2,3-Dimethyl-1,4-naphthoquinone

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
TargetActionsOrganism
UFumarate reductase flavoprotein subunitNot AvailableWolinella succinogenes (strain ATCC 29543 / DSM 1740 / LMG 7466 / NCTC 11488 / FDC 602W)
UFumarate reductase iron-sulfur subunitNot AvailableWolinella succinogenes (strain ATCC 29543 / DSM 1740 / LMG 7466 / NCTC 11488 / FDC 602W)
UFumarate reductase cytochrome b subunitNot AvailableWolinella 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
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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
PubChem Compound
16615
PubChem Substance
99444140
ChemSpider
15752
ChEMBL
CHEMBL354201
ZINC
ZINC000003063275
PDBe Ligand
DMW
PDB Entries
2bs4

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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
PropertyValueSource
Water Solubility0.312 mg/mLALOGPS
logP2.3ALOGPS
logP2.29Chemaxon
logS-2.8ALOGPS
pKa (Strongest Basic)-7.2Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area34.14 Å2Chemaxon
Rotatable Bond Count0Chemaxon
Refractivity54.9 m3·mol-1Chemaxon
Polarizability19.68 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.8402
Caco-2 permeable+0.8785
P-glycoprotein substrateNon-substrate0.5257
P-glycoprotein inhibitor IInhibitor0.796
P-glycoprotein inhibitor IINon-inhibitor0.8547
Renal organic cation transporterNon-inhibitor0.8192
CYP450 2C9 substrateNon-substrate0.7954
CYP450 2D6 substrateNon-substrate0.8826
CYP450 3A4 substrateNon-substrate0.5178
CYP450 1A2 substrateInhibitor0.8981
CYP450 2C9 inhibitorInhibitor0.8842
CYP450 2D6 inhibitorInhibitor0.8077
CYP450 2C19 inhibitorInhibitor0.8983
CYP450 3A4 inhibitorNon-inhibitor0.655
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8618
Ames testAMES toxic0.5992
CarcinogenicityNon-carcinogens0.8963
BiodegradationNot ready biodegradable0.7945
Rat acute toxicity2.5510 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8253
hERG inhibition (predictor II)Non-inhibitor0.8453
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0a4r-1900000000-5058fcda69a7cf902997
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0900000000-97c50ebd8aeb52f1f722
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0900000000-2df80d7eec419c1a7981
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0900000000-22c1f713d29b09521dfe
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-9700000000-c53a70e30f1d5010abc7
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0900000000-ccf00f834d07d18ddeff
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a6r-9700000000-90085f79fb4d2f2de3f1
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-144.6151886
predicted
DarkChem Lite v0.1.0
[M-H]-140.51399
predicted
DeepCCS 1.0 (2019)
[M+H]+145.2707886
predicted
DarkChem Lite v0.1.0
[M+H]+142.90004
predicted
DeepCCS 1.0 (2019)
[M+Na]+144.7986886
predicted
DarkChem Lite v0.1.0
[M+Na]+149.80019
predicted
DeepCCS 1.0 (2019)

Targets

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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
  1. 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]
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
  1. 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]
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
  1. 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