648   -1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0732   -0.7938   -2.2967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6167   -0.1580    0.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7107   -2.8100   -0.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5470   -2.1241   -2.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586   -2.6622    0.5719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2223   -2.3654    1.9371 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 13  3  1  0
 24 15  1  0
 10  4  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
 11 33  1  0
 13 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 25 45  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₂₀O₉

Average Molecular Weight

356.327

Monoisotopic Molecular Weight

356.110732224

IUPAC Name

5-ethenyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,3H,5H,6H-pyrano[3,4-c]pyran-1-one

Traditional Name

gentiopicrin

CAS Registry Number

Not Available

SMILES

OCC1OC(OC2OC=C3C(=O)OCC=C3C2C=C)C(O)C(O)C1O

InChI Identifier

InChI=1S/C16H20O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2-3,6-7,10-13,15-20H,1,4-5H2

InChI Key

DUAGQYUORDTXOR-UHFFFAOYSA-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
Dihydropyranone
Monosaccharide
Oxane
Pyran
Enoate ester
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Carboxylic acid derivative
Polyol
Monocarboxylic acid or derivatives
Acetal
Oxacycle
Organic oxide
Hydrocarbon derivative
Alcohol
Carbonyl group
Primary alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0252696)

Food

Vegetable

Gentiana lutea (FooDB: FOOD00894)

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	-1.4	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	5.3	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	134.91 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	82.14 m³·mol⁻¹	ChemAxon
Polarizability	33.88 Å³	ChemAxon
Number of Rings	3	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
DeepCCS	[M+H]+	174.324	30932474
DeepCCS	[M-H]-	171.966	30932474
DeepCCS	[M-2H]-	205.838	30932474
DeepCCS	[M+Na]+	181.065	30932474
AllCCS	[M+H]+	183.1	32859911
AllCCS	[M+H-H2O]+	180.1	32859911
AllCCS	[M+NH4]+	185.8	32859911
AllCCS	[M+Na]+	186.6	32859911
AllCCS	[M-H]-	179.3	32859911
AllCCS	[M+Na-2H]-	179.0	32859911
AllCCS	[M+HCOO]-	178.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gentiopicroside	OCC1OC(OC2OC=C3C(=O)OCC=C3C2C=C)C(O)C(O)C1O	3689.6	Standard polar	33892256
Gentiopicroside	OCC1OC(OC2OC=C3C(=O)OCC=C3C2C=C)C(O)C(O)C1O	2729.9	Standard non polar	33892256
Gentiopicroside	OCC1OC(OC2OC=C3C(=O)OCC=C3C2C=C)C(O)C(O)C1O	3171.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (Non-derivatized) - 70eV, Positive	splash10-002r-5937000000-cc2931cb6cda74f8096f	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentiopicroside GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gentiopicroside 6V, Positive-QTOF	splash10-0005-0902000000-e510156d2c5f02249015	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gentiopicroside 6V, Positive-QTOF	splash10-0006-9400000000-18a7ca1f61aabd3cadbb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gentiopicroside 6V, Positive-QTOF	splash10-0002-0900000000-5e19e4337f0ab0b72895	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gentiopicroside 6V, Positive-QTOF	splash10-0002-3900000000-0823008db0b1ff872ffc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gentiopicroside 6V, Positive-QTOF	splash10-0002-1901000000-1e5ac3e8d9ae35195bd8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gentiopicroside 6V, Positive-QTOF	splash10-000i-0900000000-fd1ab2233fa774a700d7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gentiopicroside 6V, Positive-QTOF	splash10-0006-9000000000-627943a6587b7907a2a8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gentiopicroside 6V, Positive-QTOF	splash10-052b-0903000000-0786d1210d95116df2d0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gentiopicroside 6V, Positive-QTOF	splash10-0002-3920000000-720fd46f629d65d2c4a8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gentiopicroside 6V, Positive-QTOF	splash10-000e-4900000000-74f4dd0a987061219645	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gentiopicroside 6V, Positive-QTOF	splash10-052b-0912000000-59173a6cc5058d1335fc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gentiopicroside 6V, Positive-QTOF	splash10-0007-6900000000-33718bc733209972cd69	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gentiopicroside 6V, Positive-QTOF	splash10-0005-8900000000-91d9840c6a1088f73220	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gentiopicroside 10V, Positive-QTOF	splash10-056r-0904000000-0893d8516b66a7bd27f3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gentiopicroside 20V, Positive-QTOF	splash10-056s-0900000000-7550226da477464fa8a6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gentiopicroside 40V, Positive-QTOF	splash10-052g-7900000000-3c06c84cc932813e3a27	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gentiopicroside 10V, Negative-QTOF	splash10-0a4i-0908000000-b36ee637a720ca3fb6c5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gentiopicroside 20V, Negative-QTOF	splash10-056u-3902000000-54d79f4fcb3e757bad06	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gentiopicroside 40V, Negative-QTOF	splash10-01xw-1900000000-a5eed950fc4b032240ed	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

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

354445

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Gentiopicroside (HMDB0252696)

MOL for HMDB0252696 (Gentiopicroside)

3D MOL for HMDB0252696 (Gentiopicroside)

3D SDF for HMDB0252696 (Gentiopicroside)

3D-SDF for HMDB0252696 (Gentiopicroside)

PDB for HMDB0252696 (Gentiopicroside)

3D PDB for HMDB0252696 (Gentiopicroside)

SMILES for HMDB0252696 (Gentiopicroside)

INCHI for HMDB0252696 (Gentiopicroside)

Structure for HMDB0252696 (Gentiopicroside)

3D Structure for HMDB0252696 (Gentiopicroside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra