Showing metabocard for salicylate (MMDBc0054663)

Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-06-05 23:23:14 UTC
Update Date2025-10-07 16:08:37 UTC
Metabolite IDMMDBc0054663
Metabolite Identification
Common Namesalicylate
DescriptionSalicylate is a phenolic compound belonging to the chemical class of salicylates, which are characterized by a hydroxyl group (-OH) attached to a benzene ring that is also substituted with a carboxyl group (-COOH). This structure enables salicylate to participate in various biochemical pathways, including its role as a signaling molecule in plant defense mechanisms. Salicylate is involved in the regulation of plant immunity, particularly in photorespiration-related processes, where it interacts with other plant hormones like jasmonates and reactive oxygen species to enhance defensive responses (PMID:41043372 ). Additionally, salicylate's interactions at the molecular level can influence the properties of micelles formed by surfactants, as demonstrated in studies examining the electrical double layer effects upon the addition of sodium salicylate (PMID:41045217 ). Its unique chemical structure and reactivity contribute to its diverse biological functions and its significance in both plant physiology and chemical interactions in various environments.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f2a91219f68>


  Mrv1533004241519152D          

 10 10  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
   -0.0000    0.0000    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    1.2375    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    2.0625    0.0000 C   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
   -0.7145    1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  4 10  1  0  0  0  0
M  CHG  1  10  -1
M  END
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3D MOL for #<Metabolite:0x00007f2a91219f68>

HMDB0302214
     RDKit          3D
Salicylates
 15 15  0  0  0  0  0  0  0  0999 V2000
    2.4157    1.7621   -0.2366 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0300    0.5765   -0.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0030   -0.4035    0.0266 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6171    0.2707   -0.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1983   -1.0452    0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1434   -1.3727    0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0468   -0.3398    0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6540    0.9759   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3160    1.2744   -0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0654    2.6102   -0.3273 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.8807   -1.2572   -0.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9084   -1.8543    0.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4648   -2.4162    0.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1031   -0.5549    0.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3905    1.7739   -0.2101 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9  4  1  0
  3 11  1  0
  5 12  1  0
  6 13  1  0
  7 14  1  0
  8 15  1  0
M  CHG  1  10  -1
M  END
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3D SDF for #<Metabolite:0x00007f2a91219f68>


  Mrv1533004241519152D          

 10 10  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
   -0.0000    0.0000    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    1.2375    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    2.0625    0.0000 C   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
   -0.7145    1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  4 10  1  0  0  0  0
M  CHG  1  10  -1
M  END
> <DATABASE_ID>
MMDBc0054663

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)C1=CC=CC=C1[O-]

> <INCHI_IDENTIFIER>
InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)/p-1

> <INCHI_KEY>
YGSDEFSMJLZEOE-UHFFFAOYSA-M

> <FORMULA>
C7H5O3

> <MOLECULAR_WEIGHT>
137.115

> <EXACT_MASS>
137.024417601

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
12.466542398295577

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-carboxybenzen-1-olate

> <ALOGPS_LOGP>
1.09

> <JCHEM_LOGP>
1.977263402333333

> <ALOGPS_LOGS>
-0.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.228682517040586

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7897391795725692

> <JCHEM_PKA_STRONGEST_BASIC>
-6.285929432184692

> <JCHEM_POLAR_SURFACE_AREA>
60.36

> <JCHEM_REFRACTIVITY>
45.845400000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.82e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-carboxybenzenolate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f2a91219f68>

HMDB0302214
     RDKit          3D
Salicylates
 15 15  0  0  0  0  0  0  0  0999 V2000
    2.4157    1.7621   -0.2366 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0300    0.5765   -0.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0030   -0.4035    0.0266 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6171    0.2707   -0.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1983   -1.0452    0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1434   -1.3727    0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0468   -0.3398    0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6540    0.9759   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3160    1.2744   -0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0654    2.6102   -0.3273 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.8807   -1.2572   -0.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9084   -1.8543    0.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4648   -2.4162    0.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1031   -0.5549    0.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3905    1.7739   -0.2101 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9  4  1  0
  3 11  1  0
  5 12  1  0
  6 13  1  0
  7 14  1  0
  8 15  1  0
M  CHG  1  10  -1
M  END
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PDB for #<Metabolite:0x00007f2a91219f68>

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         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      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   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       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O-1
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    4                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for #<Metabolite:0x00007f2a91219f68>

COMPND    HMDB0302214
HETATM    1  O1  UNL     1       2.416   1.762  -0.237  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.030   0.577  -0.088  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.003  -0.403   0.027  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.617   0.271  -0.043  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.198  -1.045   0.122  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.143  -1.373   0.170  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.047  -0.340   0.048  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.654   0.976  -0.116  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.316   1.274  -0.161  1.00  0.00           C  
HETATM   10  O3  UNL     1       0.065   2.610  -0.327  1.00  0.00           O1-
HETATM   11  H1  UNL     1       2.881  -1.257  -0.497  1.00  0.00           H  
HETATM   12  H2  UNL     1       0.908  -1.854   0.217  1.00  0.00           H  
HETATM   13  H3  UNL     1      -1.465  -2.416   0.300  1.00  0.00           H  
HETATM   14  H4  UNL     1      -3.103  -0.555   0.081  1.00  0.00           H  
HETATM   15  H5  UNL     1      -2.390   1.774  -0.210  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   11
CONECT    4    5    5    9
CONECT    5    6   12
CONECT    6    7    7   13
CONECT    7    8   14
CONECT    8    9    9   15
CONECT    9   10
END
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SMILES for #<Metabolite:0x00007f2a91219f68>

OC(=O)C1=CC=CC=C1[O-]
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INCHI for #<Metabolite:0x00007f2a91219f68>

InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)/p-1
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Synonyms
ValueSource
2-Hydroxybenzoic acid ion(1-)ChEBI
O-HydroxybenzoateChEBI
salChEBI
2-Hydroxybenzoate ion(1-)Generator
O-Hydroxybenzoic acidGenerator
Salicylic acidGenerator
Molecular FormulaC7H5O3
Average Mass137.115
Monoisotopic Mass137.024417601
IUPAC Name2-carboxybenzen-1-olate
Traditional Name2-carboxybenzenolate
CAS Registry NumberNot Available
SMILES
OC(=O)C1=CC=CC=C1[O-]
InChI Identifier
InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)/p-1
InChI KeyYGSDEFSMJLZEOE-UHFFFAOYSA-M