Phenarsazine oxide (CED0092483)

Record Information

Version

1.0

Creation Date

2009-06-19 21:58:36 UTC

Update Date

2026-08-22 02:26:47 UTC

SynCED ID

CED0092483

Secondary Accession Numbers

CHEM001140
T3D1321

Identification

Common Name

Phenarsazine oxide

Class

Small Molecule

Description

Phenarsazine oxide is a solid exogenous compound with the formula C24H16As2O3. Phenarsazine oxide belongs to the ethers, a subclass of organooxygen compounds within the organic compounds. With an average molecular weight of 502.23 g/mol, Phenarsazine oxide is a heavy molecule. It is used industrially as a biocide. Recorded sources of the compound include food preservation, soap dispensers, ceilings, coins, credit card holders, and electrical and electronic equipment such as power cables, electric switches, antennas, and conductors or conductive bodies characterised by the conductive materials. The compound interacts with 32 recorded protein targets. Arsenic binds to hemoglobin subunits alpha (HBA1) and beta (HBB), haptoglobin, the estrogen receptor (ESR1), the glucocorticoid receptor (NR3C1), and various actin proteins, including alpha skeletal muscle (ACTA1), aortic smooth muscle (ACTA2), cytoplasmic 1 (ACTB), and cytoplasmic 2 (ACTG1). Arsenic binding of XPA is believed to induce carcinogenesis by affecting DNA repair. Additionally, arsenic binds glutathione reductase, mitochondrial (GSR), which results in the inhibition of essential biochemical reactions, alteration of cellular redox status, and eventual cytotoxicity. Arsenic disrupts ATP production through several mechanisms. It inhibits pyruvate dehydrogenase—including the mitochondrial dihydrolipoyllysine-residue acetyltransferase component (DLAT), the mitochondrial pyruvate dehydrogenase E1 component subunit beta (PDHB), and the mitochondrial pyruvate dehydrogenase E1 component subunit alpha in both somatic (PDHA1) and testis-specific (PDHA2) forms—at the level of the citric acid cycle. By competing with phosphate, it uncouples oxidative phosphorylation, inhibiting energy-linked reduction of NAD+, mitochondrial respiration, and ATP synthesis. Furthermore, hydrogen peroxide production is increased, which might form reactive oxygen species and oxidative stress.

Contaminant Type

Aromatic Hydrocarbon
Arsenic Compound
Ether
Industrial/Workplace Toxin
Organic Compound
Organometallic
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
10,10'-Oxybisphenoxarsine oxide	MeSH
Phenoxarsine oxide	MeSH

Chemical Formula

C₂₄H₁₆As₂O₃

Average Molecular Mass

502.225 g/mol

Monoisotopic Mass

501.953 g/mol

CAS Registry Number

58-36-6

IUPAC Name

10-(10H-phenoxarsinin-10-yloxy)-10H-phenoxarsinine

Traditional Name

10,10'-oxydiphenoxarsine

SMILES

O([As]1C2=CC=CC=C2OC2=CC=CC=C12)[As]1C2=CC=CC=C2OC2=CC=CC=C12

InChI Identifier

InChI=1S/C24H16As2O3/c1-5-13-21-17(9-1)25(18-10-2-6-14-22(18)27-21)29-26-19-11-3-7-15-23(19)28-24-16-8-4-12-20(24)26/h1-16H

InChI Key

VCRZAKVGPJFABU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Diarylethers

Alternative Parents

Substituents

Diaryl ether
Benzenoid
Trivalent organic arsenic compound
Oxygen-containing organoarsenic compound
Oxacycle
Organic metalloid salt
Organoheterocyclic compound
Organopnictogen compound
Hydrocarbon derivative
Organic salt
Organoarsenic compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Membrane

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

Solid

Appearance

Colorless crystals.

Experimental Properties

Property	Value
Melting Point	184.5°C
Boiling Point	Not Available
Solubility	0.005 mg/mL at 20°C [MERCK INDEX (1996)]

Predicted Properties

Property	Value	Source
Water Solubility	0.0016 g/L	ALOGPS
logP	6.52	ALOGPS
logP	6.44	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	27.69 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	103.61 m³·mol⁻¹	ChemAxon
Polarizability	43.93 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0000090000-232782e0cb37983686ef	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0000090000-232782e0cb37983686ef	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-3000090000-39d83d93abeb7cdf2ec7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0000090000-7375c9efbc5b8e66a03c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0000090000-7375c9efbc5b8e66a03c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00dj-2000910000-e98146c61adc977e4179	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
40.0 mg/kg	Rat	LD50	Oral	experimental	Not Available	9

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Arsenic and its metabolites disrupt ATP production through several mechanisms. At the level of the citric acid cycle, arsenic inhibits pyruvate dehydrogenase and by competing with phosphate it uncouples oxidative phosphorylation, thus inhibiting energy-linked reduction of NAD+, mitochondrial respiration, and ATP synthesis. Hydrogen peroxide production is also increased, which might form reactive oxygen species and oxidative stress. Arsenic's carginogenicity is influenced by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. The binding of other arsenic protein targets may also cause altered DNA repair enzyme activity, altered DNA methylation patterns and cell proliferation. (7, 1)

Carcinogenicity (IARC Classification)

3, not classifiable as to its carcinogenicity to humans. (6)

Minimum Risk Level

Acute Oral: 0.005 mg/kg/day (5) Chronic Oral: 0.0003 mg/kg/day (5) Chronic Inhalation: 0.01 mg/m3 (5)

Symptoms

Exposure to lower levels of arsenic can cause nausea and vomiting, decreased production of red and white blood cells, abnormal heart rhythm, damage to blood vessels, and a sensation of

Treatment

Arsenic poisoning can be treated by chelation therapy, using chelating agents such as dimercaprol, EDTA or DMSA. Charcoal tablets may also be used for less severe cases. In addition, maintaining a diet high in sulfur helps eliminate arsenic from the body. (3)

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
CEDs000233	Brushes?Brushes used in personal care and cosmetics can be a source of synthetic chemical contamination due to the materials and coatings used in their manufacturing.	Personal care & cosmetics	PubChem
CEDs000495	Ceilings?Ceilings in built environments can be a source of synthetic chemical contamination due to the materials used in their construction and finishes.	Building & Construction	PubChem
CEDs000506	Antennas?Antennas, commonly used in communication technologies, can be a source of synthetic chemical contamination through the materials and coatings used in their construction.	Electrical & Electronic Equipment	PubChem
CEDs000511	Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.	Electrical & Electronic Equipment	PubChem
CEDs000517	Electric Switches?Electric switches, integral components in numerous devices, can be a source of synthetic chemical contamination due to the materials and manufacturing processes involved in their production.	Electrical & Electronic Equipment	PubChem
CEDs000529	Power Cables?Power cables are used to transmit electrical energy and are typically composed of conductive materials, insulation, and protective coatings.	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
CEDs000564	Soap Dispensers?Soap dispensers, commonly used for dispensing liquid soaps and sanitizers, can become a source of synthetic chemical contamination due to the materials used in their construction and the products they dispense.	Household cleaning & consumer products	PubChem
CEDs000571	Coins?Coins can serve as a source of synthetic chemical contamination due to their production processes and the materials used in their composition.	Household items	PubChem
CEDs000572	Credit Card Holders?Credit card holders are often manufactured using synthetic polymers such as polyvinyl chloride (PVC) and polyurethane, which may contain additives like plasticizers, stabilizers, and flame retardants.	Household items	PubChem
CEDs000581	Paper Making Machines?Paper making machines utilize various synthetic chemicals throughout the production process, including additives, coatings, and bleaching agents.	Industrial manufacturing & chemical processing	PubChem
CEDs000591	Lifeboats?Lifeboats, used for emergency evacuation at sea, can be a source of synthetic chemical contamination due to the materials and substances used in their construction and maintenance.	Marine, shipping & aquaculture	PubChem
CEDs000596	Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.	Agriculture & land management	PubChem
CEDs000597	Chemosterilants?Chemosterilants are synthetic chemicals designed to induce sterility in target pest populations, thereby controlling their reproduction and mitigating damage to crops.	Agriculture & land management	PubChem
CEDs000600	Herbicides And Algicides?Herbicides and algicides are synthetic chemicals primarily used to control unwanted plants and algae in various environments.	Agriculture & land management	PubChem
CEDs000602	Molluscicides?Molluscicides are synthetic chemicals specifically designed to control and eliminate mollusks, such as snails and slugs, which can be detrimental to crops and agricultural productivity.	Agriculture & land management	PubChem
CEDs000603	Nematocides?Nematocides are synthetic chemicals specifically designed to control nematodes, which are microscopic roundworms that can cause significant damage to crops and plants.	Agriculture & land management	PubChem
CEDs000604	Pest Attractants?Pest attractants are synthetic chemicals designed to lure specific pests for monitoring or control purposes.	Agriculture & land management	PubChem
CEDs000605	Pest Repellants?Pest repellents, often formulated from synthetic chemicals, are widely used to protect crops from insect infestations and other pests.	Agriculture & land management	PubChem
CEDs000606	Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.	Agriculture & land management	PubChem
CEDs000607	Rodenticides(1)?Rodenticides are synthetic chemicals specifically formulated to control rodent populations, serving as a crucial tool in managing pests that can damage crops and spread diseases.	Agriculture & land management	PubChem
CEDs000608	Rodenticides?Rodenticides are chemical substances specifically designed to control rodent populations by causing death through various mechanisms, including anticoagulation or neurotoxicity.	Agriculture & land management	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000612	Body Washing Or Cleaning Implements?Body washing or cleaning implements, such as synthetic sponges, loofahs, and washcloths, can be sources of synthetic chemical contamination due to the materials used in their production.	Personal care & cosmetics	PubChem
CEDs000619	Manicure Pedicure?Manicure and pedicure procedures often involve the use of various synthetic chemicals, including solvents, nail polishes, and nail adhesives.	Personal care & cosmetics	PubChem
CEDs000631	Anthraquinone Dyes?Anthraquinone dyes are a class of synthetic organic compounds characterized by their vibrant colors and stability, making them widely used in various applications, particularly in coloring textiles and leather.	Textiles, leather & furnishings	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000633	Azo Dyes?Azo dyes are synthetic organic compounds characterized by the presence of one or more azo groups (-N=N-), which are widely used for coloring textiles, leather, and furnishings.	Textiles, leather & furnishings	PubChem
CEDs000642	Footwear?Footwear production often involves the use of various synthetic chemicals, such as adhesives, dyes, and treatments, which can contribute to environmental contamination.	Textiles, leather & furnishings	PubChem
CEDs000650	Purses Luggage Hand Bags?Purses, luggage, and handbags are often manufactured using synthetic materials such as polyvinyl chloride (PVC), polyurethane, and various types of nylon.	Textiles, leather & furnishings	PubChem
CEDs000662	Yarns Or Threads?Yarns or threads used in textiles can be a source of synthetic chemical contamination due to the production processes and treatments they undergo.	Textiles, leather & furnishings	PubChem
CEDs000663	Sanitary Equipment?Sanitary equipment, including toilets, sinks, and drainage systems, can serve as conduits for synthetic chemical contamination.	Wastewater, sanitation & biosolids	PubChem
CEDs000665	Fire Extinguishers?Fire extinguishers contain various synthetic chemicals designed to suppress flames and prevent the spread of fire.	Fire suppression systems & agents	PubChem
CEDs000678	Nitrogenous Fertilisers?Nitrogenous fertilizers are synthetic chemical compounds primarily used to enhance plant growth by supplying essential nitrogen, a crucial nutrient for photosynthesis and protein synthesis.	Agriculture & land management	PubChem
CEDs000679	Phosphatic Fertilisers?Phosphatic fertilizers are synthetic chemical products primarily composed of phosphorus, which is essential for plant growth.	Agriculture & land management	PubChem
CEDs000688	Glass Coatings?Glass coatings are synthetic chemical formulations applied to glass surfaces to enhance properties such as durability, UV resistance, and aesthetic appeal.	Building & Construction	PubChem
CEDs000692	Silica Free Oxide Glass?Silica Free Oxide Glass is a type of glass that is produced using alternative materials to traditional silica-based formulations.	Building & Construction	PubChem
CEDs000693	Silica Glass?Silica glass, primarily composed of silicon dioxide (SiO2), is widely used in various applications, including windows, glass facades, and insulation materials.	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
CEDs000734	Coating Compositions?Coating compositions, which include paints, sealants, and varnishes, are formulated with a variety of synthetic chemicals such as solvents, resins, pigments, and additives.	Building & Construction	PubChem
CEDs000738	Cooling Circuit Water?Cooling circuit water is utilized in various industrial processes to absorb and dissipate heat generated during operations.	Industrial manufacturing & chemical 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
CEDs000741	Pigment Pastes?Pigment pastes are concentrated dispersions of pigments used to impart color and properties to materials.	Paper, pulp & fiber products	PubChem
CEDs000743	Sludge Treatment?Sludge treatment involves the processing of waste materials generated from wastewater treatment plants, which often contain a variety of organic and inorganic substances.	Wastewater, sanitation & biosolids	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	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	Prediction Confidence Score 0.206 Applicability Domain 0.227 Low confidence Statistical Significance 0.7665 Supporting Reference Compounds 1103 E-value 5967.14
Click to view 3D structure	D(4) dopamine receptor	P21917	Humans	Predicted (SEA)	Prediction Confidence Score 0.206 Applicability Domain 0.227 Low confidence Statistical Significance 0.6163 Supporting Reference Compounds 524 E-value 4797.69
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	Prediction Confidence Score 0.204 Applicability Domain 0.227 Low confidence Statistical Significance 0.7491 Supporting Reference Compounds 861 E-value 5831.92
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	Prediction Confidence Score 0.202 Applicability Domain 0.227 Low confidence Statistical Significance 0.8032 Supporting Reference Compounds 955 E-value 6252.93
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	Prediction Confidence Score 0.201 Applicability Domain 0.227 Low confidence Statistical Significance 0.7996 Supporting Reference Compounds 823 E-value 6224.59
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	Prediction Confidence Score 0.196 Applicability Domain 0.222 Low confidence Statistical Significance 0.6264 Supporting Reference Compounds 472 E-value 4876.24
Click to view 3D structure	Metabotropic glutamate receptor 3	P31422	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.194 Applicability Domain 0.204 Low confidence Statistical Significance 0.1195 Supporting Reference Compounds 39 E-value 930.61
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P14842	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.193 Applicability Domain 0.204 Low confidence Statistical Significance 0.6528 Supporting Reference Compounds 380 E-value 5082.23
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	Prediction Confidence Score 0.193 Applicability Domain 0.227 Low confidence Statistical Significance 0.77 Supporting Reference Compounds 536 E-value 5994.78
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	Prediction Confidence Score 0.192 Applicability Domain 0.222 Low confidence Statistical Significance 0.5756 Supporting Reference Compounds 332 E-value 4480.77
Click to view 3D structure	D(2) dopamine receptor	P61169	Rat	Predicted (SEA)	Prediction Confidence Score 0.192 Applicability Domain 0.2 Low confidence Statistical Significance 0.6948 Supporting Reference Compounds 528 E-value 5409.2
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	Prediction Confidence Score 0.192 Applicability Domain 0.227 Low confidence Statistical Significance 0.8101 Supporting Reference Compounds 507 E-value 6306.88
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	Prediction Confidence Score 0.191 Applicability Domain 0.2 Low confidence Statistical Significance 0.8743 Supporting Reference Compounds 953 E-value 6806.44
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Predicted (SEA)	Prediction Confidence Score 0.191 Applicability Domain 0.229 Low confidence Statistical Significance 0.7921 Supporting Reference Compounds 385 E-value 6166.59
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	Prediction Confidence Score 0.19 Applicability Domain 0.2 Low confidence Statistical Significance 0.8199 Supporting Reference Compounds 487 E-value 6382.94
Click to view 3D structure	Alpha-2C adrenergic receptor	P18825	Humans	Predicted (SEA)	Prediction Confidence Score 0.19 Applicability Domain 0.2 Low confidence Statistical Significance 0.7378 Supporting Reference Compounds 386 E-value 5743.87
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P10980	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.189 Applicability Domain 0.229 Low confidence Statistical Significance 0.2967 Supporting Reference Compounds 98 E-value 2309.48
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	Prediction Confidence Score 0.189 Applicability Domain 0.227 Low confidence Statistical Significance 0.8948 Supporting Reference Compounds 686 E-value 6966.18
Click to view 3D structure	Alpha-2B adrenergic receptor	P18089	Humans	Predicted (SEA)	Prediction Confidence Score 0.189 Applicability Domain 0.2 Low confidence Statistical Significance 0.7419 Supporting Reference Compounds 340 E-value 5775.87
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	Prediction Confidence Score 0.188 Applicability Domain 0.222 Low confidence Statistical Significance 0.6522 Supporting Reference Compounds 372 E-value 5077.48
Click to view 3D structure	Metabotropic glutamate receptor 8	O00222	Humans	Predicted (SEA)	Prediction Confidence Score 0.187 Applicability Domain 0.204 Low confidence Statistical Significance 0.171 Supporting Reference Compounds 48 E-value 1331.38
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	Prediction Confidence Score 0.187 Applicability Domain 0.196 Low confidence Statistical Significance 0.8611 Supporting Reference Compounds 562 E-value 6703.83
Click to view 3D structure	Metabotropic glutamate receptor 1	Q13255	Humans	Predicted (SEA)	Prediction Confidence Score 0.187 Applicability Domain 0.204 Low confidence Statistical Significance 0.3454 Supporting Reference Compounds 68 E-value 2688.6
Click to view 3D structure	Carbonic anhydrase 4	P22748	Humans	Predicted (SEA)	Prediction Confidence Score 0.185 Applicability Domain 0.194 Low confidence Statistical Significance 0.5306 Supporting Reference Compounds 193 E-value 4130.6
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	Prediction Confidence Score 0.184 Applicability Domain 0.2 Low confidence Statistical Significance 0.9738 Supporting Reference Compounds 1245 E-value 7581.19
Click to view 3D structure	Actin, alpha skeletal muscle	P68133	Humans	Known	Arsenic binds to actin. (A16)
Click to view 3D structure	Actin, aortic smooth muscle	P62736	Humans	Known	Arsenic binds to actin. (A16)
Click to view 3D structure	Actin, cytoplasmic 1	P60709	Humans	Known	Arsenic binds to actin. (A16)
Click to view 3D structure	Actin, cytoplasmic 2	P63261	Humans	Known	Arsenic binds to actin. (A16)
Click to view 3D structure	Dihydrolipoyllysine-residue acetyltransferase component of pyruvate dehydrogenase complex, mitochondrial	P10515	Humans	Known	Arsenic disrupts ATP production through several mechanisms. At the level of the citric acid cycle, arsenic inhibits pyruvate dehydrogenase and by competing with phosphate it uncouples oxidative phosphorylation, thus inhibiting energy-linked reduction of NAD+, mitochondrial respiration, and ATP synthesis. Hydrogen peroxide production is also increased, which might form reactive oxygen species and oxidative stress. (T1)
Click to view 3D structure	Estrogen receptor	P03372	Humans	Known	Arsenic binds to the estrogen receptor. (A17)
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Known	Arsenic binds to the glucocorticoid receptor. (A17)
Click to view 3D structure	Glutathione reductase, mitochondrial	P00390	Humans	Known	Arsenic binds glutathione reductase, which results in the inhibition of essential biochemical reactions, alteration of cellular redox status, and eventual cytotoxicity. (L2)
Click to view 3D structure	Hemoglobin subunit alpha	P69905	Humans	Known	Arsenic binds to hemoglobin. (A15)
Click to view 3D structure	Hemoglobin subunit beta	P68871	Humans	Known	Arsenic binds to hemoglobin. (A15)
Click to view 3D structure	Kelch-like ECH-associated protein 1	Q14145	Humans	Known	Arsenic binds to kelch-like ECH-associated protein 1. (A17)
Click to view 3D structure	Poly [ADP-ribose] polymerase 1	P09874	Humans	Known	Arsenic binding of PARP-1 is believed to induce carcinogenesis by affecting DNA repair. (A17)
Click to view 3D structure	Tubulin-like protein alpha-4B	Q9H853	Humans	Known	Arsenic's carginogenicity is believed to be caused by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. (A17)
Click to view 3D structure	Pyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrial	P08559	Humans	Known	Arsenic disrupts ATP production through several mechanisms. At the level of the citric acid cycle, arsenic inhibits pyruvate dehydrogenase and by competing with phosphate it uncouples oxidative phosphorylation, thus inhibiting energy-linked reduction of NAD+, mitochondrial respiration, and ATP synthesis. Hydrogen peroxide production is also increased, which might form reactive oxygen species and oxidative stress. (T1)
Click to view 3D structure	Pyruvate dehydrogenase E1 component subunit alpha, testis-specific form, mitochondrial	P29803	Humans	Known	Arsenic disrupts ATP production through several mechanisms. At the level of the citric acid cycle, arsenic inhibits pyruvate dehydrogenase and by competing with phosphate it uncouples oxidative phosphorylation, thus inhibiting energy-linked reduction of NAD+, mitochondrial respiration, and ATP synthesis. Hydrogen peroxide production is also increased, which might form reactive oxygen species and oxidative stress. (T1)
Click to view 3D structure	Pyruvate dehydrogenase E1 component subunit beta, mitochondrial	P11177	Humans	Known	Arsenic disrupts ATP production through several mechanisms. At the level of the citric acid cycle, arsenic inhibits pyruvate dehydrogenase and by competing with phosphate it uncouples oxidative phosphorylation, thus inhibiting energy-linked reduction of NAD+, mitochondrial respiration, and ATP synthesis. Hydrogen peroxide production is also increased, which might form reactive oxygen species and oxidative stress. (T1)
Click to view 3D structure	Thioredoxin reductase 1, cytoplasmic	Q16881	Humans	Known	Arsenic binds thioredoxin reductase, which results in the inhibition of essential biochemical reactions, alteration of cellular redox status, and eventual cytotoxicity. (L2)
Click to view 3D structure	Thioredoxin reductase 2, mitochondrial	Q9NNW7	Humans	Known	Arsenic binds thioredoxin reductase, which results in the inhibition of essential biochemical reactions, alteration of cellular redox status, and eventual cytotoxicity. (L2)
Click to view 3D structure	Tubulin alpha-1A chain	Q71U36	Humans	Known	Arsenic's carginogenicity is believed to be caused by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. (A17)
Click to view 3D structure	Tubulin alpha-1B chain	P68363	Humans	Known	Arsenic's carginogenicity is believed to be caused by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. (A17)
Click to view 3D structure	Tubulin alpha-1C chain	Q9BQE3	Humans	Known	Arsenic's carginogenicity is believed to be caused by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. (A17)
Click to view 3D structure	Tubulin alpha-3E chain	Q6PEY2	Humans	Known	Arsenic's carginogenicity is believed to be caused by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. (A17)
Click to view 3D structure	Tubulin alpha-4A chain	P68366	Humans	Known	Arsenic's carginogenicity is believed to be caused by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. (A17)
Click to view 3D structure	Tubulin alpha-8 chain	Q9NY65	Humans	Known	Arsenic's carginogenicity is believed to be caused by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. (A17)
Click to view 3D structure	Tubulin beta chain	P07437	Humans	Known	Arsenic's carginogenicity is believed to be caused by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. (A17)
Click to view 3D structure	Tubulin beta-1 chain	Q9H4B7	Humans	Known	Arsenic's carginogenicity is believed to be caused by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. (A17)
Click to view 3D structure	Tubulin beta-2A chain	Q13885	Humans	Known	Arsenic's carginogenicity is believed to be caused by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. (A17)
Click to view 3D structure	Tubulin beta-2B chain	Q9BVA1	Humans	Known	Arsenic's carginogenicity is believed to be caused by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. (A17)
Click to view 3D structure	Tubulin beta-3 chain	Q13509	Humans	Known	Arsenic's carginogenicity is believed to be caused by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. (A17)
Click to view 3D structure	Tubulin beta-4A chain	P04350	Humans	Known	Arsenic's carginogenicity is believed to be caused by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. (A17)
Click to view 3D structure	Tubulin beta-4B chain	P68371	Humans	Known	Arsenic's carginogenicity is believed to be caused by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. (A17)
Click to view 3D structure	Tubulin beta-6 chain	Q9BUF5	Humans	Known	Arsenic's carginogenicity is believed to be caused by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. (A17)

Concentrations

Not Available

External Links

DrugBank ID

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HMDB ID

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FooDB ID

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Phenol Explorer ID

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KNApSAcK ID

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BiGG ID

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BioCyc ID

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METLIN ID

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PDB ID

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Wikipedia Link

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Chemspider ID

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ChEBI ID

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PubChem Compound ID

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Kegg Compound ID

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YMDB ID

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ECMDB ID

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References

Synthesis Reference

Not Available

MSDS

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General References

Kitchin KT, Wallace K: The role of protein binding of trivalent arsenicals in arsenic carcinogenesis and toxicity. J Inorg Biochem. 2008 Mar;102(3):532-9. doi: 10.1016/j.jinorgbio.2007.10.021. Epub 2007 Nov 22. [PubMed: 18164070]
ATSDR - Agency for Toxic Substances and Disease Registry (2007). Toxicological profile for arsenic. U.S. Public Health Service in collaboration with U.S. Environmental Protection Agency (EPA). - http://www.atsdr.cdc.gov/toxprofiles/tp2.html
Wikipedia. Arsenic toxicity. Last Updated 22 February 2009. - http://en.wikipedia.org/wiki/Arsenic_toxicity
Wikipedia. Metallothionein. Last Updated 20 December 2008. - http://en.wikipedia.org/wiki/Metallothionein
ATSDR - Agency for Toxic Substances and Disease Registry (2001). Minimal Risk Levels (MRLs) for Hazardous Substances. U.S. Public Health Service in collaboration with U.S. Environmental Protection Agency (EPA). - http://www.atsdr.cdc.gov/mrls/
International Agency for Research on Cancer (2014). IARC Monographs on the Evaluation of Carcinogenic Risks to Humans. - http://monographs.iarc.fr/index.php
Klaassen C and Watkins J (2003). Casarett and Doull's Essentials of Toxicology. New York, NY: McGraw-Hill.
Emsley, John (2001). Nature's Building Blocks: An A-Z Guide to the Elements. Oxford: Oxford University Press.
Lewis RJ (1996). Sax's Dangerous Properties of Industrial Materials. 9th ed. Volumes 1-3. New York, NY: Van Nostrand Reinhold.

Phenarsazine oxide (CED0092483)

Structure for CHEM001140: Phenarsazine oxide

No pathways found

Structure