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Record Information
Version4.0
Creation Date2006-05-22 14:17:30 UTC
Update Date2017-09-27 08:24:10 UTC
HMDB IDHMDB0001972
Secondary Accession Numbers
  • HMDB01972
Metabolite Identification
Common Name3-Aminosalicylic acid
Description3-Aminosalicylic acid is a derivative of salicylic acid, a common anti-inflammatory drug.
Structure
Thumb
Synonyms
ValueSource
3-amino SalicylateHMDB
3-amino Salicylic acidHMDB
3-amino-(8CI)salicylateHMDB
3-amino-(8CI)salicylic acidHMDB
3-amino-2-Hydroxy-(9ci)benzoateHMDB
3-amino-2-Hydroxy-(9ci)benzoic acidHMDB
3-amino-2-Hydroxy-benzoateHMDB
3-amino-2-Hydroxy-benzoic acidHMDB
3-amino-2-HydroxybenzoateHMDB
3-amino-2-Hydroxybenzoic acidHMDB
3-amino-SalicylateHMDB
3-amino-Salicylic acidHMDB
3-AminosalicylateHMDB
DesacetyleupaserrinHMDB
ParasalHMDB
PaserHMDB
Chemical FormulaC7H7NO3
Average Molecular Weight153.1354
Monoisotopic Molecular Weight153.042593095
IUPAC Name3-amino-2-hydroxybenzoic acid
Traditional Name3-aminosalicylic acid
CAS Registry Number570-23-0
SMILES
NC1=CC=CC(C(O)=O)=C1O
InChI Identifier
InChI=1S/C7H7NO3/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,9H,8H2,(H,10,11)
InChI KeyIQGMRVWUTCYCST-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as aminosalicylic acids. These are salicylic acids carrying an amino group on the benzene ring.
KingdomChemical entities
Super ClassOrganic compounds
ClassBenzenoids
Sub ClassBenzene and substituted derivatives
Direct ParentAminosalicylic acids
Alternative Parents
Substituents
  • 3-aminosalicylic acid
  • Aminosalicylic acid
  • Salicylic acid
  • Aminobenzoic acid or derivatives
  • Aminobenzoic acid
  • Benzoic acid
  • Aniline or substituted anilines
  • O-aminophenol
  • Aminophenol
  • Benzoyl
  • 1-hydroxy-4-unsubstituted benzenoid
  • Phenol
  • Primary aromatic amine
  • Vinylogous acid
  • Amino acid
  • Amino acid or derivatives
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological Location:

  Biofluid and excreta:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility10.4 g/LALOGPS
logP0.84ALOGPS
logP0.27ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)2.9ChemAxon
pKa (Strongest Basic)4.17ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area83.55 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40 m³·mol⁻¹ChemAxon
Polarizability14.21 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-000i-0900000000-d5138de5f78a38530939View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-053u-9500000000-9f53b1a2a70325e64659View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-03e9-9000000000-429051a65e5f48060734View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
1D NMR1H NMR SpectrumNot Available
2D NMR[1H,13C] 2D NMR SpectrumNot Available
Biological Properties
Cellular LocationsNot Available
Biofluid Locations
  • Blood
  • Urine
Tissue LocationNot Available
PathwaysNot Available
NameSMPDB/PathwhizKEGG
No entries found
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not Quantified Not AvailableNot Available
Normal
    details
    UrineDetected and Quantified0.032 umol/mmol creatinineAdult (>18 years old)BothNormal details
    Abnormal Concentrations
    Not Available
    Associated Disorders and Diseases
    Disease ReferencesNone
    Associated OMIM IDsNone
    DrugBank IDNot Available
    DrugBank Metabolite IDNot Available
    Phenol Explorer Compound IDNot Available
    Phenol Explorer Metabolite IDNot Available
    FoodDB IDFDB022771
    KNApSAcK IDNot Available
    Chemspider ID61723
    KEGG Compound IDNot Available
    BioCyc IDNot Available
    BiGG IDNot Available
    Wikipedia LinkPaser
    METLIN ID6409
    PubChem Compound68443
    PDB IDNot Available
    ChEBI ID1162549
    References
    Synthesis ReferenceNot Available
    Material Safety Data Sheet (MSDS)Download (PDF)
    General ReferencesNot Available

    Enzymes

    General function:
    Involved in acetyltransferase activity
    Specific function:
    Participates in the detoxification of a plethora of hydrazine and arylamine drugs. Catalyzes the N- or O-acetylation of various arylamine and heterocyclic amine substrates and is able to bioactivate several known carcinogens.
    Gene Name:
    NAT1
    Uniprot ID:
    P18440
    Molecular weight:
    33898.445
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Participates in the detoxification of a plethora of hydrazine and arylamine drugs. Catalyzes the N- or O-acetylation of various arylamine and heterocyclic amine substrates and is able to bioactivate several known carcinogens.
    Gene Name:
    NAT2
    Uniprot ID:
    P11245
    Molecular weight:
    33570.245
    General function:
    Involved in hydrolase activity
    Specific function:
    Arylacetamide deacetylation is an important enzyme activity in the metabolic activation of arylamine substrates to ultimate carcinogens. Displays major serine hydrolase activity in liver microsomes. Hydrolyzes also flutamide, which is an antiandrogen drug used for the treatment of prostate cancer that occasionally causes severe hepatotoxicity. Displays cellular triglyceride lipase activity in liver. Increases intracellular fatty acids derived from hydrolysis of newly formed triglyceride stores.
    Gene Name:
    AADAC
    Uniprot ID:
    P22760
    Molecular weight:
    45733.28
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z6T7
    Molecular weight:
    33570.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z6T8
    Molecular weight:
    33572.3
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z6T9
    Molecular weight:
    33542.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z6U4
    Molecular weight:
    33542.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z6U6
    Molecular weight:
    33574.3
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z6U7
    Molecular weight:
    33528.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z6U9
    Molecular weight:
    33530.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z6V9
    Molecular weight:
    33542.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z6Y1
    Molecular weight:
    33530.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z6Y3
    Molecular weight:
    33600.3
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z6Y5
    Molecular weight:
    33570.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z737
    Molecular weight:
    33570.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z787
    Molecular weight:
    33514.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z7F6
    Molecular weight:
    33528.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z7H3
    Molecular weight:
    33543.1
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z7J7
    Molecular weight:
    33642.3
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z7K4
    Molecular weight:
    33528.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z7P9
    Molecular weight:
    33514.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z7V0
    Molecular weight:
    33516.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A4Z867
    Molecular weight:
    33558.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    Q400I7
    Molecular weight:
    16766.1
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT1
    Uniprot ID:
    Q400J6
    Molecular weight:
    10628.1
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT1
    Uniprot ID:
    Q6U7I7
    Molecular weight:
    31473.7
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT1
    Uniprot ID:
    Q9HAQ5
    Molecular weight:
    33882.4
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A9X868
    Molecular weight:
    33530.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A9X7X6
    Molecular weight:
    33590.3
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A9X7Q9
    Molecular weight:
    33558.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A9X854
    Molecular weight:
    33556.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A9X844
    Molecular weight:
    33586.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A9X7U6
    Molecular weight:
    33614.3
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT2
    Uniprot ID:
    A9X816
    Molecular weight:
    33556.2
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    Not Available
    Uniprot ID:
    Q1HRY2
    Molecular weight:
    30334.7
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    Not Available
    Uniprot ID:
    Q1HRY6
    Molecular weight:
    30284.5
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    Not Available
    Uniprot ID:
    Q09LL5
    Molecular weight:
    33118.6
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    NAT1
    Uniprot ID:
    Q5C8V2
    Molecular weight:
    6575.5
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    Not Available
    Uniprot ID:
    Q1HRY5
    Molecular weight:
    30424.8
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    Not Available
    Uniprot ID:
    Q1HRY3
    Molecular weight:
    30202.4
    General function:
    Involved in acetyltransferase activity
    Specific function:
    Not Available
    Gene Name:
    Not Available
    Uniprot ID:
    Q1HRY4
    Molecular weight:
    30363.6