Showing metabocard for Trans-2,3-Dihydroxycinnamate (MMDBc0030100)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:53:54 UTC
Update Date2024-04-30 19:44:39 UTC
Metabolite IDMMDBc0030100
Metabolite Identification
Common NameTrans-2,3-Dihydroxycinnamate
DescriptionTrans-2,3-dihydroxycinnamate is a member of the chemical class known as Hydroxycinnamic Acid Derivatives. These are compounds containing an cinnamic acid derivative where the benzene ring is hydroxylated.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fdb48ab6f28>

Structure #1
  Mrv0541 02241207042D          

 13 13  0  0  0  0            999 V2000
    1.4289    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  4  0  0  0
  5  8  1  0  0  0  0
  6  9  2  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  2  0  0  0  0
  8 12  1  0  0  0  0
  9 13  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fdb48ab6f28>

HMDB0032057
     RDKit          3D
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid
 21 21  0  0  0  0  0  0  0  0999 V2000
    4.5779   -1.0118    0.1197 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6303   -0.2031    0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8794    1.1355   -0.2828 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450   -0.6094    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2290    0.2180    0.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1681   -0.1354    0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5396   -1.4212    0.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8724   -1.7939    0.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8691   -0.8565    0.6338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5169    0.4136    0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5080    1.3767    0.2090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1700    0.7944    0.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9130    2.1197   -0.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4509    1.8112    0.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0732   -1.6438    0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5316    1.2515   -0.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2042   -2.1872    0.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1167   -2.8109    0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9037   -1.1916    0.7806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2642    2.3164   -0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0203    2.4276   -0.2722 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  3
  5  6  1  0
  6  7  2  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
 12  6  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  7 17  1  0
  8 18  1  0
  9 19  1  0
 11 20  1  0
 13 21  1  0
M  END
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3D SDF for #<Metabolite:0x00007fdb48ab6f28>

Structure #1
  Mrv0541 02241207042D          

 13 13  0  0  0  0            999 V2000
    1.4289    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  4  0  0  0
  5  8  1  0  0  0  0
  6  9  2  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  2  0  0  0  0
  8 12  1  0  0  0  0
  9 13  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030100

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)C=CC1=C(O)C(O)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H8O4/c10-7-3-1-2-6(9(7)13)4-5-8(11)12/h1-5,10,13H,(H,11,12)

> <INCHI_KEY>
SIUKXCMDYPYCLH-UHFFFAOYSA-N

> <FORMULA>
C9H8O4

> <MOLECULAR_WEIGHT>
180.1574

> <EXACT_MASS>
180.042258744

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
17.206767968889352

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2,3-dihydroxyphenyl)prop-2-enoic acid

> <ALOGPS_LOGP>
1.66

> <JCHEM_LOGP>
1.5289556166666665

> <ALOGPS_LOGS>
-2.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.256930702032596

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.874459698956981

> <JCHEM_PKA_STRONGEST_BASIC>
-6.301002878847684

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
47.0217

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.66e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dihydroxycinnamic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007fdb48ab6f28>

HMDB0032057
     RDKit          3D
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid
 21 21  0  0  0  0  0  0  0  0999 V2000
    4.5779   -1.0118    0.1197 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6303   -0.2031    0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8794    1.1355   -0.2828 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450   -0.6094    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2290    0.2180    0.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1681   -0.1354    0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5396   -1.4212    0.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8724   -1.7939    0.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8691   -0.8565    0.6338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5169    0.4136    0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5080    1.3767    0.2090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1700    0.7944    0.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9130    2.1197   -0.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4509    1.8112    0.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0732   -1.6438    0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5316    1.2515   -0.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2042   -2.1872    0.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1167   -2.8109    0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9037   -1.1916    0.7806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2642    2.3164   -0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0203    2.4276   -0.2722 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  3
  5  6  1  0
  6  7  2  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
 12  6  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  7 17  1  0
  8 18  1  0
  9 19  1  0
 11 20  1  0
 13 21  1  0
M  END
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PDB for #<Metabolite:0x00007fdb48ab6f28>

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   0.000   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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -5.335   0.000   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    6                                                       
CONECT    3    1    7                                                       
CONECT    4    5    6                                                       
CONECT    5    4    8                                                       
CONECT    6    2    4    9                                                  
CONECT    7    3    9   10                                                  
CONECT    8    5   11   12                                                  
CONECT    9    6    7   13                                                  
CONECT   10    7                                                            
CONECT   11    8                                                            
CONECT   12    8                                                            
CONECT   13    9                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for #<Metabolite:0x00007fdb48ab6f28>

COMPND    HMDB0032057
HETATM    1  O1  UNL     1       4.578  -1.012   0.120  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.630  -0.203   0.018  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.879   1.135  -0.283  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.245  -0.609   0.206  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.229   0.218   0.106  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.168  -0.135   0.283  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.540  -1.421   0.582  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.872  -1.794   0.759  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.869  -0.856   0.634  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.517   0.414   0.340  1.00  0.00           C  
HETATM   11  O3  UNL     1      -3.508   1.377   0.209  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.170   0.794   0.160  1.00  0.00           C  
HETATM   13  O4  UNL     1      -0.913   2.120  -0.139  1.00  0.00           O  
HETATM   14  H1  UNL     1       3.451   1.811   0.337  1.00  0.00           H  
HETATM   15  H2  UNL     1       2.073  -1.644   0.437  1.00  0.00           H  
HETATM   16  H3  UNL     1       1.532   1.252  -0.135  1.00  0.00           H  
HETATM   17  H4  UNL     1       0.204  -2.187   0.689  1.00  0.00           H  
HETATM   18  H5  UNL     1      -2.117  -2.811   0.991  1.00  0.00           H  
HETATM   19  H6  UNL     1      -3.904  -1.192   0.781  1.00  0.00           H  
HETATM   20  H7  UNL     1      -3.264   2.316  -0.007  1.00  0.00           H  
HETATM   21  H8  UNL     1       0.020   2.428  -0.272  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   14
CONECT    4    5    5   15
CONECT    5    6   16
CONECT    6    7    7   12
CONECT    7    8   17
CONECT    8    9    9   18
CONECT    9   10   19
CONECT   10   11   12   12
CONECT   11   20
CONECT   12   13
CONECT   13   21
END
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SMILES for #<Metabolite:0x00007fdb48ab6f28>

OC(=O)C=CC1=C(O)C(O)=CC=C1
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INCHI for #<Metabolite:0x00007fdb48ab6f28>

InChI=1S/C9H8O4/c10-7-3-1-2-6(9(7)13)4-5-8(11)12/h1-5,10,13H,(H,11,12)
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Synonyms
ValueSource
3-(2,3-Dihydroxyphenyl)-2-propenoic acidChEBI
3-(2,3-Dihydroxyphenyl)acrylic acidChEBI
3-(2,3-Dihydroxyphenyl)-2-propenoateGenerator
3-(2,3-Dihydroxyphenyl)acrylateGenerator
(e)-3-(2,3-Dihydroxyphenyl)-2-propenoateGenerator
ADPribose 2'-phosphateHMDB
APXHMDB
2,3-DihydroxycinnamateGenerator
Molecular FormulaC9H8O4
Average Mass180.1574
Monoisotopic Mass180.042258744
IUPAC Name3-(2,3-dihydroxyphenyl)prop-2-enoic acid
Traditional Name2,3-dihydroxycinnamic acid
CAS Registry Number31082-90-3
SMILES
OC(=O)C=CC1=C(O)C(O)=CC=C1
InChI Identifier
InChI=1S/C9H8O4/c10-7-3-1-2-6(9(7)13)4-5-8(11)12/h1-5,10,13H,(H,11,12)
InChI KeySIUKXCMDYPYCLH-UHFFFAOYSA-N