Casimiroin

Identification

Name
Casimiroin
Accession Number
DB08744
Description

Casimiroin is a quinone reductase 2 inhibitor isolated from Casimiroa edulis.

Type
Small Molecule
Groups
Experimental
Structure
Thumb
Weight
Average: 233.22
Monoisotopic: 233.068807845
Chemical Formula
C12H11NO4
Synonyms
  • 6-Methoxy-9-methyl-(1,3)dioxolo(4,5-h)quinolin-8(9H)-one

Pharmacology

Indication
Not Available
Contraindications & Blackbox Warnings
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Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
URibosyldihydronicotinamide dehydrogenase [quinone]Not AvailableHumans
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
Affected organisms
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

Products

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as hydroquinolones. These are compounds containing a hydrogenated quinoline bearing a ketone group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Quinolines and derivatives
Sub Class
Quinolones and derivatives
Direct Parent
Hydroquinolones
Alternative Parents
Hydroquinolines / Benzodioxoles / Pyridinones / Alkyl aryl ethers / Benzenoids / Vinylogous esters / Heteroaromatic compounds / Lactams / Oxacyclic compounds / Azacyclic compounds
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Substituents
Acetal / Alkyl aryl ether / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Benzodioxole / Dihydroquinoline / Dihydroquinolone / Ether / Heteroaromatic compound
show 12 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
quinolines (CHEBI:3452) / Quinoline alkaloids (C10654)

Chemical Identifiers

UNII
1X2A1U6BH3
CAS number
477-89-4
InChI Key
DPXXJCMMMXZVSW-UHFFFAOYSA-N
InChI
InChI=1S/C12H11NO4/c1-13-10(14)5-9(15-2)7-3-4-8-12(11(7)13)17-6-16-8/h3-5H,6H2,1-2H3
IUPAC Name
6-methoxy-9-methyl-2H,8H,9H-[1,3]dioxolo[4,5-h]quinolin-8-one
SMILES
COC1=CC(=O)N(C)C2=C3OCOC3=CC=C12

References

General References
Not Available
Human Metabolome Database
HMDB0033349
KEGG Compound
C10654
PubChem Compound
124075
PubChem Substance
99445215
ChemSpider
110572
BindingDB
29210
ChEBI
3452
ChEMBL
CHEMBL492762
ZINC
ZINC000000900156
PDBe Ligand
XM5
PDB Entries
3g5m

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 Solubility5.5 mg/mLALOGPS
logP1.34ALOGPS
logP0.44ChemAxon
logS-1.6ALOGPS
pKa (Strongest Basic)-1.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area48 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity60.81 m3·mol-1ChemAxon
Polarizability23.04 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9844
Blood Brain Barrier+0.9197
Caco-2 permeable+0.6918
P-glycoprotein substrateNon-substrate0.7869
P-glycoprotein inhibitor INon-inhibitor0.7577
P-glycoprotein inhibitor IINon-inhibitor0.5675
Renal organic cation transporterNon-inhibitor0.7958
CYP450 2C9 substrateNon-substrate0.8406
CYP450 2D6 substrateNon-substrate0.83
CYP450 3A4 substrateSubstrate0.6664
CYP450 1A2 substrateInhibitor0.8556
CYP450 2C9 inhibitorNon-inhibitor0.7156
CYP450 2D6 inhibitorNon-inhibitor0.7428
CYP450 2C19 inhibitorInhibitor0.8211
CYP450 3A4 inhibitorInhibitor0.6526
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8422
Ames testAMES toxic0.8369
CarcinogenicityNon-carcinogens0.9441
BiodegradationReady biodegradable0.6601
Rat acute toxicity2.5732 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9921
hERG inhibition (predictor II)Non-inhibitor0.896
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-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Nadph dehydrogenase (quinone) activity
Specific Function
The enzyme apparently serves as a quinone reductase in connection with conjugation reactions of hydroquinones involved in detoxification pathways as well as in biosynthetic processes such as the vi...
Gene Name
NQO2
Uniprot ID
P16083
Uniprot Name
Ribosyldihydronicotinamide dehydrogenase [quinone]
Molecular Weight
25918.4 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. [PubMed:10592235]

Drug created on September 15, 2010 15:34 / Updated on June 12, 2020 10:52

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