6-Nitroveratraldehyde - ≥85%(GC) , CAS No.20357-25-9

CAS: 20357-25-9 Cat. No.: N138447 Molecular Weight: 211.17 Beilstein Registry Number: 8262 EC Number: 243-762-1

GRADE & PURITY ≥85%(GC)

Synonyms

HY-100705 | NSC65590 | NSC-65590 | DMNB4,5-dimethoxy-2-nitrobenzaldehyde | Q27187519 | STK361573 | SCHEMBL211200 | AE-641/30608009 | BBL104434 | 4,5-Dimethoxy-2-nitrobenzaldehyde | 4,5-dimethoxy-2-nitro-benzaldehyde | HMS3268J17 | l-3-fluorophe | Oprea1_5

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

DMNB (4,5-dimethoxy-2-nitrobenzaldehyde) is a cell-permeable vanillin derivative and potent inhibitor of DNA-PK (IC50 = 15 μM). DMNB is shown in experiments to increase DR4/DR5 mRNA levels and their surface expression and decrease c-FLIP mRNA levels in K56. DMNB is also an enzyme involved in the non-homologous end-joining (NHEJ) pathway of double-stranded DNA break (DSB) repair.

Specifications

Synonyms

HY-100705 | NSC65590 | NSC-65590 | DMNB4, 5-dimethoxy-2-nitrobenzaldehyde | Q27187519 | STK361573 | SCHEMBL211200 | AE-641/30608009 | BBL104434 | 4, 5-Dimethoxy-2-nitrobenzaldehyde | 4, 5-dimethoxy-2-nitro-benzaldehyde | HMS3268J17 | l-3-fluorophe | Oprea1_5

Specifications & Purity

≥85%(GC)

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥85%(GC)

Names and Identifiers

• Canonical Smiles: COC1=C(C=C(C(=C1)C=O)[N+](=O)[O-])OC
• IUPAC Name: 4,5-dimethoxy-2-nitrobenzaldehyde
• InChIKey: YWSPWKXREVSQCA-UHFFFAOYSA-N
• INCHI: 1S/C9H9NO5/c1-14-8-3-6(5-11)7(10(12)13)4-9(8)15-2/h3-5H,1-2H3
• Isomeric SMILES: COC1=C(C=C(C(=C1)C=O)[N+](=O)[O-])OC
• Molecular Weight: 211.17
• Beilstein: 8262
• Reaxy-Rn: 395599
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=395599&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Nitrobenzenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Nitrobenzenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Nitrophenyl ethers
• Alternative Parents: Nitrobenzaldehydes Dimethoxybenzenes Methoxyanilines Phenoxy compounds Nitroaromatic compounds Benzoyl derivatives Benzaldehydes Anisoles Alkyl aryl ethers Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Nitrophenyl ether - Nitrobenzaldehyde - O-dimethoxybenzene - Dimethoxybenzene - Methoxyaniline - Phenoxy compound - Nitroaromatic compound - Anisole - Benzaldehyde - Benzoyl - Methoxybenzene - Phenol ether - Alkyl aryl ether - Aryl-aldehyde - C-nitro compound - Organic nitro compound - Ether - Organic oxoazanium - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organic nitrogen compound - Hydrocarbon derivative - Aldehyde - Organic oxide - Organonitrogen compound - Organooxygen compound - Organic oxygen compound - Organopnictogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as nitrophenyl ethers. These are aromatic compounds containing a nitrobenzene moiety that carries an ether group on the 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)

PRKDC Tchem DNA-dependent protein kinase (1929 Activities)

Discover Target: PRKDC

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

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

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

ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)

Discover Target: ALOX15

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

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

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HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)

Discover Target: HSD17B10

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

APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

Discover Target: APEX1

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

KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)

Discover Target: KDM4E

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

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

Mapt Microtubule-associated protein tau (6 Activities)

Discover Target: Mapt

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

fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)

Discover Target: fba

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water. Soluble to 25 mM in ethanol with gentle warming and to 100 mM in DMSO.
• Sensitivity: Light & air sensitive
• Melt Point(°C): 132 °C
• Molecular Weight: 211.170 g/mol
• XLogP3: 1.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 211.048 Da
• Monoisotopic Mass: 211.048 Da
• Topological Polar Surface Area: 81.400 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 239.000
• 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