Diphenyleneiodonium chloride - Moligand™, 10mM in DMSO , Agonist of GPR3, CAS No.4673-26-1, Agonist of GPR3

CAS: 4673-26-1 Cat. No.: D424096 Molecular Weight: 314.55 EC Number: 805-298-3 PubChem CID: 2733504

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

8-iodoniatricyclo[7.4.0.02,7]trideca-1(13),2,4,6,9,11-hexaene;chloride | 8-iodoniatricyclo[7.4.0.0^{2,7]trideca-1(13),2,4,6,9,11-hexaene;chloride | AKOS015903219 | EU-0100367 | DTXSID00196932 | dibenzo[b,d]iodolium chloride | Diphenyleneiodonium Chloride

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Diphenyleneiodonium chloride (DPI) is an inhibitor of NADPH oxidase and also a potent, irreversible, and time-, temperature-dependent iNOS/eNOS inhibitor. Diphenyleneiodonium chloride (DPI) also functions as a TRPA1 activator and selectively inhibits intracellular reactive oxygen species (ROS).

Specifications

Synonyms

8-iodoniatricyclo[7.4.0.02, 7]trideca-1(13), 2, 4, 6, 9, 11-hexaene;chloride | 8-iodoniatricyclo[7.4.0.0^{2, 7]trideca-1(13), 2, 4, 6, 9, 11-hexaene;chloride | AKOS015903219 | EU-0100367 | DTXSID00196932 | dibenzo[b, d]iodolium chloride | Diphenyleneiodonium Chloride

Specifications & Purity

Moligand™, 10mM in DMSO

Biochemical and Physiological Mechanisms

Potent NO synthase, NADPH oxidases and NADPH cytochrome P450 oxidoreductase inhibitor (IC 50 = 30 nM, NO production). Suppresses light-dependent induction of clock and DNA repair genes. Inhibits platelet aggregation in vivo.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

AGONIST

Mechanism of action

Agonist of GPR3

Names and Identifiers

• Canonical Smiles: C1=CC=C2C(=C1)C3=CC=CC=C3[I+]2.[Cl-]
• IUPAC Name: 8-iodoniatricyclo[7.4.0.02,7]trideca-1(13),2,4,6,9,11-hexaene;chloride
• InChIKey: FCFZKAVCDNTYID-UHFFFAOYSA-M
• INCHI: 1S/C12H8I.ClH/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11;/h1-8H;1H/q+1;/p-1
• Isomeric SMILES: C1=CC=C2C(=C1)C3=CC=CC=C3[I+]2.[Cl-]
• WGK Germany: 3
• PubChem CID: 2733504
• Molecular Weight: 314.55

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organohalogen compounds
    • Class Aryl halides
      • Subclass Aryl iodides

• Kingdom: Organic compounds
• Superclass: Organohalogen compounds
• Class: Aryl halides
• Subclass: Aryl iodides
• Intermediate Tree Nodes: Not available
• Direct Parent: Aryl iodides
• Alternative Parents: Benzenoids Organoheterocyclic compounds Organic chloride salts Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzenoid - Aryl iodide - Organoheterocyclic compound - Hydrocarbon derivative - Organic chloride salt - Organic salt - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as aryl iodides. These are organic compounds containing the acyl iodide functional group.
• External Descriptors: organic chloride salt

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

GPR3 Tchem G-protein coupled receptor 3 (1 Activities)

Discover Target: GPR3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

XDH Tclin Xanthine dehydrogenase (1038 Activities)

Discover Target: XDH

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DHODH Tclin Dihydroorotate dehydrogenase (2737 Activities)

Discover Target: DHODH

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HepG2 (196354 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Rattus norvegicus (775804 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RAW264.7 (28094 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 312-322°C
• Molecular Weight: 314.550 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 313.936 Da
• Monoisotopic Mass: 313.936 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 170.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Denan Mu, Jinfeng Xing.  (2023)  The preparation of double network hydrogel with high mechanical properties by photopolymerization under the green LED irradiation and enhancement of wet adhesion by tannic acid.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2023.131656]

2. Shujie Liu, Zhen Wang, Jinfeng Xing.  (2022)  A tunable multifunctional hydrogel with balanced adhesion, toughness and self-healing ability prepared by photopolymerization under green LED irradiation for wound dressing.  EUROPEAN POLYMER JOURNAL,      [PMID:] [10.1016/j.eurpolymj.2022.111119]

3. Shuang Guo, Yue Ma, Hao Liang, Xiaoyan Zhao, Dan Wang.  (2021)  The effect of diphenyliodonium iodide treatment on bisdemethoxycurcumin accumulation in fresh-cut yam.  INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY,  57  (1): (566-575).  [PMID:] [10.1111/ijfs.15452]