Showing metabocard for 3,4-Dihydroxyphenylglycol (MMDBc0029496)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:24:39 UTC
Update Date2022-08-31 10:32:41 UTC
Metabolite IDMMDBc0029496
Metabolite Identification
Common Name3,4-Dihydroxyphenylglycol
Description(S)-3,5-Dihydroxyphenylglycine or DHPG is a potent agonist of group metabotropic glutamate receptors (mGluRs). It is an intermediate in tyrosine metabolism.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f5a60211fd0>

3,4-Dihydroxyphenylglycol
  Mrv1652305261923582D          

 12 12  0  0  1  0            999 V2000
    2.8075    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2  7  1  0  0  0  0
  3 10  1  0  0  0  0
  4 12  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  2  0  0  0  0
 10 12  2  0  0  0  0
 11 12  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f5a60211fd0>

HMDB0000318
     RDKit          3D
3,4-Dihydroxyphenylglycol
 22 22  0  0  0  0  0  0  0  0999 V2000
   -1.9680    1.5600   -0.9772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5907    0.4590   -0.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7473    0.0040    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3139   -1.1023    1.4058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3560   -0.2157    0.3678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0715   -1.3672   -0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042   -1.5089   -0.6218 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3307   -0.5200   -0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6510   -0.6888   -0.7462 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9149    0.6285    0.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7828    1.6620    0.5312 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5746    0.7729    0.6153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6200    2.0789   -1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5984    0.7601   -0.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6841   -0.3243   -1.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7762    0.8242    1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5176   -1.8294    0.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6582   -2.1420   -0.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6816   -2.4385   -1.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3713   -0.0036   -0.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7592    1.6959    0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2888    1.6951    1.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12  5  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  4 17  1  0
  6 18  1  0
  7 19  1  0
  9 20  1  0
 11 21  1  0
 12 22  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f5a60211fd0>

3,4-Dihydroxyphenylglycol
  Mrv1652305261923582D          

 12 12  0  0  1  0            999 V2000
    2.8075    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2  7  1  0  0  0  0
  3 10  1  0  0  0  0
  4 12  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  2  0  0  0  0
 10 12  2  0  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029496

> <DATABASE_NAME>
MIME

> <SMILES>
OCC(O)C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H10O4/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8-12H,4H2

> <INCHI_KEY>
MTVWFVDWRVYDOR-UHFFFAOYSA-N

> <FORMULA>
C8H10O4

> <MOLECULAR_WEIGHT>
170.1626

> <EXACT_MASS>
170.057908808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
16.570604001863305

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(1,2-dihydroxyethyl)benzene-1,2-diol

> <ALOGPS_LOGP>
-0.72

> <JCHEM_LOGP>
-0.031569536666667

> <ALOGPS_LOGS>
-1.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.628439948439574

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.20999409215474

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9774649407240963

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
42.79820000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.67e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4-dihydroxyphenylglycol

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f5a60211fd0>

HMDB0000318
     RDKit          3D
3,4-Dihydroxyphenylglycol
 22 22  0  0  0  0  0  0  0  0999 V2000
   -1.9680    1.5600   -0.9772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5907    0.4590   -0.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7473    0.0040    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3139   -1.1023    1.4058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3560   -0.2157    0.3678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0715   -1.3672   -0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042   -1.5089   -0.6218 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3307   -0.5200   -0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6510   -0.6888   -0.7462 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9149    0.6285    0.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7828    1.6620    0.5312 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5746    0.7729    0.6153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6200    2.0789   -1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5984    0.7601   -0.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6841   -0.3243   -1.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7762    0.8242    1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5176   -1.8294    0.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6582   -2.1420   -0.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6816   -2.4385   -1.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3713   -0.0036   -0.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7592    1.6959    0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2888    1.6951    1.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12  5  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  4 17  1  0
  6 18  1  0
  7 19  1  0
  9 20  1  0
 11 21  1  0
 12 22  1  0
M  END
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PDB for #<Metabolite:0x00007f5a60211fd0>

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 3,4-Dihydroxyphenylglycol                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  O   UNK     0       5.241   2.695   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       7.908   4.235   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.907  -2.695   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       6.574  -4.235   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.574   1.925   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.574   0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.908   2.695   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.241  -0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.908  -0.385   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.241  -1.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.908  -1.925   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.574  -2.695   0.000  0.00  0.00           C+0
CONECT    1    5                                                            
CONECT    2    7                                                            
CONECT    3   10                                                            
CONECT    4   12                                                            
CONECT    5    1    6    7                                                  
CONECT    6    5    8    9                                                  
CONECT    7    2    5                                                       
CONECT    8    6   10                                                       
CONECT    9    6   11                                                       
CONECT   10    3    8   12                                                  
CONECT   11    9   12                                                       
CONECT   12    4   10   11                                                  
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for #<Metabolite:0x00007f5a60211fd0>

COMPND    HMDB0000318
HETATM    1  O1  UNL     1      -1.968   1.560  -0.977  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.591   0.459  -0.403  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.747   0.004   0.779  1.00  0.00           C  
HETATM    4  O2  UNL     1      -2.314  -1.102   1.406  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.356  -0.216   0.368  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.071  -1.367  -0.258  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.404  -1.509  -0.622  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.331  -0.520  -0.373  1.00  0.00           C  
HETATM    9  O3  UNL     1       3.651  -0.689  -0.746  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.915   0.628   0.249  1.00  0.00           C  
HETATM   11  O4  UNL     1       2.783   1.662   0.531  1.00  0.00           O  
HETATM   12  C8  UNL     1       0.575   0.773   0.615  1.00  0.00           C  
HETATM   13  H1  UNL     1      -2.620   2.079  -1.521  1.00  0.00           H  
HETATM   14  H2  UNL     1      -3.598   0.760  -0.081  1.00  0.00           H  
HETATM   15  H3  UNL     1      -2.684  -0.324  -1.174  1.00  0.00           H  
HETATM   16  H4  UNL     1      -1.776   0.824   1.524  1.00  0.00           H  
HETATM   17  H5  UNL     1      -2.518  -1.829   0.763  1.00  0.00           H  
HETATM   18  H6  UNL     1      -0.658  -2.142  -0.452  1.00  0.00           H  
HETATM   19  H7  UNL     1       1.682  -2.438  -1.112  1.00  0.00           H  
HETATM   20  H8  UNL     1       4.371  -0.004  -0.592  1.00  0.00           H  
HETATM   21  H9  UNL     1       3.759   1.696   0.328  1.00  0.00           H  
HETATM   22  H10 UNL     1       0.289   1.695   1.104  1.00  0.00           H  
CONECT    1    2   13
CONECT    2    3   14   15
CONECT    3    4    5   16
CONECT    4   17
CONECT    5    6    6   12
CONECT    6    7   18
CONECT    7    8    8   19
CONECT    8    9   10
CONECT    9   20
CONECT   10   11   12   12
CONECT   11   21
CONECT   12   22
END
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SMILES for #<Metabolite:0x00007f5a60211fd0>

OCC(O)C1=CC(O)=C(O)C=C1
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INCHI for #<Metabolite:0x00007f5a60211fd0>

InChI=1S/C8H10O4/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8-12H,4H2
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Synonyms
ValueSource
(3,4-Dihydroxyphenyl)ethylene glycolChEBI
1-(3,4-Dihydroxyphenyl)-1,2-ethanediolChEBI
2-Hydroxy-2-(3,4-dihydroxy)phenylethanolChEBI
3,4-Dihydroxyphenethyl glycolChEBI
3,4-Dihydroxyphenylethyl glycolChEBI
beta,3,4-Trihydroxy phenethyl alcoholChEBI
DHPGChEBI
Dihydroxyphenylethylene glycolChEBI
DOPEGChEBI
b,3,4-Trihydroxy phenethyl alcoholGenerator
Β,3,4-trihydroxy phenethyl alcoholGenerator
3,4-DihydroxyphenylethyleneglycolHMDB
4-(1,2-Dihydroxyethyl)-1,2-benzenediolHMDB
DL-3,4-DihydroxyphenylglycolHMDB
Dihydroxyphenylethylene glycol, (+-)-isomerHMDB
Dihydroxyphenylethylene glycol, (S)-isomerHMDB
DihydroxyphenylglycineHMDB
Molecular FormulaC8H10O4
Average Mass170.1626
Monoisotopic Mass170.057908808
IUPAC Name4-(1,2-dihydroxyethyl)benzene-1,2-diol
Traditional Name3,4-dihydroxyphenylglycol
CAS Registry Number28822-73-3
SMILES
OCC(O)C1=CC(O)=C(O)C=C1
InChI Identifier
InChI=1S/C8H10O4/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8-12H,4H2
InChI KeyMTVWFVDWRVYDOR-UHFFFAOYSA-N