Casimiroin

Identification

Generic Name
Casimiroin
DrugBank Accession Number
DB08744
Background

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

Type
Small Molecule
Groups
Experimental
Structure
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

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
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
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
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 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
show 5 more
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)
Affected organisms
Not Available

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

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-MSsplash10-0uxr-1590000000-c70b59dc35bdf60d7e50
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0090000000-4bb08dda90be99e360ae
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0090000000-c3ea1d0bcd2d335d00dc
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0090000000-63bfdc0757d8d75a3d8c
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0190000000-8c8c5c12a5487ecd9d60
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ue9-0960000000-e46f3505c1ff6799d99e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0fk9-1920000000-249b7b7087becea20869
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]-156.9627229
predicted
DarkChem Lite v0.1.0
[M-H]-157.3433229
predicted
DarkChem Lite v0.1.0
[M-H]-157.3836229
predicted
DarkChem Lite v0.1.0
[M-H]-147.10847
predicted
DeepCCS 1.0 (2019)
[M+H]+157.7693229
predicted
DarkChem Lite v0.1.0
[M+H]+158.4953229
predicted
DarkChem Lite v0.1.0
[M+H]+158.3992229
predicted
DarkChem Lite v0.1.0
[M+H]+149.46648
predicted
DeepCCS 1.0 (2019)
[M+Na]+157.5276229
predicted
DarkChem Lite v0.1.0
[M+Na]+156.9483229
predicted
DarkChem Lite v0.1.0
[M+Na]+157.5797229
predicted
DarkChem Lite v0.1.0
[M+Na]+155.55965
predicted
DeepCCS 1.0 (2019)

Targets

Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock new
insights and accelerate drug research.
Learn more
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
Learn more
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. [Article]

Drug created at September 15, 2010 21:34 / Updated at June 12, 2020 16:52