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Record Information
Version3.6
Creation Date2006-05-22 14:17:30 UTC
Update Date2016-02-11 01:05:10 UTC
HMDB IDHMDB01972
Secondary Accession NumbersNone
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 KeyInChIKey=IQGMRVWUTCYCST-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as 3-aminosalicylic acids. These are aminosalicylic acids carrying an amino group at the C-3 atom of the benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct Parent3-aminosalicylic acids
Alternative Parents
Substituents
  • Aminosalicylic acid
  • 3-aminosalicylic acid
  • Salicylic acid
  • Aminobenzoic acid or derivatives
  • Aminobenzoic acid
  • Benzoic acid
  • Substituted aniline
  • Benzoyl
  • Aminophenol
  • Phenol
  • Aniline
  • Primary aromatic amine
  • Vinylogous acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
StatusDetected and Quantified
Origin
  • Drug
Biofunction
  • Protein synthesis, amino acid biosynthesis
ApplicationNot Available
Cellular locationsNot Available
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 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40 m3·mol-1ChemAxon
Polarizability14.21 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
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
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
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot ApplicableNot AvailableNot Available
Normal
  • Not Applicable
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
NuGOwiki LinkHMDB01972
Metagene LinkHMDB01972
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