1,10-Phenanthroline-5,6-Dione - Moligand™, ≥97% , CAS No.27318-90-7

CAS: 27318-90-7 Cat. No.: P107838 Molecular Weight: 210.19 EC Number: 627-684-9

GRADE & PURITY Moligand™, ≥97%

Synonyms

5,6-dihydro-1,10-phenanthroline-5,6-dione | cid_72810 | Mepentamate | SR-01000899541 | NSC 346882 | 1,10-phenanthroline-5,6-quinone | MLS003171048 | Stahl phd oxidant | SMR001874957 | P1973 | T5-8 | A819012 | SR-01000899541-2 | DTXSID60181763 | Fmoc-(R)-3

Storage

Room temperature

Shipped In

Normal

Overview

1,10-Phenanthroline-5,6-dione (phendio) forms Cu(II) and Ag(I) phendio complexes, which show potent anti-fungal and anti-cancer activity.The modification of glassy carbon (GC) electrodes with phendio complexes of transition metals leads to the catalytic oxidation of NADH at low overpotential.
A Bifunctional quinone oxidant

Specifications

Synonyms

5, 6-dihydro-1, 10-phenanthroline-5, 6-dione | cid_72810 | Mepentamate | SR-01000899541 | NSC 346882 | 1, 10-phenanthroline-5, 6-quinone | MLS003171048 | Stahl phd oxidant | SMR001874957 | P1973 | T5-8 | A819012 | SR-01000899541-2 | DTXSID60181763 | Fmoc-(R)-3

Specifications & Purity

Moligand™, ≥97%

Storage

Room temperature

Shipped In

Normal

Grade

Moligand™

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 488184715
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488184715
• Canonical Smiles: C1=CC2=C(C3=C(C=CC=N3)C(=O)C2=O)N=C1
• IUPAC Name: 1,10-phenanthroline-5,6-dione
• InChIKey: KCALAFIVPCAXJI-UHFFFAOYSA-N
• INCHI: 1S/C12H6N2O2/c15-11-7-3-1-5-13-9(7)10-8(12(11)16)4-2-6-14-10/h1-6H
• Isomeric SMILES: C1=CC2=C(C3=C(C=CC=N3)C(=O)C2=O)N=C1
• WGK Germany: 3
• Alternate CAS: 27318-90-7
• NSC Number: 346882
• MeSH Entry Terms: 1,10-PAD;1,10-phenanthroline-5,6-dione;phen-dione
• Molecular Weight: 210.19
• Reaxy-Rn: 160532
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=160532&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Phenanthrolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Phenanthrolines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenanthrolines
• Alternative Parents: O-quinones Aryl ketones Pyridines and derivatives Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 1,10-phenanthroline - O-quinone - Quinone - Aryl ketone - Pyridine - Heteroaromatic compound - Ketone - Azacycle - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenanthrolines. These are aromatic polycyclic compounds containing the phenanthroline skeleton, which is a derivative of phenanthrene, and consists of two pyridine rings non-linearly joined by a benzene ring.
• External Descriptors: Not available

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)

NSD2 Tchem Histone-lysine N-methyltransferase NSD2 (1 Activities)

Discover Target: NSD2

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

ACHE Tclin Acetylcholinesterase (18204 Activities)

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

PTH1R Tclin Parathyroid hormone receptor (47172 Activities)

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

BCHE Tclin Butyrylcholinesterase (7174 Activities)

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

PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)

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

CES1 Tchem Acyl coenzyme A:cholesterol acyltransferase (1029 Activities)

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

GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)

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

PLCG1 Tchem Phospholipase C-gamma-1 (184 Activities)

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

PLCB3 Tbio Phospholipase C-beta-3 (157 Activities)

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HL-60 (67320 Activities)

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MCF7 (126967 Activities)

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HCT-116 (91556 Activities)

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HepG2 (196354 Activities)

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NR2E3 Tchem Photoreceptor-specific nuclear receptor (502 Activities)

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

SNCA Tchem Alpha-synuclein (10960 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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

SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 Activities)

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ATXN2 Tbio Ataxin-2 (54410 Activities)

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IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)

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RAPGEF3 Tchem Rap guanine nucleotide exchange factor 3 (15528 Activities)

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RAPGEF4 Tchem Rap guanine nucleotide exchange factor 4 (11476 Activities)

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WRN Tbio Werner syndrome ATP-dependent helicase (8824 Activities)

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TDP2 Tchem Tyrosyl-DNA phosphodiesterase 2 (864 Activities)

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PAX8 Tchem Paired box protein Pax-8 (1910 Activities)

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

TARDBP Tchem TAR DNA-binding protein 43 (40113 Activities)

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

NSD2 Tchem Histone-lysine N-methyltransferase NSD2 (803 Activities)

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ABL1 Tclin Ras and Rab interactor 1/Tyrosine-protein kinase ABL1 (230 Activities)

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Associated Targets(non-human)

Alpha trans-inducing protein (VP16) (945 Activities)

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MSRA Mitochondrial peptide methionine sulfoxide reductase (338 Activities)

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

vpr Aberrant vpr protein (14595 Activities)

Discover Target: vpr

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water.
• Melt Point(°C): 260°C
• Molecular Weight: 210.190 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 210.043 Da
• Monoisotopic Mass: 210.043 Da
• Topological Polar Surface Area: 59.900 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 297.000
• 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: 1

References

1. Haojun Jin, Yuqian Liu, Tianshu Xu, Xiaojun Qu, Feika Bian, Qingjiang Sun.  (2016)  Quantum Dots–Ligand Complex as Ratiometric Fluorescent Nanoprobe for Visual and Specific Detection of G-Quadruplex.  ANALYTICAL CHEMISTRY,      [PMID:27690387] [10.1021/acs.analchem.6b01967]

2. Rong-Fu Huang, Hui-Xin Liu, Qi-Qi Gai, Gai-Juan Liu, Zheng Wei.  (2015)  A facile and sensitive electrochemiluminescence biosensor for Hg2+ analysis based on a dual-function oligonucleotide probe.  BIOSENSORS & BIOELECTRONICS,      [PMID:25909339] [10.1016/j.bios.2015.04.038]

3. Chang Liu, Lu Ren, Xiudong Yang, Yanqi Liu, Huihong Zhang, Wanru Jia, Dawei Zhang.  (2024)  Colorimetric fluorescence of the 1,10-phenantholineyl-imidazole sensor probe for the selective detection of Zn2+ and Cd2+ ions.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:39571213] [10.1016/j.saa.2024.125436]

4. Yixin Shen, Gangsheng Chen, Yi Chen, Yakun Gao, Chao Hou, Kylin Liao, Biao Ma, Hong Liu.  (2024)  Wearable microfluidic electrochemical sensor integrated with iontophoresis for non-invasive sweat ketone monitoring.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2024.136518]