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Showing NP-Card for Salicylic acid (NP0000444)

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Record Information
Version2.0
Created at2006-03-08 13:57:48 UTC
Updated at2021-10-07 20:40:28 UTC
NP-MRD IDNP0000444
Secondary Accession NumbersNone
Natural Product Identification
Common NameSalicylic acid
DescriptionSalicylic acid is a monohydroxybenzoic acid that is benzoic acid with a hydroxy group at the ortho position. It is obtained from the bark of the white willow and wintergreen leaves. It has a role as an antiinfective agent, an antifungal agent, a keratolytic drug, an EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor, a plant metabolite, an algal metabolite and a plant hormone. It is a conjugate acid of a salicylate. It is a colorless solid, it is a precursor to and a metabolite of aspirin (acetylsalicylic acid). It is a plant hormone. The name is from Latin salix for willow tree. It is an ingredient in some anti-acne products. Salts and esters of salicylic acid are known as salicylates. Salicylic acid modulates COX1 enzymatic activity to decrease the formation of pro-inflammatory prostaglandins. Salicylate may competitively inhibit prostaglandin formation. Salicylate's antirheumatic (nonsteroidal anti-inflammatory) actions are a result of its analgesic and anti-inflammatory mechanisms. Salicylic acid works by causing the cells of the epidermis to slough off more readily, preventing pores from clogging up, and allowing room for new cell growth. Salicylic acid inhibits the oxidation of uridine-5-diphosphoglucose (UDPG) competitively with nicotinamide adenosine dinucleotide and noncompetitively with UDPG. It also competitively inhibits the transferring of glucuronyl group of uridine-5-phosphoglucuronic acid to the phenolic acceptor. The wound-healing retardation action of salicylates is probably due mainly to its inhibitory action on mucopolysaccharide synthesis. Salicylic acid is biosynthesized from the amino acid phenylalanine. In Arabidopsis thaliana, it can be synthesized via a phenylalanine-independent pathway.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000444 (Salicylic acid)


  Mrv1652309272007452D          

 10 10  0  0  0  0            999 V2000
   -0.7810   -0.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4954   -0.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2100   -0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2100   -1.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4955   -1.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7810   -1.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4954    0.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0665   -0.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666    0.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6478   -0.5248    0.0000 O   0  0  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
  6  1  1  0  0  0  0
  1  8  1  0  0  0  0
  2  7  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
M  END
Download

3D MOL for NP0000444 (Salicylic acid)

HMDB0001895
     RDKit          3D
Salicylic acid
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.6574    0.9644   -0.1551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0489   -0.1207    0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7988   -1.2480    0.2387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5771   -0.1402   -0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224   -1.3130    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000   -1.3373    0.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1840   -0.1621   -0.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4860    1.0109   -0.2528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1086    1.0339   -0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5897    2.2413   -0.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5489   -1.3137    0.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4617   -2.2300    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0355   -2.2754    0.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2717   -0.1472   -0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0259    1.9549   -0.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0516    3.0823   -0.5854 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
 10 16  1  0
M  END
Download

3D SDF for NP0000444 (Salicylic acid)


  Mrv1652309272007452D          

 10 10  0  0  0  0            999 V2000
   -0.7810   -0.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4954   -0.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2100   -0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2100   -1.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4955   -1.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7810   -1.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4954    0.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0665   -0.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666    0.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6478   -0.5248    0.0000 O   0  0  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
  6  1  1  0  0  0  0
  1  8  1  0  0  0  0
  2  7  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000444

> <DATABASE_NAME>
NP-MRD

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

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

> <INCHI_KEY>
YGSDEFSMJLZEOE-UHFFFAOYSA-N

> <FORMULA>
C7H6O3

> <MOLECULAR_WEIGHT>
138.122

> <EXACT_MASS>
138.031694053

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
12.814587378025518

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxybenzoic acid

> <ALOGPS_LOGP>
1.96

> <JCHEM_LOGP>
1.977263402333333

> <ALOGPS_LOGS>
-1.09

> <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>
57.53

> <JCHEM_REFRACTIVITY>
35.2951

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
salicylic

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0000444 (Salicylic acid)

HMDB0001895
     RDKit          3D
Salicylic acid
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.6574    0.9644   -0.1551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0489   -0.1207    0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7988   -1.2480    0.2387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5771   -0.1402   -0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224   -1.3130    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000   -1.3373    0.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1840   -0.1621   -0.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4860    1.0109   -0.2528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1086    1.0339   -0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5897    2.2413   -0.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5489   -1.3137    0.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4617   -2.2300    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0355   -2.2754    0.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2717   -0.1472   -0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0259    1.9549   -0.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0516    3.0823   -0.5854 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
 10 16  1  0
M  END
Download

PDB for NP0000444 (Salicylic acid)

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0      -1.458  -0.980   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.791  -0.210   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.125  -0.980   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.125  -2.520   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.792  -3.290   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.458  -2.520   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.791   1.330   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.124  -0.210   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.124   1.330   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       1.209  -0.980   0.000  0.00  0.00           O+0
CONECT    1    2    6    8                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    2                                                            
CONECT    8    1    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for NP0000444 (Salicylic acid)

COMPND    HMDB0001895
HETATM    1  O1  UNL     1      -2.657   0.964  -0.155  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.049  -0.121   0.023  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.799  -1.248   0.239  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.577  -0.140  -0.005  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.122  -1.313   0.187  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.500  -1.337   0.162  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.184  -0.162  -0.061  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.486   1.011  -0.253  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.109   1.034  -0.227  1.00  0.00           C  
HETATM   10  O3  UNL     1      -0.590   2.241  -0.425  1.00  0.00           O  
HETATM   11  H1  UNL     1      -3.549  -1.314   0.941  1.00  0.00           H  
HETATM   12  H2  UNL     1      -0.462  -2.230   0.362  1.00  0.00           H  
HETATM   13  H3  UNL     1       2.036  -2.275   0.316  1.00  0.00           H  
HETATM   14  H4  UNL     1       3.272  -0.147  -0.087  1.00  0.00           H  
HETATM   15  H5  UNL     1       2.026   1.955  -0.431  1.00  0.00           H  
HETATM   16  H6  UNL     1      -0.052   3.082  -0.585  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
CONECT   10   16
END
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SMILES for NP0000444 (Salicylic acid)

OC(=O)C1=C(O)C=CC=C1
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INCHI for NP0000444 (Salicylic acid)

InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)
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View in JSmol
Synonyms
ValueSource
2-CarboxyphenolChEBI
2-HYDROXYBENZOIC ACIDChEBI
O-CarboxyphenolChEBI
O-Hydroxybenzoic acidChEBI
2-HYDROXYBENZOateGenerator
O-HydroxybenzoateGenerator
SalicylateGenerator
2 Hydroxybenzoic acidHMDB
Acid, 2-hydroxybenzoicHMDB
Acid, salicylicHMDB
Acid, O-hydroxybenzoicHMDB
Acid, ortho-hydroxybenzoicHMDB
O Hydroxybenzoic acidHMDB
Ortho hydroxybenzoic acidHMDB
Ortho-hydroxybenzoic acidHMDB
2-HydroxybenzenecarboxylateHMDB
2-Hydroxybenzenecarboxylic acidHMDB
Advanced pain relief callus removersHMDB
Advanced pain relief corn removersHMDB
Clear away wart removerHMDB
Compound WHMDB
Dr. scholl's callus removersHMDB
Dr. scholl's corn removersHMDB
Dr. scholl's wart remover kitHMDB
Duofil wart removerHMDB
DuoplantHMDB
FreezoneHMDB
IonilHMDB
Ionil plusHMDB
K 537HMDB
K 557HMDB
Phenol-2-carboxylateHMDB
Phenol-2-carboxylic acidHMDB
Psoriacid-S-stiftHMDB
Retarder WHMDB
RutranexHMDB
Salicylic acid collodionHMDB
Salicylic acid soapHMDB
SaligelHMDB
SalonilHMDB
Stri-dexHMDB
trans-Ver-salHMDB
SAHMDB
Chemical FormulaC7H6O3
Average Mass138.1220 Da
Monoisotopic Mass138.03169 Da
IUPAC Name2-hydroxybenzoic acid
Traditional Namesalicylic
CAS Registry Number69-72-7
SMILES
OC(=O)C1=CC=CC=C1O
InChI Identifier
InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)
InChI KeyYGSDEFSMJLZEOE-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abelmoschus esculentusFooDB
Abies albaPlant
Achillea millefoliumLOTUS Database
Actaea cimicifugaPlant
Actinidia chinensisFooDB
Agaricus bisporusFooDB
AgaveFooDB
Alibertia sessilisLOTUS Database
Allium ampeloprasumFooDB
Allium ascalonicumFooDB
Allium cepaFooDB
Allium cepa L.FooDB
Allium fistulosumFooDB
Allium sativumFooDB
Allium schoenoprasumFooDB
Allium tuberosumFooDB
Aloysia triphyllaFooDB
Althaea armeniacaLOTUS Database
Althaea officinalisLOTUS Database
AmaranthusFooDB
Amelanchier alnifoliaFooDB
Ammodendron bifoliumLOTUS Database
Ammopiptanthus mongolicusLOTUS Database
Anacardium occidentaleFooDB
Ananas comosusFooDB
Anethum graveolensFooDB
Angelica keiskeiFooDB
Annona cherimolaFooDB
Annona muricataFooDB
Annona reticulataFooDB
Annona squamosaFooDB
Anthriscus cerefoliumFooDB
Apis ceranaLOTUS Database
Apium graveolensFooDB
Apium graveolens var. dulceFooDB
Apium graveolens var. rapaceumFooDB
Apium graveolens var. secalinumFooDB
Arabidopsis thalianaPlant
Arachis hypogaeaFooDB
Arctium lappaFooDB
Armoracia rusticanaFooDB
Artemisia annuaPlant
Artemisia dracunculusFooDB
Artemisia gmeliniiLOTUS Database
Artemisia scopariaPlant
Artemisia vulgarisFooDB
Artocarpus altilisFooDB
Artocarpus heterophyllusFooDB
Asparagus officinalisFooDB
Attalea speciosaFooDB
Auricularia auricula-judaeFooDB
Auricularia polytrichaFooDB
Avena sativa L.FooDB
Averrhoa carambolaFooDB
Basella albaFooDB
Benincasa hispidaFooDB
Bertholletia excelsaFooDB
Beta vulgarisFooDB
Beta vulgaris ssp. ciclaFooDB
Betula pendulaLOTUS Database
Betula pubescensLOTUS Database
Bidens bipinnataLOTUS Database
Borago officinalisFooDB
Brassica alboglabraFooDB
Brassica junceaFooDB
Brassica napusFooDB
Brassica napus var. napusFooDB
Brassica oleraceaFooDB
Brassica oleracea L. ssp. BotrytisPlant
Brassica oleracea var. botrytisFooDB
Brassica oleracea var. capitataFooDB
Brassica oleracea var. gemmiferaFooDB
Brassica oleracea var. gongylodesFooDB
Brassica oleracea var. italicaFooDB
Brassica oleracea var. sabaudaFooDB
Brassica oleracea var. viridisFooDB
Brassica rapaFooDB
Brassica rapa ssp. chinensisFooDB
Brassica rapa var. pekinensisFooDB
Brassica rapa var. rapaFooDB
Brassica ruvoFooDB
Brosimum alicastrumFooDB
Burchardia multifloraPlant
Byrsonima crassifoliaFooDB
Cajanus cajanFooDB
Callicarpa integerrimaPlant
Canarium albumLOTUS Database
Canarium ovatumFooDB
Cannabis sativaCannabisDB
      Not Available
Cantharellus cibariusFooDB
Capparis spinosaFooDB
Capsicum annuumFooDB
Capsicum annuum L.FooDB
Capsicum annuum var. annuumFooDB
Capsicum chinenseFooDB
Capsicum pubescensFooDB
Carica papaya L.FooDB
Carissa macrocarpaFooDB
Carthamus tinctoriusFooDB
Carum carviFooDB
CaryaFooDB
Carya illinoinensisFooDB
CastaneaFooDB
Castanea crenataFooDB
Castanea mollissimaFooDB
Castanea sativaFooDB
Catharanthus roseusPlant
Ceratonia siliquaFooDB
Chamaemelum nobileFooDB
Chamerion angustifoliumFooDB
Chenopodium albumFooDB
Chenopodium quinoaFooDB
Chlamydomonas reinhardtiiLOTUS Database
Chrysanthemum coronariumFooDB
Cicer arietinumFooDB
Cichorium endiviaFooDB
Cichorium intybusFooDB
CinnamomumFooDB
Cinnamomum aromaticumFooDB
Cinnamomum verumFooDB
CirsiumFooDB
Citrullus lanatusFooDB
Citrus ×limon (L.) Burm. f. (pro sp.)FooDB
Citrus aurantiifoliaFooDB
Citrus aurantiumLOTUS Database
Citrus latifoliaFooDB
Citrus limonFooDB
Citrus maximaFooDB
Citrus paradisiFooDB
Citrus reticulataFooDB
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
Cocos nuciferaFooDB
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Psidium cattleianumFooDB
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Pterocarya stenopteraPlant
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QuercusFooDB
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Rhaponticum carthamoidesPlant
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Sauromatum guttatumPlant
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Chemical Taxonomy
Description Belongs to the class of organic compounds known as salicylic acids. These are ortho-hydroxylated benzoic acids.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentSalicylic acids
Alternative Parents
Substituents
  • Salicylic acid
  • Benzoic acid
  • Benzoyl
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Vinylogous acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point158 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility2.24 mg/mL at 25 °CNot Available
LogP2.26Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility11.3 g/LALOGPS
logP1.96ALOGPS
logP1.98ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)2.79ChemAxon
pKa (Strongest Basic)-6.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.3 m³·mol⁻¹ChemAxon
Polarizability12.81 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0001895
DrugBank IDDB00936
Phenol Explorer Compound ID428
FoodDB IDFDB031164
KNApSAcK IDC00000206
Chemspider ID331
KEGG Compound IDC00805
BioCyc IDCPD-110
BiGG IDNot Available
Wikipedia LinkSalicylic_Acid
METLIN ID616
PubChem Compound338
PDB IDNot Available
ChEBI ID16914
Good Scents IDrw1097271
References
General References
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  2. Khan AZ, Aarons L: A note on the use of salicylate saliva concentration in clinical pharmacokinetic studies. J Pharm Pharmacol. 1989 Oct;41(10):710-1. [PubMed:2575150 ]
  3. Vila MM, Tubino M, de Oliveira Neto G: Determination of salicylate in blood serum by flow injection with immobilized salicylate hydroxylase. J AOAC Int. 2001 Sep-Oct;84(5):1363-9. [PubMed:11601455 ]
  4. Zaugg S, Zhang X, Sweedler J, Thormann W: Determination of salicylate, gentisic acid and salicyluric acid in human urine by capillary electrophoresis with laser-induced fluorescence detection. J Chromatogr B Biomed Sci Appl. 2001 Mar 5;752(1):17-31. [PubMed:11254191 ]
  5. Berkovitch M, Uziel Y, Greenberg R, Chen-Levy Z, Arcusin M, Marcus O, Pinto O, Evans S, Matias A, Lahat E: False-high blood salicylate levels in neonates with hyperbilirubinemia. Ther Drug Monit. 2000 Dec;22(6):757-61. [PubMed:11128247 ]
  6. Goussis OS, Theodoropoulos TJ: Dilantin and salicylate effects on hepatic thyroxine bio-availability and dialyzable thyroxine. Horm Metab Res. 1990 Jun;22(6):342-4. [PubMed:2379917 ]
  7. Benfeldt E, Serup J, Menne T: Microdialysis vs. suction blister technique for in vivo sampling of pharmacokinetics in the human dermis. Acta Derm Venereol. 1999 Sep;79(5):338-42. [PubMed:10494706 ]
  8. Ndovi TT, Choi L, Caffo B, Parsons T, Baker S, Zhao M, Rohde C, Hendrix CW: Quantitative assessment of seminal vesicle and prostate drug concentrations by use of a noninvasive method. Clin Pharmacol Ther. 2006 Aug;80(2):146-58. [PubMed:16890576 ]
  9. Kocoshis SA, Wong CT: Sodium salicylate and bile acid-induced colonic secretion in the rat. Ann Clin Lab Sci. 1991 May-Jun;21(3):197-204. [PubMed:2064304 ]
  10. Owen SG, Francis HW, Roberts MS: Disappearance kinetics of solutes from synovial fluid after intra-articular injection. Br J Clin Pharmacol. 1994 Oct;38(4):349-55. [PubMed:7833225 ]
  11. Quaranta A, Portalatini P, Camporeale M, Sallustio V: Effects of salicylates on evoked otoacoustic emissions and remote masking in humans. Audiology. 1999 May-Jun;38(3):174-9. [PubMed:10437688 ]
  12. Yoshida NH, Roberts MS: Prediction of cathodal iontophoretic transport of various anions across excised skin from different vehicles using conductivity measurements. J Pharm Pharmacol. 1995 Nov;47(11):883-90. [PubMed:8708980 ]
  13. Alanko K, Stubb S, Salo OP, Reitamo S: Suction blister fluid histamine in fixed drug eruption. Acta Derm Venereol. 1992;72(2):89-91. [PubMed:1350413 ]
  14. Singh P, Anliker M, Smith GA, Zavortink D, Maibach HI: Transdermal iontophoresis and solute penetration across excised human skin. J Pharm Sci. 1995 Nov;84(11):1342-6. [PubMed:8587053 ]
  15. Hazouard E, Grimbert M, Jonville-Berra AP, De Toffol MC, Legras A: [Salicylism and glaucoma: reciprocal augmentation of the toxicity of acetazolamide and acetylsalicylic acid]. J Fr Ophtalmol. 1999 Feb;22(1):73-5. [PubMed:10221197 ]
  16. Schmook FP, Meingassner JG, Billich A: Comparison of human skin or epidermis models with human and animal skin in in-vitro percutaneous absorption. Int J Pharm. 2001 Mar 14;215(1-2):51-6. [PubMed:11250091 ]
  17. Pirola R, Bareggi SR, De Benedittis G: Determination of acetylsalicylic acid and salicylic acid in skin and plasma by high-performance liquid chromatography. J Chromatogr B Biomed Sci Appl. 1998 Feb 13;705(2):309-15. [PubMed:9521569 ]
  18. Kunkel A, Watzig H: Pharmacokinetic investigations with direct injection of plasma samples: possible savings using capillary electrophoresis (CE). Arch Pharm (Weinheim). 1999 May;332(5):175-8. [PubMed:10366903 ]
  19. Azaroual, Imbenotte M, Cartigny B, Lhermitte M, Vermeersch G: [Identification and quantification of exogenous metabolites in biological liquids with new development in NMR spectroscopy in one and two dimensions]. Acta Clin Belg. 1999;53 Suppl 1:97-100. [PubMed:10216993 ]
  20. Baggott JE, Morgan SL, Ha T, Vaughn WH, Hine RJ: Inhibition of folate-dependent enzymes by non-steroidal anti-inflammatory drugs. Biochem J. 1992 Feb 15;282 ( Pt 1):197-202. [PubMed:1540135 ]