Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:25 UTC

Update Date

2022-03-07 02:53:30 UTC

HMDB ID

HMDB0032877

Secondary Accession Numbers

HMDB32877

Metabolite Identification

Common Name

Glucorhein

Description

Glucorhein belongs to the class of organic compounds known as anthracenecarboxylic acids. These are organic compounds containing a carboxylic acid group attached to an anthracene ring system. Glucorhein has been detected, but not quantified in, green vegetables. This could make glucorhein a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Glucorhein.

Structure

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


  Mrv0541 05061306462D          

 32 35  0  0  0  0            999 V2000
   -0.7145   -0.4125    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   -1.2375    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   -2.4750    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
    0.7145   -0.4125    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
    2.8579   -1.6500    0.0000 C   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
   -2.1434   -2.8875    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
    0.7145   -1.2375    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   -3.7125    0.0000 C   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   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   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
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    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    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 O   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   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   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
    0.0000   -2.4750    0.0000 O   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
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  7  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  2  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  3  2  0  0  0  0
 12  6  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14  8  2  0  0  0  0
 14 11  1  0  0  0  0
 15  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20  7  1  0  0  0  0
 21 19  1  0  0  0  0
 22  6  1  0  0  0  0
 23 10  1  0  0  0  0
 24 15  2  0  0  0  0
 25 16  1  0  0  0  0
 26 17  2  0  0  0  0
 27 18  1  0  0  0  0
 28 19  1  0  0  0  0
 29 20  2  0  0  0  0
 30 20  1  0  0  0  0
 31 11  1  0  0  0  0
 31 21  1  0  0  0  0
 32 12  1  0  0  0  0
 32 21  1  0  0  0  0
M  END

HMDB0032877
     RDKit          3D
Glucorhein
 50 53  0  0  0  0  0  0  0  0999 V2000
    8.0730   -0.4133    0.5827 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3094    0.4874    0.9883 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8363    1.5912    1.6159 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8799    0.3383    0.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0439    1.3321    1.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6567    1.2042    1.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9141    2.2351    1.5157 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1436    0.0889    0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9912   -0.9207   -0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3466   -0.7758    0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4457   -2.1012   -0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010   -3.0051   -1.1251 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0122   -2.2642   -0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4657   -3.3560   -1.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1063   -3.5046   -1.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7326   -2.5052   -1.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2236   -1.3918   -0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9939   -0.3788   -0.2069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3752   -0.2091   -0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8287   -0.0242    1.0453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1315    0.3934    1.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3716    0.7446    2.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6680    1.1828    2.8426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4680    1.6007    0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8337    1.8280    0.4208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0561    1.4155   -1.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7839    0.4078   -1.7214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6132    1.0346   -1.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1184    0.7829   -2.3682 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1512   -1.2831   -0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7209   -0.0978    0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9213    0.7821    0.5741 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1060    2.4393    1.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4631    2.1956    1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574    2.3498    1.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0274   -1.5468   -0.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1253   -4.1429   -1.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2935   -4.3892   -2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7888   -2.6561   -1.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8274   -1.0871   -0.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8370   -0.4165    0.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6628    1.5304    2.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1610   -0.1383    3.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2697    0.3902    2.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8965    2.4719    0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3383    1.3616   -0.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1579    2.3746   -1.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9099    0.6605   -2.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0258    1.8488   -0.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5313    1.5355   -2.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 17 30  2  0
 30 31  1  0
 31 32  2  0
 10  4  1  0
 30 13  1  0
 31  8  1  0
 28 19  1  0
  3 33  1  0
  5 34  1  0
  7 35  1  0
 10 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 19 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
 25 46  1  0
 26 47  1  0
 27 48  1  0
 28 49  1  0
 29 50  1  0
M  END


  Mrv0541 05061306462D          

 32 35  0  0  0  0            999 V2000
   -0.7145   -0.4125    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   -1.2375    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   -2.4750    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
    0.7145   -0.4125    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
    2.8579   -1.6500    0.0000 C   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
   -2.1434   -2.8875    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
    0.7145   -1.2375    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   -3.7125    0.0000 C   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   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   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
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    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    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 O   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   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   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
    0.0000   -2.4750    0.0000 O   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
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  7  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  2  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  3  2  0  0  0  0
 12  6  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14  8  2  0  0  0  0
 14 11  1  0  0  0  0
 15  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20  7  1  0  0  0  0
 21 19  1  0  0  0  0
 22  6  1  0  0  0  0
 23 10  1  0  0  0  0
 24 15  2  0  0  0  0
 25 16  1  0  0  0  0
 26 17  2  0  0  0  0
 27 18  1  0  0  0  0
 28 19  1  0  0  0  0
 29 20  2  0  0  0  0
 30 20  1  0  0  0  0
 31 11  1  0  0  0  0
 31 21  1  0  0  0  0
 32 12  1  0  0  0  0
 32 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032877

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(C=C(C=C2O)C(O)=O)C3=O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H18O11/c22-6-12-16(25)18(27)19(28)21(32-12)31-11-3-1-2-8-14(11)17(26)13-9(15(8)24)4-7(20(29)30)5-10(13)23/h1-5,12,16,18-19,21-23,25,27-28H,6H2,(H,29,30)

> <INCHI_KEY>
WYKUTTFFZMQCGO-UHFFFAOYSA-N

> <FORMULA>
C21H18O11

> <MOLECULAR_WEIGHT>
446.361

> <EXACT_MASS>
446.084911418

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
41.96300245101629

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-9,10-dioxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracene-2-carboxylic acid

> <ALOGPS_LOGP>
-0.68

> <JCHEM_LOGP>
0.35109024599999994

> <ALOGPS_LOGS>
-2.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.382684921022788

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.398614203667359

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923462446413

> <JCHEM_POLAR_SURFACE_AREA>
191.04999999999998

> <JCHEM_REFRACTIVITY>
104.51339999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.52e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-9,10-dioxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032877
     RDKit          3D
Glucorhein
 50 53  0  0  0  0  0  0  0  0999 V2000
    8.0730   -0.4133    0.5827 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3094    0.4874    0.9883 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8363    1.5912    1.6159 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8799    0.3383    0.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0439    1.3321    1.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6567    1.2042    1.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9141    2.2351    1.5157 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1436    0.0889    0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9912   -0.9207   -0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3466   -0.7758    0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4457   -2.1012   -0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010   -3.0051   -1.1251 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0122   -2.2642   -0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4657   -3.3560   -1.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1063   -3.5046   -1.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7326   -2.5052   -1.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2236   -1.3918   -0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9939   -0.3788   -0.2069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3752   -0.2091   -0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8287   -0.0242    1.0453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1315    0.3934    1.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3716    0.7446    2.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6680    1.1828    2.8426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4680    1.6007    0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8337    1.8280    0.4208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0561    1.4155   -1.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7839    0.4078   -1.7214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6132    1.0346   -1.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1184    0.7829   -2.3682 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1512   -1.2831   -0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7209   -0.0978    0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9213    0.7821    0.5741 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1060    2.4393    1.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4631    2.1956    1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574    2.3498    1.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0274   -1.5468   -0.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1253   -4.1429   -1.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2935   -4.3892   -2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7888   -2.6561   -1.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8274   -1.0871   -0.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8370   -0.4165    0.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6628    1.5304    2.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1610   -0.1383    3.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2697    0.3902    2.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8965    2.4719    0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3383    1.3616   -0.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1579    2.3746   -1.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9099    0.6605   -2.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0258    1.8488   -0.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5313    1.5355   -2.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 17 30  2  0
 30 31  1  0
 31 32  2  0
 10  4  1  0
 30 13  1  0
 31  8  1  0
 28 19  1  0
  3 33  1  0
  5 34  1  0
  7 35  1  0
 10 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 19 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
 25 46  1  0
 26 47  1  0
 27 48  1  0
 28 49  1  0
 29 50  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -0.770   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       4.001  -0.770   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       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    8                                                       
CONECT    3    1   11                                                       
CONECT    4    7    9                                                       
CONECT    5    7   10                                                       
CONECT    6   12   22                                                       
CONECT    7    4    5   20                                                  
CONECT    8    2   14   15                                                  
CONECT    9    4   13   15                                                  
CONECT   10    5   13   23                                                  
CONECT   11    3   14   31                                                  
CONECT   12    6   16   32                                                  
CONECT   13    9   10   17                                                  
CONECT   14    8   11   17                                                  
CONECT   15    8    9   24                                                  
CONECT   16   12   18   25                                                  
CONECT   17   13   14   26                                                  
CONECT   18   16   19   27                                                  
CONECT   19   18   21   28                                                  
CONECT   20    7   29   30                                                  
CONECT   21   19   31   32                                                  
CONECT   22    6                                                            
CONECT   23   10                                                            
CONECT   24   15                                                            
CONECT   25   16                                                            
CONECT   26   17                                                            
CONECT   27   18                                                            
CONECT   28   19                                                            
CONECT   29   20                                                            
CONECT   30   20                                                            
CONECT   31   11   21                                                       
CONECT   32   12   21                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0032877
HETATM    1  O1  UNL     1       8.073  -0.413   0.583  1.00  0.00           O  
HETATM    2  C1  UNL     1       7.309   0.487   0.988  1.00  0.00           C  
HETATM    3  O2  UNL     1       7.836   1.591   1.616  1.00  0.00           O  
HETATM    4  C2  UNL     1       5.880   0.338   0.783  1.00  0.00           C  
HETATM    5  C3  UNL     1       5.044   1.332   1.231  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.657   1.204   1.040  1.00  0.00           C  
HETATM    7  O3  UNL     1       2.914   2.235   1.516  1.00  0.00           O  
HETATM    8  C5  UNL     1       3.144   0.089   0.408  1.00  0.00           C  
HETATM    9  C6  UNL     1       3.991  -0.921  -0.048  1.00  0.00           C  
HETATM   10  C7  UNL     1       5.347  -0.776   0.149  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.446  -2.101  -0.717  1.00  0.00           C  
HETATM   12  O4  UNL     1       4.201  -3.005  -1.125  1.00  0.00           O  
HETATM   13  C9  UNL     1       2.012  -2.264  -0.931  1.00  0.00           C  
HETATM   14  C10 UNL     1       1.466  -3.356  -1.553  1.00  0.00           C  
HETATM   15  C11 UNL     1       0.106  -3.505  -1.753  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.733  -2.505  -1.302  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.224  -1.392  -0.671  1.00  0.00           C  
HETATM   18  O5  UNL     1      -0.994  -0.379  -0.207  1.00  0.00           O  
HETATM   19  C14 UNL     1      -2.375  -0.209  -0.241  1.00  0.00           C  
HETATM   20  O6  UNL     1      -2.829  -0.024   1.045  1.00  0.00           O  
HETATM   21  C15 UNL     1      -4.131   0.393   1.155  1.00  0.00           C  
HETATM   22  C16 UNL     1      -4.372   0.745   2.615  1.00  0.00           C  
HETATM   23  O7  UNL     1      -5.668   1.183   2.843  1.00  0.00           O  
HETATM   24  C17 UNL     1      -4.468   1.601   0.339  1.00  0.00           C  
HETATM   25  O8  UNL     1      -5.834   1.828   0.421  1.00  0.00           O  
HETATM   26  C18 UNL     1      -4.056   1.416  -1.098  1.00  0.00           C  
HETATM   27  O9  UNL     1      -4.784   0.408  -1.721  1.00  0.00           O  
HETATM   28  C19 UNL     1      -2.613   1.035  -1.109  1.00  0.00           C  
HETATM   29  O10 UNL     1      -2.118   0.783  -2.368  1.00  0.00           O  
HETATM   30  C20 UNL     1       1.151  -1.283  -0.491  1.00  0.00           C  
HETATM   31  C21 UNL     1       1.721  -0.098   0.183  1.00  0.00           C  
HETATM   32  O11 UNL     1       0.921   0.782   0.574  1.00  0.00           O  
HETATM   33  H1  UNL     1       8.106   2.439   1.108  1.00  0.00           H  
HETATM   34  H2  UNL     1       5.463   2.196   1.722  1.00  0.00           H  
HETATM   35  H3  UNL     1       1.957   2.350   1.491  1.00  0.00           H  
HETATM   36  H4  UNL     1       6.027  -1.547  -0.196  1.00  0.00           H  
HETATM   37  H5  UNL     1       2.125  -4.143  -1.908  1.00  0.00           H  
HETATM   38  H6  UNL     1      -0.293  -4.389  -2.253  1.00  0.00           H  
HETATM   39  H7  UNL     1      -1.789  -2.656  -1.475  1.00  0.00           H  
HETATM   40  H8  UNL     1      -2.827  -1.087  -0.743  1.00  0.00           H  
HETATM   41  H9  UNL     1      -4.837  -0.416   0.883  1.00  0.00           H  
HETATM   42  H10 UNL     1      -3.663   1.530   2.951  1.00  0.00           H  
HETATM   43  H11 UNL     1      -4.161  -0.138   3.278  1.00  0.00           H  
HETATM   44  H12 UNL     1      -6.270   0.390   2.840  1.00  0.00           H  
HETATM   45  H13 UNL     1      -3.896   2.472   0.736  1.00  0.00           H  
HETATM   46  H14 UNL     1      -6.338   1.362  -0.293  1.00  0.00           H  
HETATM   47  H15 UNL     1      -4.158   2.375  -1.647  1.00  0.00           H  
HETATM   48  H16 UNL     1      -4.910   0.660  -2.686  1.00  0.00           H  
HETATM   49  H17 UNL     1      -2.026   1.849  -0.610  1.00  0.00           H  
HETATM   50  H18 UNL     1      -1.531   1.536  -2.626  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   33
CONECT    4    5    5   10
CONECT    5    6   34
CONECT    6    7    8    8
CONECT    7   35
CONECT    8    9   31
CONECT    9   10   10   11
CONECT   10   36
CONECT   11   12   12   13
CONECT   13   14   14   30
CONECT   14   15   37
CONECT   15   16   16   38
CONECT   16   17   39
CONECT   17   18   30   30
CONECT   18   19
CONECT   19   20   28   40
CONECT   20   21
CONECT   21   22   24   41
CONECT   22   23   42   43
CONECT   23   44
CONECT   24   25   26   45
CONECT   25   46
CONECT   26   27   28   47
CONECT   27   48
CONECT   28   29   49
CONECT   29   50
CONECT   30   31
CONECT   31   32   32
END

HMDB0032877
     RDKit          3D
Glucorhein
 50 53  0  0  0  0  0  0  0  0999 V2000
    8.0730   -0.4133    0.5827 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3094    0.4874    0.9883 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8363    1.5912    1.6159 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8799    0.3383    0.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0439    1.3321    1.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6567    1.2042    1.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9141    2.2351    1.5157 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1436    0.0889    0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9912   -0.9207   -0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3466   -0.7758    0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4457   -2.1012   -0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010   -3.0051   -1.1251 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0122   -2.2642   -0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4657   -3.3560   -1.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1063   -3.5046   -1.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7326   -2.5052   -1.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2236   -1.3918   -0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9939   -0.3788   -0.2069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3752   -0.2091   -0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8287   -0.0242    1.0453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1315    0.3934    1.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3716    0.7446    2.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6680    1.1828    2.8426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4680    1.6007    0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8337    1.8280    0.4208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0561    1.4155   -1.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7839    0.4078   -1.7214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6132    1.0346   -1.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1184    0.7829   -2.3682 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1512   -1.2831   -0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7209   -0.0978    0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9213    0.7821    0.5741 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1060    2.4393    1.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4631    2.1956    1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574    2.3498    1.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0274   -1.5468   -0.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1253   -4.1429   -1.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2935   -4.3892   -2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7888   -2.6561   -1.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8274   -1.0871   -0.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8370   -0.4165    0.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6628    1.5304    2.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1610   -0.1383    3.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2697    0.3902    2.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8965    2.4719    0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3383    1.3616   -0.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1579    2.3746   -1.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9099    0.6605   -2.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0258    1.8488   -0.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5313    1.5355   -2.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 17 30  2  0
 30 31  1  0
 31 32  2  0
 10  4  1  0
 30 13  1  0
 31  8  1  0
 28 19  1  0
  3 33  1  0
  5 34  1  0
  7 35  1  0
 10 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 19 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
 25 46  1  0
 26 47  1  0
 27 48  1  0
 28 49  1  0
 29 50  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
8-Glucosylrhein	HMDB
Glucorein	HMDB
Rhein-8-glucoside calcium salt	HMDB
4-Hydroxy-9,10-dioxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracene-2-carboxylate	Generator

Chemical Formula

C₂₁H₁₈O₁₁

Average Molecular Weight

446.361

Monoisotopic Molecular Weight

446.084911418

IUPAC Name

4-hydroxy-9,10-dioxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracene-2-carboxylic acid

Traditional Name

4-hydroxy-9,10-dioxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-2-carboxylic acid

CAS Registry Number

34298-86-7

SMILES

OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(C=C(C=C2O)C(O)=O)C3=O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C21H18O11/c22-6-12-16(25)18(27)19(28)21(32-12)31-11-3-1-2-8-14(11)17(26)13-9(15(8)24)4-7(20(29)30)5-10(13)23/h1-5,12,16,18-19,21-23,25,27-28H,6H2,(H,29,30)

InChI Key

WYKUTTFFZMQCGO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthracenecarboxylic acids. These are organic compounds containing a carboxylic acid group attached to an anthracene ring system.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Anthracenes

Sub Class

Anthracenecarboxylic acids and derivatives

Direct Parent

Anthracenecarboxylic acids

Alternative Parents

Substituents

Anthracene carboxylic acid
9,10-anthraquinone
Anthraquinone
Phenolic glycoside
2-naphthalenecarboxylic acid
2-naphthalenecarboxylic acid or derivatives
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Hydroxybenzoic acid
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Oxane
Monosaccharide
Vinylogous acid
Secondary alcohol
Ketone
Organoheterocyclic compound
Polyol
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Carboxylic acid
Primary alcohol
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032877)
Cytoplasm (HMDB: HMDB0032877)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032877)

Source

Exogenous

Food

Food (HMDB: HMDB0032877)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0032877)

Not Available

Nutrient (HMDB: HMDB0032877)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	260 - 266 °C	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
Water Solubility	2.52 g/L	ALOGPS
logP	-0.68	ALOGPS
logP	0.35	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	3.4	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	191.05 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	104.51 m³·mol⁻¹	ChemAxon
Polarizability	41.96 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	203.653	31661259
DarkChem	[M-H]-	199.407	31661259
DeepCCS	[M+H]+	199.006	30932474
DeepCCS	[M-H]-	196.611	30932474
DeepCCS	[M-2H]-	229.535	30932474
DeepCCS	[M+Na]+	204.965	30932474
AllCCS	[M+H]+	200.0	32859911
AllCCS	[M+H-H2O]+	197.8	32859911
AllCCS	[M+NH4]+	202.1	32859911
AllCCS	[M+Na]+	202.7	32859911
AllCCS	[M-H]-	196.5	32859911
AllCCS	[M+Na-2H]-	196.7	32859911
AllCCS	[M+HCOO]-	197.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glucorhein	OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(C=C(C=C2O)C(O)=O)C3=O)C(O)C(O)C1O	4940.6	Standard polar	33892256
Glucorhein	OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(C=C(C=C2O)C(O)=O)C3=O)C(O)C(O)C1O	3725.8	Standard non polar	33892256
Glucorhein	OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(C=C(C=C2O)C(O)=O)C3=O)C(O)C(O)C1O	4177.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glucorhein,1TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O)C(O)C1O	4026.9	Semi standard non polar	33892256
Glucorhein,1TMS,isomer #2	C[Si](C)(C)OC1=CC(C(=O)O)=CC2=C1C(=O)C1=C(OC3OC(CO)C(O)C(O)C3O)C=CC=C1C2=O	4050.4	Semi standard non polar	33892256
Glucorhein,1TMS,isomer #3	C[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O)C4O)C=CC=C3C(=O)C2=C1	3987.0	Semi standard non polar	33892256
Glucorhein,1TMS,isomer #4	C[Si](C)(C)OC1C(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)OC(CO)C(O)C1O	3979.1	Semi standard non polar	33892256
Glucorhein,1TMS,isomer #5	C[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C1O	3971.8	Semi standard non polar	33892256
Glucorhein,1TMS,isomer #6	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O)C1O	3985.5	Semi standard non polar	33892256
Glucorhein,2TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C)C=C(C(=O)O)C=C2C3=O)C(O)C(O)C1O	3919.8	Semi standard non polar	33892256
Glucorhein,2TMS,isomer #10	C[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4O)C=CC=C3C(=O)C2=C1	3828.0	Semi standard non polar	33892256
Glucorhein,2TMS,isomer #11	C[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4O)C=CC=C3C(=O)C2=C1	3818.1	Semi standard non polar	33892256
Glucorhein,2TMS,isomer #12	C[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O)C4O[Si](C)(C)C)C=CC=C3C(=O)C2=C1	3809.3	Semi standard non polar	33892256
Glucorhein,2TMS,isomer #13	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O[Si](C)(C)C)C1O	3843.9	Semi standard non polar	33892256
Glucorhein,2TMS,isomer #14	C[Si](C)(C)OC1C(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)OC(CO)C(O)C1O[Si](C)(C)C	3845.3	Semi standard non polar	33892256
Glucorhein,2TMS,isomer #15	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O)C1O[Si](C)(C)C	3829.5	Semi standard non polar	33892256
Glucorhein,2TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O[Si](C)(C)C)C=C2C3=O)C(O)C(O)C1O	3843.8	Semi standard non polar	33892256
Glucorhein,2TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O[Si](C)(C)C)C(O)C1O	3875.3	Semi standard non polar	33892256
Glucorhein,2TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O)C(O[Si](C)(C)C)C1O	3852.5	Semi standard non polar	33892256
Glucorhein,2TMS,isomer #5	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O)C(O)C1O[Si](C)(C)C	3872.0	Semi standard non polar	33892256
Glucorhein,2TMS,isomer #6	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O)C4O)C=CC=C3C(=O)C2=C1	3903.5	Semi standard non polar	33892256
Glucorhein,2TMS,isomer #7	C[Si](C)(C)OC1=CC(C(=O)O)=CC2=C1C(=O)C1=C(OC3OC(CO)C(O[Si](C)(C)C)C(O)C3O)C=CC=C1C2=O	3924.6	Semi standard non polar	33892256
Glucorhein,2TMS,isomer #8	C[Si](C)(C)OC1=CC(C(=O)O)=CC2=C1C(=O)C1=C(OC3OC(CO)C(O)C(O[Si](C)(C)C)C3O)C=CC=C1C2=O	3886.7	Semi standard non polar	33892256
Glucorhein,2TMS,isomer #9	C[Si](C)(C)OC1=CC(C(=O)O)=CC2=C1C(=O)C1=C(OC3OC(CO)C(O)C(O)C3O[Si](C)(C)C)C=CC=C1C2=O	3917.7	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)C=C2C3=O)C(O)C(O)C1O	3794.2	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #10	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3811.9	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #11	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4O)C=CC=C3C(=O)C2=C1	3789.4	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #12	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4O)C=CC=C3C(=O)C2=C1	3761.2	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #13	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O)C4O[Si](C)(C)C)C=CC=C3C(=O)C2=C1	3775.4	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #14	C[Si](C)(C)OC1=CC(C(=O)O)=CC2=C1C(=O)C1=C(OC3OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)C=CC=C1C2=O	3806.5	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #15	C[Si](C)(C)OC1=CC(C(=O)O)=CC2=C1C(=O)C1=C(OC3OC(CO)C(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)C=CC=C1C2=O	3820.2	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #16	C[Si](C)(C)OC1=CC(C(=O)O)=CC2=C1C(=O)C1=C(OC3OC(CO)C(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C=CC=C1C2=O	3820.3	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #17	C[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)C=CC=C3C(=O)C2=C1	3719.0	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #18	C[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)C=CC=C3C(=O)C2=C1	3740.3	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #19	C[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=CC=C3C(=O)C2=C1	3732.8	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C)C=C(C(=O)O)C=C2C3=O)C(O[Si](C)(C)C)C(O)C1O	3853.3	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #20	C[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3796.6	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C)C=C(C(=O)O)C=C2C3=O)C(O)C(O[Si](C)(C)C)C1O	3813.5	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C)C=C(C(=O)O)C=C2C3=O)C(O)C(O)C1O[Si](C)(C)C	3846.5	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #5	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O[Si](C)(C)C)C=C2C3=O)C(O[Si](C)(C)C)C(O)C1O	3763.7	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #6	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O[Si](C)(C)C)C=C2C3=O)C(O)C(O[Si](C)(C)C)C1O	3748.5	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #7	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O[Si](C)(C)C)C=C2C3=O)C(O)C(O)C1O[Si](C)(C)C	3760.4	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #8	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3822.1	Semi standard non polar	33892256
Glucorhein,3TMS,isomer #9	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3851.7	Semi standard non polar	33892256
Glucorhein,4TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)C=C2C3=O)C(O[Si](C)(C)C)C(O)C1O	3740.7	Semi standard non polar	33892256
Glucorhein,4TMS,isomer #10	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3841.3	Semi standard non polar	33892256
Glucorhein,4TMS,isomer #11	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)C=CC=C3C(=O)C2=C1	3708.2	Semi standard non polar	33892256
Glucorhein,4TMS,isomer #12	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)C=CC=C3C(=O)C2=C1	3732.3	Semi standard non polar	33892256
Glucorhein,4TMS,isomer #13	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=CC=C3C(=O)C2=C1	3722.1	Semi standard non polar	33892256
Glucorhein,4TMS,isomer #14	C[Si](C)(C)OC1=CC(C(=O)O)=CC2=C1C(=O)C1=C(OC3OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C=CC=C1C2=O	3801.1	Semi standard non polar	33892256
Glucorhein,4TMS,isomer #15	C[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=CC=C3C(=O)C2=C1	3697.9	Semi standard non polar	33892256
Glucorhein,4TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)C=C2C3=O)C(O)C(O[Si](C)(C)C)C1O	3728.9	Semi standard non polar	33892256
Glucorhein,4TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)C=C2C3=O)C(O)C(O)C1O[Si](C)(C)C	3737.4	Semi standard non polar	33892256
Glucorhein,4TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C)C=C(C(=O)O)C=C2C3=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3811.2	Semi standard non polar	33892256
Glucorhein,4TMS,isomer #5	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C)C=C(C(=O)O)C=C2C3=O)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3839.9	Semi standard non polar	33892256
Glucorhein,4TMS,isomer #6	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C)C=C(C(=O)O)C=C2C3=O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3795.3	Semi standard non polar	33892256
Glucorhein,4TMS,isomer #7	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O[Si](C)(C)C)C=C2C3=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3719.2	Semi standard non polar	33892256
Glucorhein,4TMS,isomer #8	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O[Si](C)(C)C)C=C2C3=O)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3766.0	Semi standard non polar	33892256
Glucorhein,4TMS,isomer #9	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O[Si](C)(C)C)C=C2C3=O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3711.4	Semi standard non polar	33892256
Glucorhein,5TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)C=C2C3=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3714.7	Semi standard non polar	33892256
Glucorhein,5TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)C=C2C3=O)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3746.0	Semi standard non polar	33892256
Glucorhein,5TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)C=C2C3=O)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3706.5	Semi standard non polar	33892256
Glucorhein,5TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C)C=C(C(=O)O)C=C2C3=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3816.6	Semi standard non polar	33892256
Glucorhein,5TMS,isomer #5	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O[Si](C)(C)C)C=C2C3=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3744.4	Semi standard non polar	33892256
Glucorhein,5TMS,isomer #6	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=CC=C3C(=O)C2=C1	3698.1	Semi standard non polar	33892256
Glucorhein,6TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)C=C2C3=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3727.2	Semi standard non polar	33892256
Glucorhein,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O)C(O)C1O	4222.8	Semi standard non polar	33892256
Glucorhein,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(C(=O)O)=CC2=C1C(=O)C1=C(OC3OC(CO)C(O)C(O)C3O)C=CC=C1C2=O	4258.0	Semi standard non polar	33892256
Glucorhein,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O)C4O)C=CC=C3C(=O)C2=C1	4237.0	Semi standard non polar	33892256
Glucorhein,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)OC(CO)C(O)C1O	4220.5	Semi standard non polar	33892256
Glucorhein,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C1O	4219.5	Semi standard non polar	33892256
Glucorhein,1TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O)C1O	4237.9	Semi standard non polar	33892256
Glucorhein,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=C(C(=O)O)C=C2C3=O)C(O)C(O)C1O	4343.1	Semi standard non polar	33892256
Glucorhein,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)C=CC=C3C(=O)C2=C1	4329.5	Semi standard non polar	33892256
Glucorhein,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)C=CC=C3C(=O)C2=C1	4335.8	Semi standard non polar	33892256
Glucorhein,2TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C(=O)C2=C1	4306.8	Semi standard non polar	33892256
Glucorhein,2TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O[Si](C)(C)C(C)(C)C)C1O	4331.3	Semi standard non polar	33892256
Glucorhein,2TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)OC(CO)C(O)C1O[Si](C)(C)C(C)(C)C	4339.4	Semi standard non polar	33892256
Glucorhein,2TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O)C1O[Si](C)(C)C(C)(C)C	4324.3	Semi standard non polar	33892256
Glucorhein,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C2C3=O)C(O)C(O)C1O	4311.5	Semi standard non polar	33892256
Glucorhein,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	4332.7	Semi standard non polar	33892256
Glucorhein,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	4322.3	Semi standard non polar	33892256
Glucorhein,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	4330.6	Semi standard non polar	33892256
Glucorhein,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O)C4O)C=CC=C3C(=O)C2=C1	4366.2	Semi standard non polar	33892256
Glucorhein,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC(C(=O)O)=CC2=C1C(=O)C1=C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C3O)C=CC=C1C2=O	4371.2	Semi standard non polar	33892256
Glucorhein,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC(C(=O)O)=CC2=C1C(=O)C1=C(OC3OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C3O)C=CC=C1C2=O	4353.7	Semi standard non polar	33892256
Glucorhein,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC(C(=O)O)=CC2=C1C(=O)C1=C(OC3OC(CO)C(O)C(O)C3O[Si](C)(C)C(C)(C)C)C=CC=C1C2=O	4352.3	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C2C3=O)C(O)C(O)C1O	4437.9	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4474.3	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)C=CC=C3C(=O)C2=C1	4472.1	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)C=CC=C3C(=O)C2=C1	4479.6	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C(=O)C2=C1	4446.0	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1=CC(C(=O)O)=CC2=C1C(=O)C1=C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O)C=CC=C1C2=O	4464.9	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC1=CC(C(=O)O)=CC2=C1C(=O)C1=C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C3O[Si](C)(C)C(C)(C)C)C=CC=C1C2=O	4468.4	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #16	CC(C)(C)[Si](C)(C)OC1=CC(C(=O)O)=CC2=C1C(=O)C1=C(OC3OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)C=CC=C1C2=O	4479.9	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #17	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O)C=CC=C3C(=O)C2=C1	4430.9	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #18	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C(=O)C2=C1	4431.1	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #19	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C(=O)C2=C1	4447.5	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=C(C(=O)O)C=C2C3=O)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	4473.0	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #20	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	4461.9	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=C(C(=O)O)C=C2C3=O)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	4471.1	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=C(C(=O)O)C=C2C3=O)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	4475.9	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C2C3=O)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	4418.2	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C2C3=O)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	4449.9	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C2C3=O)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	4428.0	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	4475.4	Semi standard non polar	33892256
Glucorhein,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(O)C=C(C(=O)O)C=C2C3=O)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	4510.7	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 - Glucorhein GC-MS (Non-derivatized) - 70eV, Positive	splash10-005i-7923800000-102cce76e505d10c5e68	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glucorhein GC-MS (3 TMS) - 70eV, Positive	splash10-0002-4630129000-ed30f2d4f1fd0c2c71c0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glucorhein GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glucorhein 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 - Glucorhein 10V, Positive-QTOF	splash10-002s-0060900000-23a799dee51aebde72da	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucorhein 20V, Positive-QTOF	splash10-000i-0190100000-5eaa70012466f290307c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucorhein 40V, Positive-QTOF	splash10-000f-2290000000-5d90ca23ac5af42475ae	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucorhein 10V, Negative-QTOF	splash10-000t-1151900000-acdb0e341fe4a9ac36d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucorhein 20V, Negative-QTOF	splash10-001r-1092200000-de48c52bb0dbace88018	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucorhein 40V, Negative-QTOF	splash10-0019-2090000000-4f0c896ed0afe41629b9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucorhein 10V, Positive-QTOF	splash10-0002-0140900000-fcda42c5bb4a3dbcbdb1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucorhein 20V, Positive-QTOF	splash10-000j-1195800000-5f538b2ad70e4771c307	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucorhein 40V, Positive-QTOF	splash10-00kr-8292000000-1a4b7f8b11f023a20a37	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucorhein 10V, Negative-QTOF	splash10-0002-0060900000-3a0a669a528a417395c7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucorhein 20V, Negative-QTOF	splash10-00ss-2092400000-c5860913093c69c58580	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucorhein 40V, Negative-QTOF	splash10-001c-3090000000-0049a3cc2ff18a914a5d	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB010857

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

14345558

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Glucorhein (HMDB0032877)

MOL for HMDB0032877 (Glucorhein)

3D MOL for HMDB0032877 (Glucorhein)

3D SDF for HMDB0032877 (Glucorhein)

3D-SDF for HMDB0032877 (Glucorhein)

PDB for HMDB0032877 (Glucorhein)

3D PDB for HMDB0032877 (Glucorhein)

SMILES for HMDB0032877 (Glucorhein)

INCHI for HMDB0032877 (Glucorhein)

Structure for HMDB0032877 (Glucorhein)

3D Structure for HMDB0032877 (Glucorhein)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra