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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2019-10-11 15:49:19 UTC

Update Date

2022-03-07 03:18:18 UTC

HMDB ID

HMDB0240537

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Isorhamnetin 3-sulfate

Description

Isorhamnetin 3-sulfate belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone. Based on a literature review very few articles have been published on Isorhamnetin 3-sulfate.

Structure

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


  Mrv1652310111917492D          

 27 29  0  0  0  0            999 V2000
    4.2868    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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  5  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
    2.0329   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -2.4750    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
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  7  2  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  3  1  0  0  0  0
 10  5  1  0  0  0  0
 11  4  1  0  0  0  0
 11  9  2  0  0  0  0
 12  6  2  0  0  0  0
 13 10  2  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15  7  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17  8  1  0  0  0  0
 18  9  1  0  0  0  0
 19 10  1  0  0  0  0
 20 14  2  0  0  0  0
 24  1  1  0  0  0  0
 24 11  1  0  0  0  0
 25 12  1  0  0  0  0
 25 15  1  0  0  0  0
 26 16  1  0  0  0  0
 27 21  1  0  0  0  0
 27 22  2  0  0  0  0
 27 23  2  0  0  0  0
 27 26  1  0  0  0  0
M  CHG  2  17  -1  18  -1
M  END

HMDB0240537
     RDKit          3D
Isorhamnetin 3-sulfate
 37 39  0  0  0  0  0  0  0  0999 V2000
    4.2809    0.2252    2.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0154   -1.1429    2.3560 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8757   -1.6285    1.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8766   -0.7586    1.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7444   -1.2245    0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3375   -0.4302    0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4631   -1.0511   -0.2417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4995   -0.4798   -0.7488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6454   -1.1711   -1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7413   -0.5579   -1.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8653   -1.3269   -2.0009 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.7447    0.8060   -1.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6257    1.5275   -1.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6470    2.8975   -1.7105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5204    0.8941   -0.9578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4066    1.6264   -0.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3590    2.8691   -0.7722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3199    0.9167   -0.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7969    1.6787    0.2703 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0121    1.9702   -0.9186 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.3102    2.3303   -0.2307 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1952    0.7739   -1.7989 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5886    3.2979   -1.8721 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6610   -2.6180    0.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6171   -3.4789    1.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7412   -2.9829    1.6296 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7233   -3.8590    2.0917 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.5838    0.6960    1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3515    0.7704    2.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0432    0.4186    3.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0154    0.2751    1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6717   -2.2446   -0.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6266    1.2531   -2.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4415    3.3688   -2.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1601    3.9515   -1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2183   -3.0311    0.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5411   -4.5612    0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  2  0
 20 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 18  6  2  0
 15  8  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  9 32  1  0
 12 33  1  0
 14 34  1  0
 23 35  1  0
 24 36  1  0
 25 37  1  0
M  CHG  2  11  -1  27  -1
M  END


  Mrv1652310111917492D          

 27 29  0  0  0  0            999 V2000
    4.2868    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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  5  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
    2.0329   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -2.4750    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
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  7  2  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  3  1  0  0  0  0
 10  5  1  0  0  0  0
 11  4  1  0  0  0  0
 11  9  2  0  0  0  0
 12  6  2  0  0  0  0
 13 10  2  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15  7  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17  8  1  0  0  0  0
 18  9  1  0  0  0  0
 19 10  1  0  0  0  0
 20 14  2  0  0  0  0
 24  1  1  0  0  0  0
 24 11  1  0  0  0  0
 25 12  1  0  0  0  0
 25 15  1  0  0  0  0
 26 16  1  0  0  0  0
 27 21  1  0  0  0  0
 27 22  2  0  0  0  0
 27 23  2  0  0  0  0
 27 26  1  0  0  0  0
M  CHG  2  17  -1  18  -1
M  END
> <DATABASE_ID>
HMDB0240537

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C([O-])C=CC(=C1)C1=C(OS(O)(=O)=O)C(=O)C2=C(O)C=C([O-])C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O10S/c1-24-11-4-7(2-3-9(11)18)15-16(26-27(21,22)23)14(20)13-10(19)5-8(17)6-12(13)25-15/h2-6,17-19H,1H3,(H,21,22,23)/p-2

> <INCHI_KEY>
CZFNXFXZXWDYMZ-UHFFFAOYSA-L

> <FORMULA>
C16H10O10S

> <MOLECULAR_WEIGHT>
394.31

> <EXACT_MASS>
394.000564856

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
34.54964308710024

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-2-(3-methoxy-4-oxidophenyl)-4-oxo-3-(sulfooxy)-4H-chromen-7-olate

> <ALOGPS_LOGP>
0.65

> <JCHEM_LOGP>
1.8268801736666669

> <ALOGPS_LOGS>
-3.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.357928335692482

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.4200803152786383

> <JCHEM_PKA_STRONGEST_BASIC>
-4.795171374738198

> <JCHEM_POLAR_SURFACE_AREA>
165.47999999999996

> <JCHEM_REFRACTIVITY>
112.43690000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.00e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-2-(3-methoxy-4-oxidophenyl)-4-oxo-3-(sulfooxy)chromen-7-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240537
     RDKit          3D
Isorhamnetin 3-sulfate
 37 39  0  0  0  0  0  0  0  0999 V2000
    4.2809    0.2252    2.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0154   -1.1429    2.3560 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8757   -1.6285    1.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8766   -0.7586    1.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7444   -1.2245    0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3375   -0.4302    0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4631   -1.0511   -0.2417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4995   -0.4798   -0.7488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6454   -1.1711   -1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7413   -0.5579   -1.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8653   -1.3269   -2.0009 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.7447    0.8060   -1.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6257    1.5275   -1.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6470    2.8975   -1.7105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5204    0.8941   -0.9578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4066    1.6264   -0.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3590    2.8691   -0.7722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3199    0.9167   -0.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7969    1.6787    0.2703 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0121    1.9702   -0.9186 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.3102    2.3303   -0.2307 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1952    0.7739   -1.7989 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5886    3.2979   -1.8721 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6610   -2.6180    0.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6171   -3.4789    1.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7412   -2.9829    1.6296 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7233   -3.8590    2.0917 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.5838    0.6960    1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3515    0.7704    2.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0432    0.4186    3.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0154    0.2751    1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6717   -2.2446   -0.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6266    1.2531   -2.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4415    3.3688   -2.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1601    3.9515   -1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2183   -3.0311    0.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5411   -4.5612    0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  2  0
 20 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 18  6  2  0
 15  8  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  9 32  1  0
 12 33  1  0
 14 34  1  0
 23 35  1  0
 24 36  1  0
 25 37  1  0
M  CHG  2  11  -1  27  -1
M  END

HEADER    PROTEIN                                 11-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-OCT-19         0                                  
HETATM    1  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   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       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O-1
HETATM   18  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O-1
HETATM   19  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.795  -4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.875  -4.620   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.335  -6.160   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   27  S   UNK     0       5.335  -4.620   0.000  0.00  0.00           S+0
CONECT    1   24                                                            
CONECT    2    3    7                                                       
CONECT    3    2    9                                                       
CONECT    4    7   11                                                       
CONECT    5    8   10                                                       
CONECT    6    8   12                                                       
CONECT    7    2    4   15                                                  
CONECT    8    5    6   17                                                  
CONECT    9    3   11   18                                                  
CONECT   10    5   13   19                                                  
CONECT   11    4    9   24                                                  
CONECT   12    6   13   25                                                  
CONECT   13   10   12   14                                                  
CONECT   14   13   16   20                                                  
CONECT   15    7   16   25                                                  
CONECT   16   14   15   26                                                  
CONECT   17    8                                                            
CONECT   18    9                                                            
CONECT   19   10                                                            
CONECT   20   14                                                            
CONECT   21   27                                                            
CONECT   22   27                                                            
CONECT   23   27                                                            
CONECT   24    1   11                                                       
CONECT   25   12   15                                                       
CONECT   26   16   27                                                       
CONECT   27   21   22   23   26                                             
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0240537
HETATM    1  C1  UNL     1       4.281   0.225   2.550  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.015  -1.143   2.356  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.876  -1.629   1.756  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.877  -0.759   1.285  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.744  -1.224   0.688  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.338  -0.430   0.128  1.00  0.00           C  
HETATM    7  O2  UNL     1      -1.463  -1.051  -0.242  1.00  0.00           O  
HETATM    8  C6  UNL     1      -2.500  -0.480  -0.749  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.645  -1.171  -1.116  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.741  -0.558  -1.654  1.00  0.00           C  
HETATM   11  O3  UNL     1      -5.865  -1.327  -2.001  1.00  0.00           O1-
HETATM   12  C9  UNL     1      -4.745   0.806  -1.854  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.626   1.527  -1.502  1.00  0.00           C  
HETATM   14  O4  UNL     1      -3.647   2.898  -1.710  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.520   0.894  -0.958  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.407   1.626  -0.610  1.00  0.00           C  
HETATM   17  O5  UNL     1      -1.359   2.869  -0.772  1.00  0.00           O  
HETATM   18  C13 UNL     1      -0.320   0.917  -0.063  1.00  0.00           C  
HETATM   19  O6  UNL     1       0.797   1.679   0.270  1.00  0.00           O  
HETATM   20  S1  UNL     1       2.012   1.970  -0.919  1.00  0.00           S  
HETATM   21  O7  UNL     1       3.310   2.330  -0.231  1.00  0.00           O  
HETATM   22  O8  UNL     1       2.195   0.774  -1.799  1.00  0.00           O  
HETATM   23  O9  UNL     1       1.589   3.298  -1.872  1.00  0.00           O  
HETATM   24  C14 UNL     1       0.661  -2.618   0.587  1.00  0.00           C  
HETATM   25  C15 UNL     1       1.617  -3.479   1.037  1.00  0.00           C  
HETATM   26  C16 UNL     1       2.741  -2.983   1.630  1.00  0.00           C  
HETATM   27  O10 UNL     1       3.723  -3.859   2.092  1.00  0.00           O1-
HETATM   28  H1  UNL     1       4.584   0.696   1.596  1.00  0.00           H  
HETATM   29  H2  UNL     1       3.352   0.770   2.886  1.00  0.00           H  
HETATM   30  H3  UNL     1       5.043   0.419   3.307  1.00  0.00           H  
HETATM   31  H4  UNL     1       2.015   0.275   1.427  1.00  0.00           H  
HETATM   32  H5  UNL     1      -3.672  -2.245  -0.971  1.00  0.00           H  
HETATM   33  H6  UNL     1      -5.627   1.253  -2.280  1.00  0.00           H  
HETATM   34  H7  UNL     1      -4.442   3.369  -2.104  1.00  0.00           H  
HETATM   35  H8  UNL     1       1.160   3.952  -1.263  1.00  0.00           H  
HETATM   36  H9  UNL     1      -0.218  -3.031   0.122  1.00  0.00           H  
HETATM   37  H10 UNL     1       1.541  -4.561   0.952  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4   26
CONECT    4    5   31
CONECT    5    6   24   24
CONECT    6    7   18   18
CONECT    7    8
CONECT    8    9    9   15
CONECT    9   10   32
CONECT   10   11   12   12
CONECT   12   13   33
CONECT   13   14   15   15
CONECT   14   34
CONECT   15   16
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20
CONECT   20   21   21   22   22
CONECT   20   23
CONECT   23   35
CONECT   24   25   36
CONECT   25   26   26   37
CONECT   26   27
END

HMDB0240537
     RDKit          3D
Isorhamnetin 3-sulfate
 37 39  0  0  0  0  0  0  0  0999 V2000
    4.2809    0.2252    2.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0154   -1.1429    2.3560 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8757   -1.6285    1.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8766   -0.7586    1.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7444   -1.2245    0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3375   -0.4302    0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4631   -1.0511   -0.2417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4995   -0.4798   -0.7488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6454   -1.1711   -1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7413   -0.5579   -1.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8653   -1.3269   -2.0009 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.7447    0.8060   -1.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6257    1.5275   -1.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6470    2.8975   -1.7105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5204    0.8941   -0.9578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4066    1.6264   -0.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3590    2.8691   -0.7722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3199    0.9167   -0.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7969    1.6787    0.2703 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0121    1.9702   -0.9186 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.3102    2.3303   -0.2307 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1952    0.7739   -1.7989 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5886    3.2979   -1.8721 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6610   -2.6180    0.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6171   -3.4789    1.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7412   -2.9829    1.6296 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7233   -3.8590    2.0917 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.5838    0.6960    1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3515    0.7704    2.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0432    0.4186    3.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0154    0.2751    1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6717   -2.2446   -0.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6266    1.2531   -2.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4415    3.3688   -2.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1601    3.9515   -1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2183   -3.0311    0.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5411   -4.5612    0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  2  0
 20 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 18  6  2  0
 15  8  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  9 32  1  0
 12 33  1  0
 14 34  1  0
 23 35  1  0
 24 36  1  0
 25 37  1  0
M  CHG  2  11  -1  27  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Isorhamnetin 3-sulfuric acid	Generator
Isorhamnetin 3-sulphate	Generator
Isorhamnetin 3-sulphuric acid	Generator

Chemical Formula

C₁₆H₁₀O₁₀S

Average Molecular Weight

394.31

Monoisotopic Molecular Weight

394.000564856

IUPAC Name

5-hydroxy-2-(3-methoxy-4-oxidophenyl)-4-oxo-3-(sulfooxy)-4H-chromen-7-olate

Traditional Name

5-hydroxy-2-(3-methoxy-4-oxidophenyl)-4-oxo-3-(sulfooxy)chromen-7-olate

CAS Registry Number

Not Available

SMILES

COC1=C([O-])C=CC(=C1)C1=C(OS(O)(=O)=O)C(=O)C2=C(O)C=C([O-])C=C2O1

InChI Identifier

InChI=1S/C16H12O10S/c1-24-11-4-7(2-3-9(11)18)15-16(26-27(21,22)23)14(20)13-10(19)5-8(17)6-12(13)25-15/h2-6,17-19H,1H3,(H,21,22,23)/p-2

InChI Key

CZFNXFXZXWDYMZ-UHFFFAOYSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

3'-O-methylated flavonoids

Alternative Parents

Substituents

3p-methoxyflavonoid-skeleton
Hydroxyflavonoid
Flavone
5-hydroxyflavonoid
7-hydroxyflavonoid
Chromone
1-benzopyran
Arylsulfate
Benzopyran
Phenoxy compound
Phenol ether
Anisole
Methoxybenzene
1-hydroxy-4-unsubstituted benzenoid
Phenoxide
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Monocyclic benzene moiety
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Pyran
Vinylogous acid
Organic sulfuric acid or derivatives
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organic oxide
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a flavonol derivative (CPD-10900 )

Ontology

Not Available

Urine (PMID: 32966057)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Source

Exogenous

Food

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0240537)

Coffee and coffee product

Coffee product

Coffee products (HMDB: HMDB0240537)

Tea

Tea products (HMDB: HMDB0240537)

Fat and oil

Olive oil (HMDB: HMDB0240537)

Fruit

Fruits (HMDB: HMDB0240537)

Vegetable

Vegetables (HMDB: HMDB0240537)

Legumes (HMDB: HMDB0240537)

Cereal and cereal product

Cereal product

Whole grain cereal products (HMDB: HMDB0240537)

Nut

Nuts (HMDB: HMDB0240537)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0240537)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.65	ALOGPS
logP	1.83	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	-2.4	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	165.48 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	112.44 m³·mol⁻¹	ChemAxon
Polarizability	34.55 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	187.592	30932474
DeepCCS	[M-H]-	185.196	30932474
DeepCCS	[M-2H]-	218.079	30932474
DeepCCS	[M+Na]+	193.505	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isorhamnetin 3-sulfate	COC1=C([O-])C=CC(=C1)C1=C(OS(O)(=O)=O)C(=O)C2=C(O)C=C([O-])C=C2O1	5549.0	Standard polar	33892256
Isorhamnetin 3-sulfate	COC1=C([O-])C=CC(=C1)C1=C(OS(O)(=O)=O)C(=O)C2=C(O)C=C([O-])C=C2O1	3181.8	Standard non polar	33892256
Isorhamnetin 3-sulfate	COC1=C([O-])C=CC(=C1)C1=C(OS(O)(=O)=O)C(=O)C2=C(O)C=C([O-])C=C2O1	3691.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isorhamnetin 3-sulfate,1TMS,isomer #1	COC1=CC(C2=C(OS(=O)(=O)O)C(=O)C3=C(O[Si](C)(C)C)C=C([O-])C=C3O2)=CC=C1[O-]	3362.8	Semi standard non polar	33892256
Isorhamnetin 3-sulfate,1TMS,isomer #2	COC1=CC(C2=C(OS(=O)(=O)O[Si](C)(C)C)C(=O)C3=C(O)C=C([O-])C=C3O2)=CC=C1[O-]	3411.1	Semi standard non polar	33892256
Isorhamnetin 3-sulfate,2TMS,isomer #1	COC1=CC(C2=C(OS(=O)(=O)O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C([O-])C=C3O2)=CC=C1[O-]	3387.1	Semi standard non polar	33892256
Isorhamnetin 3-sulfate,2TMS,isomer #1	COC1=CC(C2=C(OS(=O)(=O)O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C([O-])C=C3O2)=CC=C1[O-]	3542.8	Standard non polar	33892256
Isorhamnetin 3-sulfate,2TMS,isomer #1	COC1=CC(C2=C(OS(=O)(=O)O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C([O-])C=C3O2)=CC=C1[O-]	4336.5	Standard polar	33892256
Isorhamnetin 3-sulfate,1TBDMS,isomer #1	COC1=CC(C2=C(OS(=O)(=O)O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C([O-])C=C3O2)=CC=C1[O-]	3626.8	Semi standard non polar	33892256
Isorhamnetin 3-sulfate,1TBDMS,isomer #2	COC1=CC(C2=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C([O-])C=C3O2)=CC=C1[O-]	3680.4	Semi standard non polar	33892256
Isorhamnetin 3-sulfate,2TBDMS,isomer #1	COC1=CC(C2=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C([O-])C=C3O2)=CC=C1[O-]	3896.6	Semi standard non polar	33892256
Isorhamnetin 3-sulfate,2TBDMS,isomer #1	COC1=CC(C2=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C([O-])C=C3O2)=CC=C1[O-]	4117.7	Standard non polar	33892256
Isorhamnetin 3-sulfate,2TBDMS,isomer #1	COC1=CC(C2=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C([O-])C=C3O2)=CC=C1[O-]	4314.7	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhamnetin 3-sulfate 10V, Negative-QTOF	splash10-0002-0009000000-96fd3abed02c84b2ab99	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhamnetin 3-sulfate 20V, Negative-QTOF	splash10-0002-0309000000-3a9e57c37b2ea4e5887e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhamnetin 3-sulfate 40V, Negative-QTOF	splash10-0htl-1913000000-d239219f20a745e73c3f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhamnetin 3-sulfate 10V, Positive-QTOF	splash10-0002-0009000000-abf928aa266203c54ada	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhamnetin 3-sulfate 20V, Positive-QTOF	splash10-0002-0009000000-77006a160ecff3a8a99c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhamnetin 3-sulfate 40V, Positive-QTOF	splash10-0udj-1914000000-776503d2e3a8766dc678	2021-09-24	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

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093730

KNApSAcK ID

Not Available

Chemspider ID

24808222

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44123491

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Isorhamnetin 3-sulfate (HMDB0240537)

MOL for HMDB0240537 (Isorhamnetin 3-sulfate)

3D MOL for HMDB0240537 (Isorhamnetin 3-sulfate)

3D SDF for HMDB0240537 (Isorhamnetin 3-sulfate)

3D-SDF for HMDB0240537 (Isorhamnetin 3-sulfate)

PDB for HMDB0240537 (Isorhamnetin 3-sulfate)

3D PDB for HMDB0240537 (Isorhamnetin 3-sulfate)

SMILES for HMDB0240537 (Isorhamnetin 3-sulfate)

INCHI for HMDB0240537 (Isorhamnetin 3-sulfate)

Structure for HMDB0240537 (Isorhamnetin 3-sulfate)

3D Structure for HMDB0240537 (Isorhamnetin 3-sulfate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

MS/MS Spectra