ContaminantDB: 5-Aminosalicylic acid

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 03:50:20 UTC

Update Date

2016-11-09 01:15:30 UTC

Accession Number

CHEM016980

Identification

Common Name

5-Aminosalicylic acid

Class

Small Molecule

Description

An anti-inflammatory agent, structurally related to the salicylates and non-steroidal anti-inflammatory drugs like acetylsalicylic acid, which is active in inflammatory bowel disease . It is considered to be the active moiety of sulphasalazine. (From Martindale, The Extra Pharmacopoeia, 30th ed) Although demonstrably effective in treating and maintaining remission for ulcerative colitis, mesalazine has historically faced a number of issues regarding its lack of stability as a pharmaceutical agent . Throughout the late seventies and the eighties, important research initiatives developed stable mesalazine formulations like the eudragit-S coating of Mesalazine brand mesalazine and the Mesalazine brand's encapsulation of mesalazine within microgranules . In the present day, contemporary research regarding novel methods to stabilize mesalazine continues and interest in the agent's capacity to decrease inflammatory activity and subsequently potentially reduce the risk of colorectal cancer in conditions like ulcerative colitis is maintained .

Contaminant Sources

HMDB Contaminants - Feces
HMDB Contaminants - Urine
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Carboxy-4-hydroxyaniline	ChEBI
5-Aminosalicylic acid	ChEBI
5-ASA	ChEBI
Asacol	ChEBI
Asacolitin	ChEBI
Canasa	ChEBI
Claversal	ChEBI
Fisalamine	ChEBI
Iialda	ChEBI
Lixacol	ChEBI
m-Aminosalicylic acid	ChEBI
Mesalazina	ChEBI
Mesalazinum	ChEBI
Mesasal	ChEBI
p-Aminosalicylsaeure	ChEBI
Pentasa	ChEBI
Rowasa	ChEBI
Salofalk	ChEBI
Apriso	Kegg
Delzicol	Kegg
Lialda	Kegg
Sfrowasa	Kegg
5-Aminosalicylate	Generator
m-Aminosalicylate	Generator
Mesalamine	HMDB
5 Aminosalicylic acid	HMDB
Antigen brand OF mesalamine	HMDB
Henning berlin brand OF mesalamine	HMDB
Hydrochloride, mesalamine	HMDB
Norgine brand OF mesalamine	HMDB
Procter and gamble brand OF mesalamine	HMDB
Sanofi synthelabo brand OF mesalamine	HMDB
m Aminosalicylic acid	HMDB
Meta aminosalicylic acid	HMDB
Byk brand OF mesalamine	HMDB
GlaxoSmithKline brand OF mesalamine	HMDB
Mesalamine hydrochloride	HMDB
Monosodium salt, mesalamine	HMDB
Novo 5 asa	HMDB
Provalis brand OF mesalamine	HMDB
Schering plough brand OF mesalamine	HMDB
Yamanouchi brand OF mesalamine	HMDB
5 Aminosalicylate	HMDB
Asacolon	HMDB
Ascolitin	HMDB
Axcan brand OF mesalamine	HMDB
Celltech brand OF mesalamine	HMDB
Falk brand OF mesalamine	HMDB
Ferring brand OF mesalamine	HMDB
Merckle brand OF mesalamine	HMDB
Novo5 asa	HMDB
Novopharm brand OF mesalamine	HMDB
Allphar brand OF mesalamine	HMDB
Farmasa brand OF mesalamine	HMDB
Fivasa	HMDB
Mesalamine monosodium salt	HMDB
Novo-5 asa	HMDB
Schering-plough brand OF mesalamine	HMDB
SmithKline brand OF mesalamine	HMDB
Solvay brand OF mesalamine	HMDB
Meta-aminosalicylic acid	HMDB
Mesalazine	ChEBI

Chemical Formula

C₇H₇NO₃

Average Molecular Mass

153.135 g/mol

Monoisotopic Mass

153.043 g/mol

CAS Registry Number

89-57-6

IUPAC Name

5-amino-2-hydroxybenzoic acid

Traditional Name

mesalazine

SMILES

NC1=CC(C(O)=O)=C(O)C=C1

InChI Identifier

InChI=1S/C7H7NO3/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,9H,8H2,(H,10,11)

InChI Key

KBOPZPXVLCULAV-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Aminobenzoic acids

Alternative Parents

Substituents

Aminobenzoic acid
Hydroxybenzoic acid
Salicylic acid or derivatives
Salicylic acid
Benzoic acid
P-aminophenol
Aminophenol
Benzoyl
Aniline or substituted anilines
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Amino acid
Amino acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Organic nitrogen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:6775 )
phenols (CHEBI:6775 )
aromatic amine (CHEBI:6775 )
amino acid (CHEBI:6775 )
monohydroxybenzoic acid (CHEBI:6775 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	12.2 g/L	ALOGPS
logP	0.75	ALOGPS
logP	-0.29	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	2.02	ChemAxon
pKa (Strongest Basic)	5.87	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	83.55 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	40 m³·mol⁻¹	ChemAxon
Polarizability	14.26 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zg0-1900000000-8c59ef73371ab7058ab9	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-05fr-6290000000-8c65a0e3aa600dc402bb	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0a4i-0900000000-afe56677019b761236ca	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0f79-0900000000-db75ae2d436dd6156c91	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-31f47e60332bc9d52dc5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0a59-4900000000-e694f0e584d434cd6c19	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0a5i-5900000000-5e487b4d3f15751bc421	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0il0-9000000000-65d9d31a1ef145800998	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0f79-0900000000-e6285983e501467965c1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0zfr-0900000000-ff6f4a59111a55871916	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-b2691ada23e4712099ee	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-7900000000-cb7f7dfff58bf74b852a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-4d1e5c8d16c81a250fcc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-875d8abd6f6773a40634	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a6r-9700000000-b6a77be3dfe8ecfbaf8e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-f9d037b61fba1f9bc003	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0pbi-0900000000-8692528b7d752229a174	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-057i-9300000000-b6f08e642ac27344075c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-e04ca92dcfe7d4857011	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-1900000000-34d228a18521111a48cb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-9200000000-b4371439ac0a5b3d574a	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum