1,4-DPCA - ≥98% , CAS No.331830-20-7

CAS: 331830-20-7 Cat. No.: D340140 Formula: C₁₃H₈N₂O₃ Molecular Weight: 240.21

GRADE & PURITY ≥98%

Synonyms

EC-000.2078 | SCHEMBL13225925 | 1,4-dihydrophenonthrolin-4-one-3-Carboxylic acid | 3-Acetyl-1H-[1,10]phenanthrolin-4-one | J-019071 | HMS3649E16 | SR-01000946603-1 | PD127748 | inverted exclamation mark-dihydro-4-oxo-1,10-phenanthroline-3-carboxylic acid

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

1,4 DPCA is a selective and potent inhibitor of prolyl 4-hydroxylation (P4H)|in vitro|. It has been shown to Inhibit α-prolyl 4-hydroxylase, an oxygen-sensing enzyme that targets the pro-angiogenic factor HIF-1α for destruction upon hydroxylation of a specific proline residue. 1,4-DPCA has also been shown to inhibit asparaginyl-hydroxylase factor inhibiting HIF (FIH) and to be useful for controlling excess collagen deposition in pathological fibrosis.

Specifications

Synonyms

EC-000.2078 | SCHEMBL13225925 | 1,4-dihydrophenonthrolin-4-one-3-Carboxylic acid | 3-Acetyl-1H-[1,10]phenanthrolin-4-one | J-019071 | HMS3649E16 | SR-01000946603-1 | PD127748 | inverted exclamation mark-dihydro-4-oxo-1,10-phenanthroline-3-carboxylic acid

Specifications & Purity

≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 528753796
• Canonical Smiles: C1=CC2=C(C3=C(C=C2)C(=O)C(=CN3)C(=O)O)N=C1
• IUPAC Name: 4-oxo-1H-1,10-phenanthroline-3-carboxylic acid
• InChIKey: XZZHOJONZJQARN-UHFFFAOYSA-N
• INCHI: 1S/C13H8N2O3/c16-12-8-4-3-7-2-1-5-14-10(7)11(8)15-6-9(12)13(17)18/h1-6H,(H,15,16)(H,17,18)
• Isomeric SMILES: C1=CC2=C(C3=C(C=C2)C(=O)C(=CN3)C(=O)O)N=C1
• Molecular Weight: 240.21
• Reaxy-Rn: 210131
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=210131&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: Quinoline carboxylic acids Hydroquinolones Hydroquinolines Pyridinecarboxylic acids Benzenoids Vinylogous amides Heteroaromatic compounds Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 1,10-phenanthroline - Quinoline-3-carboxylic acid - Dihydroquinolone - Dihydroquinoline - Quinoline - Pyridine carboxylic acid - Pyridine carboxylic acid or derivatives - Pyridine - Benzenoid - Heteroaromatic compound - Vinylogous amide - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic nitrogen 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(non-human)

Mycobacterium tuberculosis (203094 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in: DMSO (2.5 mg/mL, warm); ethanol (5 mg/mL, warm); DMF (5 mg/mL)
• Boil Point(°C): ~474.5° C at 760 mmHg (Predicted)
• Melt Point(°C): 189.27° C (Predicted)
• Molecular Weight: 240.210 g/mol
• XLogP3: 2.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 240.053 Da
• Monoisotopic Mass: 240.053 Da
• Topological Polar Surface Area: 79.300 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 418.000
• 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