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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-08-27 21:43:31 UTC

Update Date

2022-09-22 18:34:34 UTC

HMDB ID

HMDB0242175

Secondary Accession Numbers

None

Metabolite Identification

Common Name

gamma-CEHC glucuronide

Description

gamma-CEHC glucuronide, also known as g-cehc b-D-glucuronide, belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. gamma-CEHC glucuronide is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on gamma-CEHC glucuronide.

Structure

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


  Mrv1652308272123532D          

 36 38  0  0  1  0            999 V2000
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323   -2.0127    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
   -0.3802   -0.3190    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
   -0.0980   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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
    2.8579   -1.6500    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1926   -0.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  2  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
    3.5724    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  2  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
   -1.4748    0.5995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7229   -0.8077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    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
    5.0013    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  9  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  9  2  0  0  0  0
 11  4  1  0  0  0  0
 11  8  1  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13  5  1  0  0  0  0
 15 14  1  0  0  0  0
 16 14  1  0  0  0  0
 17 10  1  0  0  0  0
 17 11  2  0  0  0  0
 18 15  1  0  0  0  0
 18 19  1  1  0  0  0
 20 16  1  0  0  0  0
 21  3  1  0  0  0  0
 21  6  1  0  0  0  0
 21  7  1  0  0  0  0
 22 13  2  0  0  0  0
 23 13  1  0  0  0  0
 14 24  1  6  0  0  0
 15 25  1  1  0  0  0
 16 26  1  1  0  0  0
 27 19  2  0  0  0  0
 28 19  1  0  0  0  0
 29 12  1  0  0  0  0
 20 29  1  6  0  0  0
 30 18  1  0  0  0  0
 30 20  1  0  0  0  0
 31 17  1  0  0  0  0
 31 21  1  0  0  0  0
 14 32  1  1  0  0  0
 15 33  1  6  0  0  0
 16 34  1  6  0  0  0
 18 35  1  1  0  0  0
 20 36  1  1  0  0  0
M  END

HMDB0242175
     RDKit          3D
gamma-CEHC glucuronide
 59 61  0  0  0  0  0  0  0  0999 V2000
    1.6468   -2.4007   -0.7775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5454   -1.4760   -0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8401   -0.2050    0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0552    0.3604    0.1995 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3584    0.1416    0.0471 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0355    0.3025    1.3020 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4033    0.4198    1.0505 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1729    0.1662    2.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5685   -0.1060    3.3397 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5498    0.2243    2.2890 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7311    1.8590    0.6172 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8091    1.8644   -0.2510 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4583    2.3749   -0.0282 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5301    2.5443    1.0202 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9388    1.2429   -0.8885 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9288    0.6790   -1.6820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2887    0.5716    0.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5753    0.1185    0.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8420   -1.1544   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7472   -1.9391   -0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0186   -3.3384   -0.9535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1109   -1.7013   -0.2361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2206   -0.8724    0.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3375   -1.7428    0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6913   -0.1760   -1.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8684    0.7121   -0.9862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3113    1.3820   -2.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7026    1.1622   -3.3094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3835    2.2407   -2.2125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8815    0.1430    1.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7315    1.0077    0.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1652   -1.9251   -1.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1824   -3.3267   -1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3085   -2.6378    0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6966   -0.8343   -0.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7462   -0.3002    0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1359    0.3504    1.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9273    2.4596    1.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7418    2.5089   -0.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6009    3.2859   -0.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7055    2.9959    0.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1626    1.6380   -1.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7579   -0.2553   -1.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1032    1.5832    0.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0774   -3.5706   -0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4763   -4.0696   -0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7295   -3.4455   -2.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9469   -2.7306    0.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9828   -2.0151   -0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9169   -1.2724    1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9757   -0.9282   -1.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8342    0.4231   -1.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7147    0.0979   -0.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6455    1.5263   -0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7669    2.6027   -1.3607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6178   -0.4822    2.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7895    0.6819    1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0169    1.6796   -0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3976    1.5553    1.6412 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  3 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 23 30  1  0
 30 31  1  0
 20  2  1  0
 15  5  1  0
 31 18  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  6
  7 36  1  6
 10 37  1  0
 11 38  1  1
 12 39  1  0
 13 40  1  6
 14 41  1  0
 15 42  1  6
 16 43  1  0
 17 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 24 48  1  0
 24 49  1  0
 24 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 29 55  1  0
 30 56  1  0
 30 57  1  0
 31 58  1  0
 31 59  1  0
M  END


  Mrv1652308272123532D          

 36 38  0  0  1  0            999 V2000
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323   -2.0127    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
   -0.3802   -0.3190    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
   -0.0980   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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
    2.8579   -1.6500    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1926   -0.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  2  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
    3.5724    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  2  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
   -1.4748    0.5995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7229   -0.8077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    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
    5.0013    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  9  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  9  2  0  0  0  0
 11  4  1  0  0  0  0
 11  8  1  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13  5  1  0  0  0  0
 15 14  1  0  0  0  0
 16 14  1  0  0  0  0
 17 10  1  0  0  0  0
 17 11  2  0  0  0  0
 18 15  1  0  0  0  0
 18 19  1  1  0  0  0
 20 16  1  0  0  0  0
 21  3  1  0  0  0  0
 21  6  1  0  0  0  0
 21  7  1  0  0  0  0
 22 13  2  0  0  0  0
 23 13  1  0  0  0  0
 14 24  1  6  0  0  0
 15 25  1  1  0  0  0
 16 26  1  1  0  0  0
 27 19  2  0  0  0  0
 28 19  1  0  0  0  0
 29 12  1  0  0  0  0
 20 29  1  6  0  0  0
 30 18  1  0  0  0  0
 30 20  1  0  0  0  0
 31 17  1  0  0  0  0
 31 21  1  0  0  0  0
 14 32  1  1  0  0  0
 15 33  1  6  0  0  0
 16 34  1  6  0  0  0
 18 35  1  1  0  0  0
 20 36  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0242175

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(O)[C@@]([H])(O)[C@]([H])(OC2=CC3=C(OC(C)(CCC(O)=O)CC3)C(C)=C2C)O[C@]([H])(C(O)=O)[C@@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O10/c1-9-10(2)17-11(4-6-21(3,31-17)7-5-13(22)23)8-12(9)29-20-16(26)14(24)15(25)18(30-20)19(27)28/h8,14-16,18,20,24-26H,4-7H2,1-3H3,(H,22,23)(H,27,28)/t14-,15-,16+,18-,20+,21?/m0/s1

> <INCHI_KEY>
NOZSTAZEOBPSBY-LWNJIDTBSA-N

> <FORMULA>
C21H28O10

> <MOLECULAR_WEIGHT>
440.445

> <EXACT_MASS>
440.168247102

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
44.47762991077625

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6S)-6-{[2-(2-carboxyethyl)-2,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_LOGP>
1.419516611333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.320833134921528

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.280617876598327

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6868268897555954

> <JCHEM_POLAR_SURFACE_AREA>
162.97999999999996

> <JCHEM_REFRACTIVITY>
104.35429999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6S)-6-{[2-(2-carboxyethyl)-2,7,8-trimethyl-3,4-dihydro-1-benzopyran-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242175
     RDKit          3D
gamma-CEHC glucuronide
 59 61  0  0  0  0  0  0  0  0999 V2000
    1.6468   -2.4007   -0.7775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5454   -1.4760   -0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8401   -0.2050    0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0552    0.3604    0.1995 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3584    0.1416    0.0471 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0355    0.3025    1.3020 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4033    0.4198    1.0505 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1729    0.1662    2.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5685   -0.1060    3.3397 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5498    0.2243    2.2890 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7311    1.8590    0.6172 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8091    1.8644   -0.2510 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4583    2.3749   -0.0282 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5301    2.5443    1.0202 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9388    1.2429   -0.8885 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9288    0.6790   -1.6820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2887    0.5716    0.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5753    0.1185    0.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8420   -1.1544   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7472   -1.9391   -0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0186   -3.3384   -0.9535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1109   -1.7013   -0.2361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2206   -0.8724    0.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3375   -1.7428    0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6913   -0.1760   -1.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8684    0.7121   -0.9862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3113    1.3820   -2.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7026    1.1622   -3.3094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3835    2.2407   -2.2125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8815    0.1430    1.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7315    1.0077    0.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1652   -1.9251   -1.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1824   -3.3267   -1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3085   -2.6378    0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6966   -0.8343   -0.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7462   -0.3002    0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1359    0.3504    1.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9273    2.4596    1.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7418    2.5089   -0.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6009    3.2859   -0.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7055    2.9959    0.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1626    1.6380   -1.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7579   -0.2553   -1.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1032    1.5832    0.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0774   -3.5706   -0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4763   -4.0696   -0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7295   -3.4455   -2.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9469   -2.7306    0.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9828   -2.0151   -0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9169   -1.2724    1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9757   -0.9282   -1.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8342    0.4231   -1.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7147    0.0979   -0.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6455    1.5263   -0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7669    2.6027   -1.3607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6178   -0.4822    2.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7895    0.6819    1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0169    1.6796   -0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3976    1.5553    1.6412 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  3 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 23 30  1  0
 30 31  1  0
 20  2  1  0
 15  5  1  0
 31 18  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  6
  7 36  1  6
 10 37  1  0
 11 38  1  1
 12 39  1  0
 13 40  1  6
 14 41  1  0
 15 42  1  6
 16 43  1  0
 17 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 24 48  1  0
 24 49  1  0
 24 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 29 55  1  0
 30 56  1  0
 30 57  1  0
 31 58  1  0
 31 59  1  0
M  END

HEADER    PROTEIN                                 27-AUG-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-AUG-21         0                                  
HETATM    1  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.807  -3.757   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.710  -0.595   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.183  -2.043   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.226  -0.328   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.753   1.119   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -3.216  -1.508   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.669   4.620   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   32  H   UNK     0       9.336   5.390   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       6.668   5.390   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       9.336   0.770   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       8.002   3.080   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.668   0.770   0.000  0.00  0.00           H+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3   21                                                            
CONECT    4    6   11                                                       
CONECT    5    7   13                                                       
CONECT    6    4   21                                                       
CONECT    7    5   21                                                       
CONECT    8   11   12                                                       
CONECT    9    1   10   12                                                  
CONECT   10    2    9   17                                                  
CONECT   11    4    8   17                                                  
CONECT   12    8    9   29                                                  
CONECT   13    5   22   23                                                  
CONECT   14   15   16   24   32                                             
CONECT   15   14   18   25   33                                             
CONECT   16   14   20   26   34                                             
CONECT   17   10   11   31                                                  
CONECT   18   15   19   30   35                                             
CONECT   19   18   27   28                                                  
CONECT   20   16   29   30   36                                             
CONECT   21    3    6    7   31                                             
CONECT   22   13                                                            
CONECT   23   13                                                            
CONECT   24   14                                                            
CONECT   25   15                                                            
CONECT   26   16                                                            
CONECT   27   19                                                            
CONECT   28   19                                                            
CONECT   29   12   20                                                       
CONECT   30   18   20                                                       
CONECT   31   17   21                                                       
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   16                                                            
CONECT   35   18                                                            
CONECT   36   20                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

COMPND    HMDB0242175
HETATM    1  C1  UNL     1       1.647  -2.401  -0.777  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.545  -1.476  -0.374  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.840  -0.205   0.068  1.00  0.00           C  
HETATM    4  O1  UNL     1       2.055   0.360   0.200  1.00  0.00           O  
HETATM    5  C4  UNL     1       3.358   0.142   0.047  1.00  0.00           C  
HETATM    6  O2  UNL     1       4.036   0.302   1.302  1.00  0.00           O  
HETATM    7  C5  UNL     1       5.403   0.420   1.050  1.00  0.00           C  
HETATM    8  C6  UNL     1       6.173   0.166   2.283  1.00  0.00           C  
HETATM    9  O3  UNL     1       5.568  -0.106   3.340  1.00  0.00           O  
HETATM   10  O4  UNL     1       7.550   0.224   2.289  1.00  0.00           O  
HETATM   11  C7  UNL     1       5.731   1.859   0.617  1.00  0.00           C  
HETATM   12  O5  UNL     1       6.809   1.864  -0.251  1.00  0.00           O  
HETATM   13  C8  UNL     1       4.458   2.375  -0.028  1.00  0.00           C  
HETATM   14  O6  UNL     1       3.530   2.544   1.020  1.00  0.00           O  
HETATM   15  C9  UNL     1       3.939   1.243  -0.888  1.00  0.00           C  
HETATM   16  O7  UNL     1       4.929   0.679  -1.682  1.00  0.00           O  
HETATM   17  C10 UNL     1      -0.289   0.572   0.416  1.00  0.00           C  
HETATM   18  C11 UNL     1      -1.575   0.119   0.330  1.00  0.00           C  
HETATM   19  C12 UNL     1      -1.842  -1.154  -0.115  1.00  0.00           C  
HETATM   20  C13 UNL     1      -0.747  -1.939  -0.464  1.00  0.00           C  
HETATM   21  C14 UNL     1      -1.019  -3.338  -0.954  1.00  0.00           C  
HETATM   22  O8  UNL     1      -3.111  -1.701  -0.236  1.00  0.00           O  
HETATM   23  C15 UNL     1      -4.221  -0.872   0.026  1.00  0.00           C  
HETATM   24  C16 UNL     1      -5.337  -1.743   0.537  1.00  0.00           C  
HETATM   25  C17 UNL     1      -4.691  -0.176  -1.227  1.00  0.00           C  
HETATM   26  C18 UNL     1      -5.868   0.712  -0.986  1.00  0.00           C  
HETATM   27  C19 UNL     1      -6.311   1.382  -2.233  1.00  0.00           C  
HETATM   28  O9  UNL     1      -5.703   1.162  -3.309  1.00  0.00           O  
HETATM   29  O10 UNL     1      -7.383   2.241  -2.213  1.00  0.00           O  
HETATM   30  C20 UNL     1      -3.881   0.143   1.116  1.00  0.00           C  
HETATM   31  C21 UNL     1      -2.731   1.008   0.720  1.00  0.00           C  
HETATM   32  H1  UNL     1       2.165  -1.925  -1.633  1.00  0.00           H  
HETATM   33  H2  UNL     1       1.182  -3.327  -1.210  1.00  0.00           H  
HETATM   34  H3  UNL     1       2.308  -2.638   0.057  1.00  0.00           H  
HETATM   35  H4  UNL     1       3.697  -0.834  -0.307  1.00  0.00           H  
HETATM   36  H5  UNL     1       5.746  -0.300   0.281  1.00  0.00           H  
HETATM   37  H6  UNL     1       8.136   0.350   1.490  1.00  0.00           H  
HETATM   38  H7  UNL     1       5.927   2.460   1.527  1.00  0.00           H  
HETATM   39  H8  UNL     1       6.742   2.509  -0.981  1.00  0.00           H  
HETATM   40  H9  UNL     1       4.601   3.286  -0.612  1.00  0.00           H  
HETATM   41  H10 UNL     1       2.706   2.996   0.692  1.00  0.00           H  
HETATM   42  H11 UNL     1       3.163   1.638  -1.547  1.00  0.00           H  
HETATM   43  H12 UNL     1       4.758  -0.255  -1.908  1.00  0.00           H  
HETATM   44  H13 UNL     1      -0.103   1.583   0.771  1.00  0.00           H  
HETATM   45  H14 UNL     1      -2.077  -3.571  -0.853  1.00  0.00           H  
HETATM   46  H15 UNL     1      -0.476  -4.070  -0.285  1.00  0.00           H  
HETATM   47  H16 UNL     1      -0.729  -3.445  -2.010  1.00  0.00           H  
HETATM   48  H17 UNL     1      -4.947  -2.731   0.919  1.00  0.00           H  
HETATM   49  H18 UNL     1      -5.983  -2.015  -0.331  1.00  0.00           H  
HETATM   50  H19 UNL     1      -5.917  -1.272   1.349  1.00  0.00           H  
HETATM   51  H20 UNL     1      -4.976  -0.928  -1.981  1.00  0.00           H  
HETATM   52  H21 UNL     1      -3.834   0.423  -1.612  1.00  0.00           H  
HETATM   53  H22 UNL     1      -6.715   0.098  -0.585  1.00  0.00           H  
HETATM   54  H23 UNL     1      -5.646   1.526  -0.265  1.00  0.00           H  
HETATM   55  H24 UNL     1      -7.767   2.603  -1.361  1.00  0.00           H  
HETATM   56  H25 UNL     1      -3.618  -0.482   2.015  1.00  0.00           H  
HETATM   57  H26 UNL     1      -4.790   0.682   1.374  1.00  0.00           H  
HETATM   58  H27 UNL     1      -3.017   1.680  -0.091  1.00  0.00           H  
HETATM   59  H28 UNL     1      -2.398   1.555   1.641  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    3   20
CONECT    3    4   17
CONECT    4    5
CONECT    5    6   15   35
CONECT    6    7
CONECT    7    8   11   36
CONECT    8    9    9   10
CONECT   10   37
CONECT   11   12   13   38
CONECT   12   39
CONECT   13   14   15   40
CONECT   14   41
CONECT   15   16   42
CONECT   16   43
CONECT   17   18   18   44
CONECT   18   19   31
CONECT   19   20   20   22
CONECT   20   21
CONECT   21   45   46   47
CONECT   22   23
CONECT   23   24   25   30
CONECT   24   48   49   50
CONECT   25   26   51   52
CONECT   26   27   53   54
CONECT   27   28   28   29
CONECT   29   55
CONECT   30   31   56   57
CONECT   31   58   59
END

HMDB0242175
     RDKit          3D
gamma-CEHC glucuronide
 59 61  0  0  0  0  0  0  0  0999 V2000
    1.6468   -2.4007   -0.7775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5454   -1.4760   -0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8401   -0.2050    0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0552    0.3604    0.1995 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3584    0.1416    0.0471 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0355    0.3025    1.3020 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4033    0.4198    1.0505 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1729    0.1662    2.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5685   -0.1060    3.3397 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5498    0.2243    2.2890 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7311    1.8590    0.6172 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8091    1.8644   -0.2510 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4583    2.3749   -0.0282 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5301    2.5443    1.0202 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9388    1.2429   -0.8885 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9288    0.6790   -1.6820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2887    0.5716    0.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5753    0.1185    0.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8420   -1.1544   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7472   -1.9391   -0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0186   -3.3384   -0.9535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1109   -1.7013   -0.2361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2206   -0.8724    0.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3375   -1.7428    0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6913   -0.1760   -1.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8684    0.7121   -0.9862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3113    1.3820   -2.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7026    1.1622   -3.3094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3835    2.2407   -2.2125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8815    0.1430    1.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7315    1.0077    0.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1652   -1.9251   -1.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1824   -3.3267   -1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3085   -2.6378    0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6966   -0.8343   -0.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7462   -0.3002    0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1359    0.3504    1.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9273    2.4596    1.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7418    2.5089   -0.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6009    3.2859   -0.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7055    2.9959    0.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1626    1.6380   -1.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7579   -0.2553   -1.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1032    1.5832    0.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0774   -3.5706   -0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4763   -4.0696   -0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7295   -3.4455   -2.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9469   -2.7306    0.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9828   -2.0151   -0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9169   -1.2724    1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9757   -0.9282   -1.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8342    0.4231   -1.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7147    0.0979   -0.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6455    1.5263   -0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7669    2.6027   -1.3607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6178   -0.4822    2.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7895    0.6819    1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0169    1.6796   -0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3976    1.5553    1.6412 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  3 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 23 30  1  0
 30 31  1  0
 20  2  1  0
 15  5  1  0
 31 18  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  6
  7 36  1  6
 10 37  1  0
 11 38  1  1
 12 39  1  0
 13 40  1  6
 14 41  1  0
 15 42  1  6
 16 43  1  0
 17 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 24 48  1  0
 24 49  1  0
 24 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 29 55  1  0
 30 56  1  0
 30 57  1  0
 31 58  1  0
 31 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
gamma-CEHC beta-D-glucuronide	ChEBI
g-CEHC b-D-glucuronide	Generator
Γ-cehc β-D-glucuronide	Generator
g-CEHC glucuronide	Generator
Γ-cehc glucuronide	Generator

Chemical Formula

C₂₁H₂₈O₁₀

Average Molecular Weight

440.445

Monoisotopic Molecular Weight

440.168247102

IUPAC Name

(2S,3S,4S,5R,6S)-6-{[2-(2-carboxyethyl)-2,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-6-{[2-(2-carboxyethyl)-2,7,8-trimethyl-3,4-dihydro-1-benzopyran-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]1(O)[C@@]([H])(O)[C@]([H])(OC2=CC3=C(OC(C)(CCC(O)=O)CC3)C(C)=C2C)O[C@]([H])(C(O)=O)[C@@]1([H])O

InChI Identifier

InChI=1S/C21H28O10/c1-9-10(2)17-11(4-6-21(3,31-17)7-5-13(22)23)8-12(9)29-20-16(26)14(24)15(25)18(30-20)19(27)28/h8,14-16,18,20,24-26H,4-7H2,1-3H3,(H,22,23)(H,27,28)/t14-,15-,16+,18-,20+,21?/m0/s1

InChI Key

NOZSTAZEOBPSBY-LWNJIDTBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
O-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Alkyl aryl ether
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Benzenoid
Hydroxy acid
Monosaccharide
Oxane
Pyran
Secondary alcohol
Ether
Acetal
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Polyol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

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	1.42	ChemAxon
pKa (Strongest Acidic)	3.28	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	104.35 m³·mol⁻¹	ChemAxon
Polarizability	44.48 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	189.122	30932474
DeepCCS	[M-H]-	186.726	30932474
DeepCCS	[M-2H]-	219.718	30932474
DeepCCS	[M+Na]+	195.034	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	12.0027 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.69 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1756.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	200.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	139.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	178.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	103.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	514.5 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	500.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	121.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	861.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	459.8 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	1483.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	306.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	325.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	326.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	131.7 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	141.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
gamma-CEHC glucuronide	[H][C@@]1(O)[C@@]([H])(O)[C@]([H])(OC2=CC3=C(OC(C)(CCC(O)=O)CC3)C(C)=C2C)O[C@]([H])(C(O)=O)[C@@]1([H])O	4178.9	Standard polar	33892256
gamma-CEHC glucuronide	[H][C@@]1(O)[C@@]([H])(O)[C@]([H])(OC2=CC3=C(OC(C)(CCC(O)=O)CC3)C(C)=C2C)O[C@]([H])(C(O)=O)[C@@]1([H])O	3425.8	Standard non polar	33892256
gamma-CEHC glucuronide	[H][C@@]1(O)[C@@]([H])(O)[C@]([H])(OC2=CC3=C(OC(C)(CCC(O)=O)CC3)C(C)=C2C)O[C@]([H])(C(O)=O)[C@@]1([H])O	3616.4	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 - gamma-CEHC glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fu-9328200000-02ba1cbcd09213148b90	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - gamma-CEHC glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-CEHC glucuronide 10V, Positive-QTOF	splash10-006t-0193800000-f86ec69293c9af00c43d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-CEHC glucuronide 20V, Positive-QTOF	splash10-0ab9-0449600000-d36a075a62a0e70b4b4b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-CEHC glucuronide 40V, Positive-QTOF	splash10-004i-1921000000-ccb7fc00b6c65c93466b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-CEHC glucuronide 10V, Negative-QTOF	splash10-0170-0069400000-1074d5ec0cce921f38b2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-CEHC glucuronide 20V, Negative-QTOF	splash10-004i-4149000000-ac8a136f9faaa587c790	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-CEHC glucuronide 40V, Negative-QTOF	splash10-0002-1391000000-af3331aca4ed2a765a16	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

58163619

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

121596235

PDB ID

Not Available

ChEBI ID

133148

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

Kong SW, Hernandez-Ferrer C: Assessment of coverage for endogenous metabolites and exogenous chemical compounds using an untargeted metabolomics platform. Pac Symp Biocomput. 2020;25:587-598. [PubMed:31797630 ]

Showing metabocard for gamma-CEHC glucuronide (HMDB0242175)

MOL for HMDB0242175 (gamma-CEHC glucuronide)

3D MOL for HMDB0242175 (gamma-CEHC glucuronide)

3D SDF for HMDB0242175 (gamma-CEHC glucuronide)

3D-SDF for HMDB0242175 (gamma-CEHC glucuronide)

PDB for HMDB0242175 (gamma-CEHC glucuronide)

3D PDB for HMDB0242175 (gamma-CEHC glucuronide)

SMILES for HMDB0242175 (gamma-CEHC glucuronide)

INCHI for HMDB0242175 (gamma-CEHC glucuronide)

Structure for HMDB0242175 (gamma-CEHC glucuronide)

3D Structure for HMDB0242175 (gamma-CEHC glucuronide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra