2,3-Dimethyl-1,4-naphthoquinone
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Identification
- Generic Name
- 2,3-Dimethyl-1,4-naphthoquinone
- DrugBank Accession Number
- DB07669
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 186.2066
Monoisotopic: 186.068079564 - Chemical Formula
- C12H10O2
- Synonyms
- 2,3-Dimethylnaphthoquinone
- External IDs
- USAF SN-29
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UFumarate reductase flavoprotein subunit Not Available Wolinella succinogenes (strain ATCC 29543 / DSM 1740 / LMG 7466 / NCTC 11488 / FDC 602W) UFumarate reductase iron-sulfur subunit Not Available Wolinella succinogenes (strain ATCC 29543 / DSM 1740 / LMG 7466 / NCTC 11488 / FDC 602W) UFumarate reductase cytochrome b subunit Not Available Wolinella succinogenes (strain ATCC 29543 / DSM 1740 / LMG 7466 / NCTC 11488 / FDC 602W) - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as naphthoquinones. These are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone).
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Naphthalenes
- Sub Class
- Naphthoquinones
- Direct Parent
- Naphthoquinones
- Alternative Parents
- Quinones / Aryl ketones / Organic oxides / Hydrocarbon derivatives
- Substituents
- Aromatic homopolycyclic compound / Aryl ketone / Hydrocarbon derivative / Ketone / Naphthoquinone / Organic oxide / Organic oxygen compound / Organooxygen compound / Quinone
- Molecular Framework
- Aromatic homopolycyclic compounds
- External Descriptors
- a small molecule (CPD0-2337)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- SY9IO0B44O
- CAS number
- 2197-57-1
- InChI Key
- LGFDNUSAWCHVJN-UHFFFAOYSA-N
- InChI
- InChI=1S/C12H10O2/c1-7-8(2)12(14)10-6-4-3-5-9(10)11(7)13/h3-6H,1-2H3
- IUPAC Name
- 2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione
- SMILES
- CC1=C(C)C(=O)C2=CC=CC=C2C1=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 16615
- PubChem Substance
- 99444140
- ChemSpider
- 15752
- ChEMBL
- CHEMBL354201
- ZINC
- ZINC000003063275
- PDBe Ligand
- DMW
- PDB Entries
- 2bs4
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.312 mg/mL ALOGPS logP 2.3 ALOGPS logP 2.29 Chemaxon logS -2.8 ALOGPS pKa (Strongest Basic) -7.2 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 34.14 Å2 Chemaxon Rotatable Bond Count 0 Chemaxon Refractivity 54.9 m3·mol-1 Chemaxon Polarizability 19.68 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 1.0 Blood Brain Barrier + 0.8402 Caco-2 permeable + 0.8785 P-glycoprotein substrate Non-substrate 0.5257 P-glycoprotein inhibitor I Inhibitor 0.796 P-glycoprotein inhibitor II Non-inhibitor 0.8547 Renal organic cation transporter Non-inhibitor 0.8192 CYP450 2C9 substrate Non-substrate 0.7954 CYP450 2D6 substrate Non-substrate 0.8826 CYP450 3A4 substrate Non-substrate 0.5178 CYP450 1A2 substrate Inhibitor 0.8981 CYP450 2C9 inhibitor Inhibitor 0.8842 CYP450 2D6 inhibitor Inhibitor 0.8077 CYP450 2C19 inhibitor Inhibitor 0.8983 CYP450 3A4 inhibitor Non-inhibitor 0.655 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.8618 Ames test AMES toxic 0.5992 Carcinogenicity Non-carcinogens 0.8963 Biodegradation Not ready biodegradable 0.7945 Rat acute toxicity 2.5510 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8253 hERG inhibition (predictor II) Non-inhibitor 0.8453
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0a4r-1900000000-5058fcda69a7cf902997 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-000i-0900000000-97c50ebd8aeb52f1f722 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-000i-0900000000-2df80d7eec419c1a7981 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-000i-0900000000-22c1f713d29b09521dfe Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4i-9700000000-c53a70e30f1d5010abc7 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-000i-0900000000-ccf00f834d07d18ddeff Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0a6r-9700000000-90085f79fb4d2f2de3f1 Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 144.6151886 predictedDarkChem Lite v0.1.0 [M-H]- 140.51399 predictedDeepCCS 1.0 (2019) [M+H]+ 145.2707886 predictedDarkChem Lite v0.1.0 [M+H]+ 142.90004 predictedDeepCCS 1.0 (2019) [M+Na]+ 144.7986886 predictedDarkChem Lite v0.1.0 [M+Na]+ 149.80019 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsFumarate reductase flavoprotein subunit
- Kind
- Protein
- Organism
- Wolinella succinogenes (strain ATCC 29543 / DSM 1740 / LMG 7466 / NCTC 11488 / FDC 602W)
- Pharmacological action
- Unknown
- General Function
- Oxidoreductase activity, acting on the ch-ch group of donors
- Specific Function
- The fumarate reductase enzyme complex is required for fumarate respiration using formate or sulfide as electron donor.
- Gene Name
- frdA
- Uniprot ID
- P17412
- Uniprot Name
- Fumarate reductase flavoprotein subunit
- Molecular Weight
- 72718.475 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
2. DetailsFumarate reductase iron-sulfur subunit
- Kind
- Protein
- Organism
- Wolinella succinogenes (strain ATCC 29543 / DSM 1740 / LMG 7466 / NCTC 11488 / FDC 602W)
- Pharmacological action
- Unknown
- General Function
- Succinate dehydrogenase (ubiquinone) activity
- Specific Function
- The fumarate reductase enzyme complex is required for fumarate respiration using formate or sulfide as electron donor.
- Gene Name
- frdB
- Uniprot ID
- P17596
- Uniprot Name
- Fumarate reductase iron-sulfur subunit
- Molecular Weight
- 27165.13 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
3. DetailsFumarate reductase cytochrome b subunit
- Kind
- Protein
- Organism
- Wolinella succinogenes (strain ATCC 29543 / DSM 1740 / LMG 7466 / NCTC 11488 / FDC 602W)
- Pharmacological action
- Unknown
- General Function
- Oxidoreductase activity, acting on the ch-ch group of donors
- Specific Function
- The fumarate reductase enzyme complex is required for fumarate respiration using formate or sulfide as electron donor.
- Gene Name
- frdC
- Uniprot ID
- P17413
- Uniprot Name
- Fumarate reductase cytochrome b subunit
- Molecular Weight
- 29722.885 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Drug created at September 15, 2010 21:24 / Updated at June 12, 2020 16:52