sulfamidochrysoidine (CED0031221)

Record Information

Version

1.0

Creation Date

2016-06-03 10:20:24 UTC

Update Date

2026-03-31 17:58:38 UTC

SynCED ID

CED0031221

Secondary Accession Numbers

CHEM042856

Identification

Common Name

sulfamidochrysoidine

Class

Small Molecule

Description

Sulfamidochrysoidine is an organic compound with the formula C12H13N5O2S and an average molecular weight of 291.33 g/mol. Sulfamidochrysoidine belongs to the azobenzenes, a class of organoheterocyclic compounds within the organic compounds. The substance is found in or released from two recorded sources: healthcare, pharmaceuticals & veterinary products (Antibiotics) and food, food processing & cookware (Processing Meats). Recorded exposure routes for this compound include inhalation and oral pathways.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-[2-(2,4-Diaminophenyl)diazen-1-yl]benzene-1-sulphonamide	Generator
2',4'-Diaminoazobenzene-4-sulfonamide	MeSH
Sulfamidochrysoidin	MeSH
Sulfamidochrysoidine	MeSH
Streptocide (evans)	MeSH
Sulfamidochrysoidine hydrochloride	MeSH

Chemical Formula

C₁₂H₁₃N₅O₂S

Average Molecular Mass

291.330 g/mol

Monoisotopic Mass

291.079 g/mol

CAS Registry Number

103-12-8

IUPAC Name

4-[2-(2,4-diaminophenyl)diazen-1-yl]benzene-1-sulfonamide

Traditional Name

prontosil

SMILES

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

InChI Identifier

InChI=1S/C12H13N5O2S/c13-8-1-6-12(11(14)7-8)17-16-9-2-4-10(5-3-9)20(15,18)19/h1-7H,13-14H2,(H2,15,18,19)

InChI Key

ABBQGOCHXSPKHJ-UHFFFAOYSA-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
Benzenesulfonamide
Benzenesulfonyl group
Aniline or substituted anilines
Monocyclic benzene moiety
Benzenoid
Organosulfonic acid amide
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Aminosulfonyl compound
Sulfonyl
Azo compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Amine
Hydrocarbon derivative
Organic oxide
Primary amine
Organosulfur compound
Organonitrogen compound
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

antimicrobial agent (PMC12121898 , PMC10451904 )?
prodrug (PMC12121898 , PMC11346456 )?
sulfonamide antibiotic (PMC5243131 )?

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	0.085 g/L	ALOGPS
logP	1.91	ALOGPS
logP	1.33	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	10.03	ChemAxon
pKa (Strongest Basic)	3.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	136.92 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	81.94 m³·mol⁻¹	ChemAxon
Polarizability	29.42 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	splash10-00di-5940000000-a4900819d58fe7eaf1b5	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	splash10-004l-0390000000-b5c5491a6e7332b97aba	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-3590000000-a9370052f30d3c4ee52a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03e9-9600000000-116d59e29ea36dc153fc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0290000000-a732b4731e71378e0760	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-006x-2790000000-e28a7f3ef664e1204678	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00fr-2900000000-495eaa5ed2d578ecd759	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
2172.0 Log mg/kg [1200:3900]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000010	Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.	Agriculture & land management	PubChem
CEDs000070	Stormwater runoff?Stormwater runoff refers to the flow of rainwater or melted snow that does not soak into the ground and instead collects pollutants as it travels over impervious surfaces such as roads and parking lots.	Automotive & urban infrastructure	PubChem
CEDs000306	Antibiotics?Antibiotics are synthetic or semi-synthetic compounds used to treat bacterial infections in humans and animals.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000518	Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.	Electrical & Electronic Equipment	PubChem
CEDs000524	Hybrid Capacitors?Hybrid capacitors are energy storage devices that combine the properties of electrolytic and supercapacitors, utilizing a combination of electrochemical principles to achieve higher energy density and power density.	Electrical & Electronic Equipment	PubChem
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	PubChem
CEDs000552	Processing Meats?Processing meats can lead to synthetic chemical contamination primarily through the use of additives and preservatives.	Food, food processing & cookware	PubChem
CEDs000580	Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.	Industrial manufacturing & chemical processing	PubChem
CEDs000685	Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.	Building & Construction	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000698	Jewellery?Jewellery production often involves the use of various synthetic chemicals during the extraction and processing of metals.	Mining & metal processing	PubChem
CEDs000739	Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.	Paper, pulp & fiber products	PubChem
CEDs000740	Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.	Paper, pulp & fiber products	PubChem
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	PubChem

Pathways

0 pathwaysPathway Source: PathBank

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	Carbonic anhydrase 4	Q95323	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.415 Applicability Domain 0.5 Statistical Significance 0.0015 Supporting Reference Compounds 64 E-value 11.7552
Click to view 3D structure	Delta carbonic anhydrase	Q5U9J1	Conticribra weissflogii	Predicted (SEA)	Prediction Confidence Score 0.415 Applicability Domain 0.5 Statistical Significance 3.80e-04 Supporting Reference Compounds 35 E-value 2.95827
Click to view 3D structure	AGAP002992-PA	Q5TU56	Anopheles gambiae	Predicted (SEA)	Prediction Confidence Score 0.415 Applicability Domain 0.5 Statistical Significance 2.10e-04 Supporting Reference Compounds 30 E-value 1.63483
Click to view 3D structure	Carbonic anhydrase 5B, mitochondrial	Q9Y2D0	Humans	Predicted (SEA)	Prediction Confidence Score 0.415 Applicability Domain 0.5 Statistical Significance 0.0017 Supporting Reference Compounds 157 E-value 13.6236
Click to view 3D structure	Carbonic anhydrase 14	Q9ULX7	Humans	Predicted (SEA)	Prediction Confidence Score 0.414 Applicability Domain 0.5 Statistical Significance 0.0021 Supporting Reference Compounds 172 E-value 16.0369
Click to view 3D structure	Carbonic anhydrase 4	P22748	Humans	Predicted (SEA)	Prediction Confidence Score 0.414 Applicability Domain 0.5 Statistical Significance 0.002 Supporting Reference Compounds 193 E-value 15.8812
Click to view 3D structure	Carbonic anhydrase	P40881	Methanosarcina thermophila	Predicted (SEA)	Prediction Confidence Score 0.414 Applicability Domain 0.5 Statistical Significance 1.70e-04 Supporting Reference Compounds 22 E-value 1.32344
Click to view 3D structure	Carbonic anhydrase 13	Q9D6N1	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.411 Applicability Domain 0.5 Statistical Significance 7.10e-04 Supporting Reference Compounds 70 E-value 5.52729
Click to view 3D structure	Carbonate dehydratase	B2V8E3	Sulfurihydrogenibium sp. (strain YO3AOP1)	Predicted (SEA)	Prediction Confidence Score 0.41 Applicability Domain 0.5 Statistical Significance 5.50e-04 Supporting Reference Compounds 40 E-value 4.28171
Click to view 3D structure	Carbonic anhydrase	O24855	Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori)	Predicted (SEA)	Prediction Confidence Score 0.41 Applicability Domain 0.5 Statistical Significance 6.90e-04 Supporting Reference Compounds 38 E-value 5.3716
Click to view 3D structure	Carbonic anhydrase	Q6FTL6	Candida glabrata CBS 138	Predicted (SEA)	Prediction Confidence Score 0.41 Applicability Domain 0.5 Statistical Significance 9.30e-04 Supporting Reference Compounds 46 E-value 7.23998
Click to view 3D structure	Alpha carbonic anhydrase	B5SU02	Stylophora pistillata	Predicted (SEA)	Prediction Confidence Score 0.41 Applicability Domain 0.5 Statistical Significance 5.10e-04 Supporting Reference Compounds 43 E-value 3.97031
Click to view 3D structure	Carbonic anhydrase 2	Q3I4V7	Cryptococcus neoformans	Predicted (SEA)	Prediction Confidence Score 0.41 Applicability Domain 0.5 Statistical Significance 5.40e-04 Supporting Reference Compounds 60 E-value 4.20386
Click to view 3D structure	Carbonic anhydrase 6	P23280	Humans	Predicted (SEA)	Prediction Confidence Score 0.41 Applicability Domain 0.5 Statistical Significance 0.0016 Supporting Reference Compounds 151 E-value 12.1445
Click to view 3D structure	Carbonic anhydrase, alpha family	Q31FD6	Thiomicrospira crunogena	Predicted (SEA)	Prediction Confidence Score 0.41 Applicability Domain 0.5 Statistical Significance 5.50e-04 Supporting Reference Compounds 41 E-value 4.28171
Click to view 3D structure	Carbonic anhydrase	Q5AJ71	Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast)	Predicted (SEA)	Prediction Confidence Score 0.41 Applicability Domain 0.5 Statistical Significance 7.50e-04 Supporting Reference Compounds 68 E-value 5.83869
Click to view 3D structure	Carbonic anhydrase	C0IX24	Stylophora pistillata	Predicted (SEA)	Prediction Confidence Score 0.41 Applicability Domain 0.5 Statistical Significance 5.10e-04 Supporting Reference Compounds 41 E-value 3.97031
Click to view 3D structure	Carbonic anhydrase 15	Q99N23	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.41 Applicability Domain 0.5 Statistical Significance 0.001 Supporting Reference Compounds 78 E-value 8.01847
Click to view 3D structure	NAD(P)H dehydrogenase [quinone] 1	P15559	Humans	Known	Not Available
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	Prediction Confidence Score 0.502 Applicability Domain 0.538 Statistical Significance 0.0012 Supporting Reference Compounds 372 E-value 9.34191
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	Prediction Confidence Score 0.502 Applicability Domain 0.538 Statistical Significance 0.0015 Supporting Reference Compounds 472 E-value 12.0666
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	Prediction Confidence Score 0.502 Applicability Domain 0.538 Statistical Significance 0.001 Supporting Reference Compounds 332 E-value 7.94062
Click to view 3D structure	Beta-carbonic anhydrase 1	P9WPJ7	Mycobacterium tuberculosis	Predicted (SEA)	Prediction Confidence Score 0.49 Applicability Domain 0.538 Statistical Significance 2.80e-04 Supporting Reference Compounds 55 E-value 2.17978
Click to view 3D structure	Carbonic anhydrase 7	P43166	Humans	Predicted (SEA)	Prediction Confidence Score 0.438 Applicability Domain 0.528 Statistical Significance 0.0019 Supporting Reference Compounds 242 E-value 14.7914
Click to view 3D structure	PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE)	P96878	Mycobacterium tuberculosis	Predicted (SEA)	Prediction Confidence Score 0.431 Applicability Domain 0.538 Statistical Significance 7.10e-04 Supporting Reference Compounds 38 E-value 5.52729
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	Prediction Confidence Score 0.43 Applicability Domain 0.5 Statistical Significance 0.0044 Supporting Reference Compounds 407 E-value 34.098