3-amino-4-hydroxy-5-nitrobenzenesulphonic acid (CED0189425)

Record Information

Version

1.0

Creation Date

2016-06-03 12:30:10 UTC

Update Date

2026-08-23 12:59:54 UTC

Accession Number

CHEM044712

Identification

Common Name

3-amino-4-hydroxy-5-nitrobenzenesulphonic acid

Class

Small Molecule

Description

3-amino-4-hydroxy-5-nitrobenzenesulphonic acid belongs to the nitrophenols, a subclass of phenols within the organic compounds. This benzenoid compound has the formula C6H6N2O6S and an average molecular weight of 234.18 g/mol. It has been found in or released from two recorded sources: drinking water (drinking water & water supply) and thin magnetic films (electrical & electronic equipment). The recorded exposure route for this substance is oral.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Amino-4-hydroxy-5-nitrobenzene-1-sulfonate	Generator
3-Amino-4-hydroxy-5-nitrobenzene-1-sulphonate	Generator
3-Amino-4-hydroxy-5-nitrobenzene-1-sulphonic acid	Generator

Chemical Formula

C₆H₆N₂O₆S

Average Molecular Mass

234.180 g/mol

Monoisotopic Mass

233.995 g/mol

CAS Registry Number

96-93-5

IUPAC Name

3-amino-4-hydroxy-5-nitrobenzene-1-sulfonic acid

Traditional Name

3-amino-4-hydroxy-5-nitrobenzenesulfonic acid

SMILES

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

InChI Identifier

InChI=1S/C6H6N2O6S/c7-4-1-3(15(12,13)14)2-5(6(4)9)8(10)11/h1-2,9H,7H2,(H,12,13,14)

InChI Key

RHPXYZMDLOJTFF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitrophenols. Nitrophenols are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both a hydroxyl group and a nitro group on two different ring carbon atoms.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Benzenesulfonate
Nitrophenol
Arylsulfonic acid or derivatives
Benzenesulfonyl group
Nitrobenzene
1-sulfo,2-unsubstituted aromatic compound
Aminophenol
O-aminophenol
Nitroaromatic compound
Aniline or substituted anilines
Monocyclic benzene moiety
Organosulfonic acid
Sulfonyl
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
C-nitro compound
Organic nitro compound
Organic 1,3-dipolar compound
Organic oxoazanium
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organosulfur compound
Primary amine
Organic oxygen 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	0.67 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-0.27	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	-4.2	ChemAxon
pKa (Strongest Basic)	1.56	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	146.44 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	50.69 m³·mol⁻¹	ChemAxon
Polarizability	18.92 Å³	ChemAxon
Number of Rings	1	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 LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0190000000-6a922366a085d3b95a79	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fri-0890000000-614a35e29a41f587a240	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00b9-1900000000-e6f43a3849fa1ffb1bf9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-1090000000-40ed0f6c34852cc6343d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-4490000000-dbcb918daa77293930d2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-9100000000-3cb696061b26df9c3aac	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
6055.0	Log mg/kg	[3400:11000]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
115	Drinking water	Drinking water & water supply	Not Available
538	Thin Magnetic Films	Electrical & Electronic Equipment	Not Available
633	Azo Dyes	Textiles, leather & furnishings	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	DNA (cytosine-5)-methyltransferase 1	P26358	Humans	Predicted (SEA)	15.4141
Click to view 3D structure	Catechol O-methyltransferase	P22734	Rattus norvegicus	Predicted (SEA)	1.63483
Click to view 3D structure	Catechol O-methyltransferase	Q99028	Sus scrofa	Predicted (SEA)	1.55698
Click to view 3D structure	Genome polyprotein	P29990	dengue virus type 2	Predicted (SEA)	15.492
Click to view 3D structure	1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-1	P19174	Humans	Predicted (SEA)	1.24559
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	431.44
Click to view 3D structure	Sentrin-specific protease 2	Q9HC62	Humans	Predicted (SEA)	2.95827
Click to view 3D structure	Carbonic anhydrase 5A, mitochondrial	P35218	Humans	Predicted (SEA)	179.287
Click to view 3D structure	Modulator of drug activity A	Q8X6S1	Escherichia coli O157:H7	Predicted (SEA)	0.311397
Click to view 3D structure	G-protein coupled receptor 35	Q9HC97	Humans	Predicted (SEA)	48.033
Click to view 3D structure	Putative nitroreductase	Q4A0P1	Staphylococcus saprophyticus subsp. saprophyticus (strain ATCC 15305 / DSM20229 / NCIMB 8711 / NCTC 7292 / S-41)	Predicted (SEA)	1.55698
Click to view 3D structure	RNA-editing ligase 1, mitochondrial	P86926	Trypanosoma brucei brucei	Predicted (SEA)	0.0778492
Click to view 3D structure	Induced myeloid leukemia cell differentiation protein Mcl-1	Q07820	Humans	Predicted (SEA)	276.209
Click to view 3D structure	Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase	Q9BHT9	Plasmodium berghei	Predicted (SEA)	33.0859
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	454.328
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	403.57
Click to view 3D structure	Carbonic anhydrase 4	Q95323	Bos taurus	Predicted (SEA)	108.444
Click to view 3D structure	Carbonic anhydrase 4	P22748	Humans	Predicted (SEA)	179.987
Click to view 3D structure	Endolysin	P00720	Enterobacteria phage T4	Predicted (SEA)	14.48
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	519.021
Click to view 3D structure	Sentrin-specific protease 7	Q9BQF6	Humans	Predicted (SEA)	200.929
Click to view 3D structure	Carbonic anhydrase	Q6FTL6	Candida glabrata CBS 138	Predicted (SEA)	84.8557
Click to view 3D structure	Beta-carbonic anhydrase 1	P9WPJ7	Mycobacterium tuberculosis	Predicted (SEA)	84.2329
Click to view 3D structure	Carbonic anhydrase 5B, mitochondrial	Q9Y2D0	Humans	Predicted (SEA)	170.957
Click to view 3D structure	Transthyretin	P02766	Humans	Predicted (SEA)	52.3925