Olsalazine (CED0007809)

Record Information

Version

1.0

Creation Date

2016-05-25 18:26:16 UTC

Update Date

2026-05-14 16:59:08 UTC

Accession Number

CHEM022267

Identification

Common Name

Olsalazine

Class

Small Molecule

Description

Olsalazine is an organic compound with the formula C14H10N2O6 and an average molecular weight of 302.24 g/mol. Olsalazine belongs to the azobenzenes, a class of organoheterocyclic compounds within the organic compounds. This compound is recorded as being released from healthcare, pharmaceuticals, and veterinary products, specifically as an intestinal antiinflammatory agent. The recorded route of exposure is oral. In terms of biological activity, olsalazine acts as an inhibitor for four protein targets: Thiopurine S-methyltransferase (TPMT), Prostaglandin G/H synthase 1 (PTGS1), Prostaglandin G/H synthase 2 (PTGS2), and Xanthine dehydrogenase/oxidase (XDH).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Dipentum	HMDB
Olsalazine sodium	HMDB

Chemical Formula

C₁₄H₁₀N₂O₆

Average Molecular Mass

302.239 g/mol

Monoisotopic Mass

302.054 g/mol

CAS Registry Number

15722-48-2

IUPAC Name

5-[(E)-2-(3-carboxy-4-hydroxyphenyl)diazen-1-yl]-2-hydroxybenzoic acid

Traditional Name

olsalazine

SMILES

OC(=O)C1=CC(=CC=C1O)\N=N\C1=CC=C(O)C(=C1)C(O)=O

InChI Identifier

InChI=1S/C14H10N2O6/c17-11-3-1-7(5-9(11)13(19)20)15-16-8-2-4-12(18)10(6-8)14(21)22/h1-6,17-18H,(H,19,20)(H,21,22)/b16-15+

InChI Key

QQBDLJCYGRGAKP-FOCLMDBBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azobenzenes

Sub Class

Not Available

Direct Parent

Azobenzenes

Alternative Parents

Substituents

Azobenzene
Hydroxybenzoic acid
Salicylic acid or derivatives
Salicylic acid
Benzoic acid or derivatives
Benzoic acid
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Vinylogous acid
Azo compound
Organic 1,3-dipolar compound
Carboxylic acid
Carboxylic acid derivative
Propargyl-type 1,3-dipolar organic compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

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	0.078 g/L	ALOGPS
logP	2.77	ALOGPS
logP	4.39	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	2.93	ChemAxon
pKa (Strongest Basic)	-0.019	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	139.78 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	78.85 m³·mol⁻¹	ChemAxon
Polarizability	28.61 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0udi-1941000000-280432522076c6c2ecde	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-007k-3091060000-9240a61a4df477ec469a	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0169000000-eec3ced209a0cbb0db94	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0pbi-0192000000-1871f32f63f256924151	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0zi0-4940000000-5242870d6e92c5770375	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0269000000-d99f02b963a55874115d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0r00-0291000000-d498e8b80c9d6157a43e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0920000000-9308cf8b2a3270fdbe45	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0091000000-0407edb727a6dc86736b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00kr-0290000000-15f46b8ccd52040f0d87	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0c33-0690000000-835682abfe82b09946d9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0019000000-6f1fdd414a31404ce61f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-08fr-0091000000-8f61d29ce7524211d111	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0090000000-4e4e69e7208a4f9deb46	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
6413.0	Log mg/kg	[3600:11000]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
258	Intestinal antiinflammatory agents	Healthcare, pharmaceuticals & veterinary products	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	HTH-type transcriptional regulator MgrA	P0C1S0	Staphylococcus aureus	Predicted (SEA)	0.155698
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	34.7208
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	32.2296
Click to view 3D structure	PH domain leucine-rich repeat-containing protein phosphatase 2	Q6ZVD8	Humans	Predicted (SEA)	0.0778492
Click to view 3D structure	2-Hydroxyacid oxidase 1	Q9WU19	Mus musculus	Predicted (SEA)	0.233548
Click to view 3D structure	Hepatocyte nuclear factor 4-gamma	Q14541	Humans	Predicted (SEA)	0.233548
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	58.7762
Click to view 3D structure	Hepatocyte nuclear factor 4-alpha	P41235	Humans	Predicted (SEA)	0.856341
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	110.935
Click to view 3D structure	Carbonic anhydrase 7	P43166	Humans	Predicted (SEA)	69.7529
Click to view 3D structure	Gag-Pol polyprotein	P03354	Rous sarcoma virus (strain Prague C) (RSV-PrC)	Predicted (SEA)	0.856341
Click to view 3D structure	Carbonic anhydrase 6	P23280	Humans	Predicted (SEA)	42.9728
Click to view 3D structure	Carbonic anhydrase 14	Q9ULX7	Humans	Predicted (SEA)	58.2312
Click to view 3D structure	Carbonic anhydrase 4	P22748	Humans	Predicted (SEA)	64.3813
Click to view 3D structure	Carbonic anhydrase	Q2PCB5	Dicentrarchus labrax	Predicted (SEA)	1.01204
Click to view 3D structure	Complement component C9	P02748	Humans	Predicted (SEA)	0.155698
Click to view 3D structure	Gag-Pol polyprotein	Q7ZJM1	Human immunodeficiency virus 1	Predicted (SEA)	29.5049
Click to view 3D structure	Serine/threonine-protein kinase pim-1	P11309	Humans	Predicted (SEA)	524.548
Click to view 3D structure	Carbonic anhydrase 15	Q99N23	Mus musculus	Predicted (SEA)	42.1164
Click to view 3D structure	Replicase polyprotein 1ab	P0DTD1	SARS-CoV-2	Predicted (SEA)	95.6767
Click to view 3D structure	Prostaglandin G/H synthase 2	P35354	Humans	Predicted (SEA)	82.6759
Click to view 3D structure	Stromal cell-derived factor 1	P48061	Humans	Predicted (SEA)	8.09632
Click to view 3D structure	L-lactate dehydrogenase A chain	P00338	Humans	Predicted (SEA)	2.80257
Click to view 3D structure	Carbonic anhydrase 5A, mitochondrial	P35218	Humans	Predicted (SEA)	98.7907
Click to view 3D structure	Carbonic anhydrase 3	P07451	Humans	Predicted (SEA)	27.0915