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Showing metabocard for 5-Methoxysalicylic acid (HMDB0001868)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-02-23 11:14:42 UTC
Update Date2023-02-21 17:15:53 UTC
HMDB IDHMDB0001868
Secondary Accession Numbers
  • HMDB01868
Metabolite Identification
Common Name5-Methoxysalicylic acid
Description5-methoxysalicylic acid is a methoxysalicylic acid that is salicylic acid which is carrying a methoxy group at position 5. It has a role as a bacterial metabolite and a human urinary metabolite. 5-Methoxysalicylic acid is also known as 2-hydroxy-5-methoxybenzoate or 5-methoxy-2-hydroxybenzoate and belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group. Outside of the human body, 5-Methoxysalicylic acid has been detected, but not quantified in herbs and spices and tea.
Structure
Data?1676999753
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001868 (5-Methoxysalicylic acid)


  Mrv1652305271900002D          

 12 12  0  0  0  0            999 V2000
   18.9347   -6.3195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2203   -3.4321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0769   -4.6695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7913   -3.4321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9347   -7.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5058   -3.8446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7913   -5.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2203   -5.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5058   -4.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2203   -5.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7913   -5.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5058   -6.3195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  8  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  6  2  0  0  0  0
  6  9  1  0  0  0  0
  7  9  2  0  0  0  0
  7 11  1  0  0  0  0
  8 10  2  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
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3D MOL for HMDB0001868 (5-Methoxysalicylic acid)

HMDB0001868
     RDKit          3D
5-Methoxysalicylic acid
 20 20  0  0  0  0  0  0  0  0999 V2000
    3.2037   -0.8397    0.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6273    0.4508    0.1387 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    0.5850    0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6635    1.8339    0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7079    1.9666    0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5004    0.8326    0.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8728    0.9559    0.1647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9535   -0.4493    0.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8131   -1.6237    0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401   -2.7826    0.0746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1905   -1.5025    0.1089 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4161   -0.5169    0.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3227   -0.7108    0.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9057   -1.3919    1.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9447   -1.4048   -0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3166    2.7122    0.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1361    2.9597    0.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3182    1.8602    0.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6606   -1.4142    0.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481   -1.5204    0.0979 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  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  2  0
 12  3  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  4 16  1  0
  5 17  1  0
  7 18  1  0
 11 19  1  0
 12 20  1  0
M  END
Download

3D SDF for HMDB0001868 (5-Methoxysalicylic acid)


  Mrv1652305271900002D          

 12 12  0  0  0  0            999 V2000
   18.9347   -6.3195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2203   -3.4321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0769   -4.6695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7913   -3.4321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9347   -7.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5058   -3.8446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7913   -5.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2203   -5.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5058   -4.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2203   -5.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7913   -5.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5058   -6.3195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  8  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  6  2  0  0  0  0
  6  9  1  0  0  0  0
  7  9  2  0  0  0  0
  7 11  1  0  0  0  0
  8 10  2  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001868

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(C(O)=O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H8O4/c1-12-5-2-3-7(9)6(4-5)8(10)11/h2-4,9H,1H3,(H,10,11)

> <INCHI_KEY>
IZZIWIAOVZOBLF-UHFFFAOYSA-N

> <FORMULA>
C8H8O4

> <MOLECULAR_WEIGHT>
168.1467

> <EXACT_MASS>
168.042258744

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
15.804565431840857

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-5-methoxybenzoic acid

> <ALOGPS_LOGP>
1.85

> <JCHEM_LOGP>
1.8195921366666663

> <ALOGPS_LOGS>
-1.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.23780861467641

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.522487836846782

> <JCHEM_PKA_STRONGEST_BASIC>
-4.819836853933018

> <JCHEM_POLAR_SURFACE_AREA>
66.75999999999999

> <JCHEM_REFRACTIVITY>
41.758300000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.38e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-methoxysalicylic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001868 (5-Methoxysalicylic acid)

HMDB0001868
     RDKit          3D
5-Methoxysalicylic acid
 20 20  0  0  0  0  0  0  0  0999 V2000
    3.2037   -0.8397    0.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6273    0.4508    0.1387 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    0.5850    0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6635    1.8339    0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7079    1.9666    0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5004    0.8326    0.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8728    0.9559    0.1647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9535   -0.4493    0.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8131   -1.6237    0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401   -2.7826    0.0746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1905   -1.5025    0.1089 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4161   -0.5169    0.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3227   -0.7108    0.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9057   -1.3919    1.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9447   -1.4048   -0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3166    2.7122    0.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1361    2.9597    0.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3182    1.8602    0.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6606   -1.4142    0.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481   -1.5204    0.0979 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  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  2  0
 12  3  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  4 16  1  0
  5 17  1  0
  7 18  1  0
 11 19  1  0
 12 20  1  0
M  END
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PDB for HMDB0001868 (5-Methoxysalicylic acid)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      35.345 -11.796   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      34.011  -6.407   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      30.010  -8.716   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      31.344  -6.407   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      35.345 -13.336   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      32.677  -7.177   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      31.344  -9.486   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      34.011 -11.027   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      32.677  -8.716   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      34.011  -9.486   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      31.344 -11.027   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      32.677 -11.796   0.000  0.00  0.00           C+0
CONECT    1    5    8                                                       
CONECT    2    6                                                            
CONECT    3    7                                                            
CONECT    4    6                                                            
CONECT    5    1                                                            
CONECT    6    2    4    9                                                  
CONECT    7    3    9   11                                                  
CONECT    8    1   10   12                                                  
CONECT    9    6    7   10                                                  
CONECT   10    8    9                                                       
CONECT   11    7   12                                                       
CONECT   12    8   11                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for HMDB0001868 (5-Methoxysalicylic acid)

COMPND    HMDB0001868
HETATM    1  C1  UNL     1       3.204  -0.840   0.107  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.627   0.451   0.139  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.245   0.585   0.145  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.664   1.834   0.176  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.708   1.967   0.182  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.500   0.833   0.158  1.00  0.00           C  
HETATM    7  O2  UNL     1      -2.873   0.956   0.165  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.954  -0.449   0.127  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.813  -1.624   0.102  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.340  -2.783   0.075  1.00  0.00           O  
HETATM   11  O4  UNL     1      -3.191  -1.503   0.109  1.00  0.00           O  
HETATM   12  C8  UNL     1       0.416  -0.517   0.122  1.00  0.00           C  
HETATM   13  H1  UNL     1       4.323  -0.711   0.120  1.00  0.00           H  
HETATM   14  H2  UNL     1       2.906  -1.392   1.024  1.00  0.00           H  
HETATM   15  H3  UNL     1       2.945  -1.405  -0.812  1.00  0.00           H  
HETATM   16  H4  UNL     1       1.317   2.712   0.194  1.00  0.00           H  
HETATM   17  H5  UNL     1      -1.136   2.960   0.206  1.00  0.00           H  
HETATM   18  H6  UNL     1      -3.318   1.860   0.187  1.00  0.00           H  
HETATM   19  H7  UNL     1      -3.661  -1.414   0.995  1.00  0.00           H  
HETATM   20  H8  UNL     1       0.848  -1.520   0.098  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3
CONECT    3    4    4   12
CONECT    4    5   16
CONECT    5    6    6   17
CONECT    6    7    8
CONECT    7   18
CONECT    8    9   12   12
CONECT    9   10   10   11
CONECT   11   19
CONECT   12   20
END
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SMILES for HMDB0001868 (5-Methoxysalicylic acid)

COC1=CC(C(O)=O)=C(O)C=C1
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INCHI for HMDB0001868 (5-Methoxysalicylic acid)

InChI=1S/C8H8O4/c1-12-5-2-3-7(9)6(4-5)8(10)11/h2-4,9H,1H3,(H,10,11)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
5-MeOSAChEBI
5-Methoxy-2-hydroxybenzoic acidChEBI
5-O-Methyl gentisic acidChEBI
6-Hydroxy-m-anisic acidChEBI
Acid5-methoxysalicylicChEBI
5-Methoxy-2-hydroxybenzoateGenerator
5-O-Methyl gentisateGenerator
6-Hydroxy-m-anisateGenerator
5-MethoxysalicylateGenerator
2-Hydroxy-5-methoxybenzoateHMDB, Generator
2-Hydroxy-5-methoxybenzoic acidHMDB
6-Methoxy-m-anisateHMDB
6-Methoxy-m-anisic acidHMDB
5-Methoxysalicylic acid, sodium saltMeSH, HMDB
5-Methoxysalicylic acidMeSH
Chemical FormulaC8H8O4
Average Molecular Weight168.1467
Monoisotopic Molecular Weight168.042258744
IUPAC Name2-hydroxy-5-methoxybenzoic acid
Traditional Name5-methoxysalicylic acid
CAS Registry Number2612-02-4
SMILES
COC1=CC(C(O)=O)=C(O)C=C1
InChI Identifier
InChI=1S/C8H8O4/c1-12-5-2-3-7(9)6(4-5)8(10)11/h2-4,9H,1H3,(H,10,11)
InChI KeyIZZIWIAOVZOBLF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentM-methoxybenzoic acids and derivatives
Alternative Parents
Substituents
  • M-methoxybenzoic acid or derivatives
  • Salicylic acid
  • Salicylic acid or derivatives
  • Hydroxybenzoic acid
  • Methoxyphenol
  • 4-alkoxyphenol
  • Benzoic acid
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Benzoyl
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Phenol
  • Vinylogous acid
  • Carboxylic acid derivative
  • Carboxylic acid
  • Ether
  • Monocarboxylic acid or derivatives
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point142 - 146 °CNot Available
Boiling Point347.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility9 mg/mLNot Available
LogP2.100 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.38 g/LALOGPS
logP1.85ALOGPS
logP1.82ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)2.52ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity41.76 m³·mol⁻¹ChemAxon
Polarizability15.8 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+136.76831661259
DarkChem[M-H]-134.98131661259
AllCCS[M+H]+135.58132859911
AllCCS[M-H]-131.40332859911
DeepCCS[M+H]+134.88530932474
DeepCCS[M-H]-132.01930932474
DeepCCS[M-2H]-168.40130932474
DeepCCS[M+Na]+143.91530932474
AllCCS[M+H]+135.632859911
AllCCS[M+H-H2O]+131.232859911
AllCCS[M+NH4]+139.732859911
AllCCS[M+Na]+140.932859911
AllCCS[M-H]-131.432859911
AllCCS[M+Na-2H]-132.532859911
AllCCS[M+HCOO]-133.732859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.3.67 minutes32390414
Predicted by Siyang on May 30, 202210.4357 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.18 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1419.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid341.0 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid117.0 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid207.3 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid120.8 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid407.6 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid478.7 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)101.8 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid817.2 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid332.7 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1047.0 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid268.4 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid354.2 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate484.8 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA207.7 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water139.1 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5-Methoxysalicylic acidCOC1=CC(C(O)=O)=C(O)C=C12690.3Standard polar33892256
5-Methoxysalicylic acidCOC1=CC(C(O)=O)=C(O)C=C11566.5Standard non polar33892256
5-Methoxysalicylic acidCOC1=CC(C(O)=O)=C(O)C=C11562.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5-Methoxysalicylic acid,1TMS,isomer #1COC1=CC=C(O)C(C(=O)O[Si](C)(C)C)=C11588.8Semi standard non polar33892256
5-Methoxysalicylic acid,1TMS,isomer #2COC1=CC=C(O[Si](C)(C)C)C(C(=O)O)=C11718.7Semi standard non polar33892256
5-Methoxysalicylic acid,2TMS,isomer #1COC1=CC=C(O[Si](C)(C)C)C(C(=O)O[Si](C)(C)C)=C11737.5Semi standard non polar33892256
5-Methoxysalicylic acid,1TBDMS,isomer #1COC1=CC=C(O)C(C(=O)O[Si](C)(C)C(C)(C)C)=C11855.3Semi standard non polar33892256
5-Methoxysalicylic acid,1TBDMS,isomer #2COC1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)O)=C11955.6Semi standard non polar33892256
5-Methoxysalicylic acid,2TBDMS,isomer #1COC1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)O[Si](C)(C)C(C)(C)C)=C12185.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5-Methoxysalicylic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0v4i-1900000000-1e109eb0ee8ae327f1332017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Methoxysalicylic acid GC-MS (2 TMS) - 70eV, Positivesplash10-0092-3290000000-b2c04fbea10000b9034e2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Methoxysalicylic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Methoxysalicylic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-02t9-2900000000-eca7c3623a7975e733d72012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-0uk9-5900000000-5aaba4f93b26c36dfcb72012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-0fvl-9100000000-94c4137aab8bf06f36172012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid MALDI-TOF (Voyager DE-PRO, Applied Biosystems) , Negative-QTOFsplash10-0udi-0901000000-077381dba9d80706a0972012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid MALDI-TOF (Voyager DE-PRO, Applied Biosystems) , Positive-QTOFsplash10-0fri-0930000000-4e24b1261f33fba704e22012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid ESI-TOF , Negative-QTOFsplash10-0a4i-0529000000-a613547802dab4125d682017-08-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid ESI-TOF 20V, Negative-QTOFsplash10-0a4i-0529000000-a613547802dab4125d682017-08-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid ESI-TOF 10V, Negative-QTOFsplash10-0a4i-0529000000-a613547802dab4125d682017-08-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid ESI-TOF , Negative-QTOFsplash10-0a4i-0529000000-a613547802dab4125d682017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid ESI-TOF 20V, Negative-QTOFsplash10-0a4i-0900000000-e2d69678bf5361774dbf2017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid ESI-TOF 10V, Negative-QTOFsplash10-0pvi-0900000000-46471751a79101b1fd392017-09-12HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid LC-ESI-TOF , negative-QTOFsplash10-0a4i-0900000000-e2d69678bf5361774dbf2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid LC-ESI-TOF , negative-QTOFsplash10-0pvi-0900000000-46471751a79101b1fd392017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid 10V, Negative-QTOFsplash10-0pb9-0900000000-4fe7b9af6ce0405606a62021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid 20V, Positive-QTOFsplash10-0a4i-0900000000-e2d69678bf5361774dbf2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid 20V, Positive-QTOFsplash10-0fdk-9700000000-dcbbb81e035f6deb91482021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid 10V, Positive-QTOFsplash10-0udi-0900000000-844a327be60247da81ae2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid 40V, Positive-QTOFsplash10-0zfr-9200000000-29a841e2d36df5762a0d2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Methoxysalicylic acid 10V, Positive-QTOFsplash10-0udi-1900000000-a9825a2a16be2ec1b6d02021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methoxysalicylic acid 10V, Positive-QTOFsplash10-0gb9-0900000000-7ee52209d923d99f69ef2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methoxysalicylic acid 20V, Positive-QTOFsplash10-0uk9-0900000000-d2f3d14888f1a31ec2c72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methoxysalicylic acid 40V, Positive-QTOFsplash10-01c1-9300000000-1ba0741166e840d384632017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methoxysalicylic acid 10V, Negative-QTOFsplash10-01b9-0900000000-2c570bf0fdb5915da23a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methoxysalicylic acid 20V, Negative-QTOFsplash10-05fr-0900000000-77290f37ff3e5699255a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Methoxysalicylic acid 40V, Negative-QTOFsplash10-0a4i-5900000000-b642574365d90b34c12c2017-09-01Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, 5%_DMSO, experimental)2012-12-04Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Erythrocyte
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
Normal
      Not Available
 details
UrineDetected and Quantified0.14 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified8.294 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Normal
    • Analysis of 30 no...
 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB011959
KNApSAcK IDC00055625
Chemspider ID68296
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link5-Methoxysalicylic_acid
METLIN ID4164
PubChem Compound75787
PDB IDNot Available
ChEBI ID89830
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1210831
References
Synthesis ReferenceNagasawa, Masaaki; Nishioka, Hiroyasu; Suzuki, Takanori; Nagano, Eiichi; Ishii, Katsuyuki; Nakao, Ryu. Preparation of salicylic acids from 2-methoxybenzoic acids. Jpn. Kokai Tokkyo Koho (2000), 6 pp.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Nishihata T, Higuchi T, Kamada A: Possible mechanism of uptake for several compounds in ionized form through human erythrocyte membrane. Life Sci. 1984 Jan 30;34(5):427-36. [PubMed:6694531 ]
  2. Nishihata T, Higuchi T, Kamada A: Salicylate-promoted permeation of cefoxitin, insulin and phenylalanine across red cell membrane. Possible mechanism. Life Sci. 1984 Jan 30;34(5):437-45. [PubMed:6319944 ]