Identification
Name2-NONYL-4-HYDROXYQUINOLINE N-OXIDE
Accession NumberDB08453
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 287.3966
Monoisotopic: 287.188529049
Chemical FormulaC18H25NO2
InChI KeyLMBFBUICIQJLPK-UHFFFAOYSA-N
InChI
InChI=1S/C18H25NO2/c1-2-3-4-5-6-7-8-11-15-14-18(20)16-12-9-10-13-17(16)19(15)21/h9-10,12-14,20H,2-8,11H2,1H3
IUPAC Name
4-hydroxy-2-nonylquinolin-1-ium-1-olate
SMILES
CCCCCCCCCC1=[N+]([O-])C2=CC=CC=C2C(O)=C1
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Cytochrome c1, heme protein, mitochondrialProteinunknownNot AvailableHumanP08574 details
Cytochrome bProteinunknownNot AvailableHumanP00156 details
Cytochrome b-c1 complex subunit 1, mitochondrialProteinunknownNot AvailableHumanP31930 details
Cytochrome b-c1 complex subunit 2, mitochondrialProteinunknownNot AvailableHumanP22695 details
Cytochrome b-c1 complex subunit 6, mitochondrialProteinunknownNot AvailableHumanP07919 details
Cytochrome b-c1 complex subunit 8ProteinunknownNot AvailableHumanO14949 details
Cytochrome b-c1 complex subunit Rieske, mitochondrialProteinunknownNot AvailableHumanP47985 details
Cytochrome b-c1 complex subunit 10ProteinunknownNot AvailableHumanO14957 details
Cytochrome b-c1 complex subunit 7ProteinunknownNot AvailableHumanP14927 details
Cytochrome b-c1 complex subunit 9ProteinunknownNot AvailableHumanQ9UDW1 details
Cytochrome b6ProteinunknownNot AvailableMastigocladus laminosusP83791 details
Apocytochrome fProteinunknownNot AvailableMastigocladus laminosusP83793 details
Cytochrome b6-f complex iron-sulfur subunitProteinunknownNot AvailableMastigocladus laminosusP83794 details
Cytochrome b6-f complex subunit 4ProteinunknownNot AvailableMastigocladus laminosusP83792 details
Cytochrome b6-f complex subunit 5ProteinunknownNot AvailableMastigocladus laminosusP83797 details
Cytochrome b6-f complex subunit 6ProteinunknownNot AvailableMastigocladus laminosusP83795 details
Cytochrome b6-f complex subunit 7ProteinunknownNot AvailableMastigocladus laminosusP83796 details
Cytochrome b6-f complex subunit 8ProteinunknownNot AvailableMastigocladus laminosusP83798 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00189 mg/mLALOGPS
logP3.41ALOGPS
logP5.08ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)7.88ChemAxon
pKa (Strongest Basic)1.22ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area45.69 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity87.72 m3·mol-1ChemAxon
Polarizability34.68 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9948
Blood Brain Barrier+0.9808
Caco-2 permeable+0.5597
P-glycoprotein substrateSubstrate0.5428
P-glycoprotein inhibitor INon-inhibitor0.795
P-glycoprotein inhibitor IINon-inhibitor0.7882
Renal organic cation transporterNon-inhibitor0.6407
CYP450 2C9 substrateNon-substrate0.655
CYP450 2D6 substrateNon-substrate0.7479
CYP450 3A4 substrateSubstrate0.5894
CYP450 1A2 substrateInhibitor0.5276
CYP450 2C9 inhibitorNon-inhibitor0.7931
CYP450 2D6 inhibitorNon-inhibitor0.7887
CYP450 2C19 inhibitorNon-inhibitor0.7292
CYP450 3A4 inhibitorNon-inhibitor0.7743
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5543
Ames testNon AMES toxic0.6453
CarcinogenicityNon-carcinogens0.9085
BiodegradationNot ready biodegradable0.6026
Rat acute toxicity2.4131 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.5381
hERG inhibition (predictor II)Non-inhibitor0.5118
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as 4-hydroxy-2-alkylquinolines. These are organic compounds containing a quinoline moiety with a hydroxyl group attached to the C4 atom, and an alkyl chain attached to the C2 atom.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassQuinolines and derivatives
Direct Parent4-hydroxy-2-alkylquinolines
Alternative ParentsHydroxyquinolines / Hydroxypyridines / Pyridinium derivatives / Benzenoids / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds / Organonitrogen compounds / Organic oxides
Substituents4-hydroxy-2-alkylquinoline / Hydroxyquinoline / Hydroxypyridine / Pyridine / Pyridinium / Benzenoid / Heteroaromatic compound / Azacycle / Organic nitrogen compound / Hydrocarbon derivative
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Metal ion binding
Specific Function:
This is the heme-containing component of the cytochrome b-c1 complex, which accepts electrons from Rieske protein and transfers electrons to cytochrome c in the mitochondrial respiratory chain.
Gene Name:
CYC1
Uniprot ID:
P08574
Uniprot Name:
Cytochrome c1, heme protein, mitochondrial
Molecular Weight:
35421.61 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Ubiquinol-cytochrome-c reductase activity
Specific Function:
Component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is a respiratory chain that generates an electrochemical potential coupled to ATP synthesis.
Gene Name:
MT-CYB
Uniprot ID:
P00156
Uniprot Name:
Cytochrome b
Molecular Weight:
42717.055 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Zinc ion binding
Specific Function:
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain. This protein may mediate formation of the complex between cytochromes c and c1.
Gene Name:
UQCRC1
Uniprot ID:
P31930
Uniprot Name:
Cytochrome b-c1 complex subunit 1, mitochondrial
Molecular Weight:
52645.305 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Zinc ion binding
Specific Function:
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain. The core protein 2 is required for the assembly of the complex.
Gene Name:
UQCRC2
Uniprot ID:
P22695
Uniprot Name:
Cytochrome b-c1 complex subunit 2, mitochondrial
Molecular Weight:
48442.6 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Ubiquinol-cytochrome-c reductase activity
Specific Function:
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain. This protein may mediate formation of the complex between cytochromes c and c1.
Gene Name:
UQCRH
Uniprot ID:
P07919
Uniprot Name:
Cytochrome b-c1 complex subunit 6, mitochondrial
Molecular Weight:
10738.68 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Ubiquinol-cytochrome-c reductase activity
Specific Function:
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain. This subunit, together with cytochrome b, binds to ubiquinone.
Gene Name:
UQCRQ
Uniprot ID:
O14949
Uniprot Name:
Cytochrome b-c1 complex subunit 8
Molecular Weight:
9906.315 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Ubiquinol-cytochrome-c reductase activity
Specific Function:
Component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is a respiratory chain that generates an electrochemical potential coupled to ATP synthesis.The transit peptide of the Rieske protein seems to form part of the bc1 complex and is considered to be the subunit 11/IX of that complex.
Gene Name:
UQCRFS1
Uniprot ID:
P47985
Uniprot Name:
Cytochrome b-c1 complex subunit Rieske, mitochondrial
Molecular Weight:
29667.695 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Ubiquinol-cytochrome-c reductase activity
Specific Function:
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain.This protein may be closely linked to the iron-sulfur protein in the complex and function as an iron-sulfur protein binding factor.
Gene Name:
UQCR11
Uniprot ID:
O14957
Uniprot Name:
Cytochrome b-c1 complex subunit 10
Molecular Weight:
6569.655 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Not Available
Specific Function:
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain. This component is involved in redox-linked proton pumping.
Gene Name:
UQCRB
Uniprot ID:
P14927
Uniprot Name:
Cytochrome b-c1 complex subunit 7
Molecular Weight:
13530.34 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Ubiquinol-cytochrome-c reductase activity
Specific Function:
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain. This subunit interacts with cytochrome c1 (By similarity).
Gene Name:
UQCR10
Uniprot ID:
Q9UDW1
Uniprot Name:
Cytochrome b-c1 complex subunit 9
Molecular Weight:
7308.42 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 ]
Kind
Protein
Organism
Mastigocladus laminosus
Pharmacological action
unknown
General Function:
Oxidoreductase activity
Specific Function:
Component of the cytochrome b6-f complex, which mediates electron transfer between photosystem II (PSII) and photosystem I (PSI), cyclic electron flow around PSI, and state transitions.
Gene Name:
petB
Uniprot ID:
P83791
Uniprot Name:
Cytochrome b6
Molecular Weight:
24226.45 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 ]
Kind
Protein
Organism
Mastigocladus laminosus
Pharmacological action
unknown
General Function:
Iron ion binding
Specific Function:
Component of the cytochrome b6-f complex, which mediates electron transfer between photosystem II (PSII) and photosystem I (PSI), cyclic electron flow around PSI, and state transitions.
Gene Name:
petA
Uniprot ID:
P83793
Uniprot Name:
Cytochrome f
Molecular Weight:
36449.73 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 ]
Kind
Protein
Organism
Mastigocladus laminosus
Pharmacological action
unknown
General Function:
Ubiquinol-cytochrome-c reductase activity
Specific Function:
Component of the cytochrome b6-f complex, which mediates electron transfer between photosystem II (PSII) and photosystem I (PSI), cyclic electron flow around PSI, and state transitions.
Gene Name:
petC
Uniprot ID:
P83794
Uniprot Name:
Cytochrome b6-f complex iron-sulfur subunit
Molecular Weight:
19401.11 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 ]
Kind
Protein
Organism
Mastigocladus laminosus
Pharmacological action
unknown
General Function:
Oxidoreductase activity
Specific Function:
Component of the cytochrome b6-f complex, which mediates electron transfer between photosystem II (PSII) and photosystem I (PSI), cyclic electron flow around PSI, and state transitions.
Gene Name:
petD
Uniprot ID:
P83792
Uniprot Name:
Cytochrome b6-f complex subunit 4
Molecular Weight:
17673.965 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 ]
Kind
Protein
Organism
Mastigocladus laminosus
Pharmacological action
unknown
General Function:
Electron transporter, transferring electrons within cytochrome b6/f complex of photosystem ii activity
Specific Function:
Component of the cytochrome b6-f complex, which mediates electron transfer between photosystem II (PSII) and photosystem I (PSI), cyclic electron flow around PSI, and state transitions. PetG is required for either the stability or assembly of the cytochrome b6-f complex.
Gene Name:
petG
Uniprot ID:
P83797
Uniprot Name:
Cytochrome b6-f complex subunit 5
Molecular Weight:
4014.67 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 ]
Kind
Protein
Organism
Mastigocladus laminosus
Pharmacological action
unknown
General Function:
Electron transporter, transferring electrons within cytochrome b6/f complex of photosystem ii activity
Specific Function:
Component of the cytochrome b6-f complex, which mediates electron transfer between photosystem II (PSII) and photosystem I (PSI), cyclic electron flow around PSI, and state transitions (PubMed:14526088). PetL is important for photoautotrophic growth as well as for electron transfer efficiency and stability of the cytochrome b6-f complex.
Gene Name:
petL
Uniprot ID:
P83795
Uniprot Name:
Cytochrome b6-f complex subunit 6
Molecular Weight:
3502.415 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 ]
Kind
Protein
Organism
Mastigocladus laminosus
Pharmacological action
unknown
General Function:
Electron carrier activity
Specific Function:
Component of the cytochrome b6-f complex, which mediates electron transfer between photosystem II (PSII) and photosystem I (PSI), cyclic electron flow around PSI, and state transitions.
Gene Name:
petM
Uniprot ID:
P83796
Uniprot Name:
Cytochrome b6-f complex subunit 7
Molecular Weight:
3841.59 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 ]
Kind
Protein
Organism
Mastigocladus laminosus
Pharmacological action
unknown
General Function:
Electron transporter, transferring electrons within cytochrome b6/f complex of photosystem ii activity
Specific Function:
Component of the cytochrome b6-f complex, which mediates electron transfer between photosystem II (PSII) and photosystem I (PSI), cyclic electron flow around PSI, and state transitions.
Gene Name:
petN
Uniprot ID:
P83798
Uniprot Name:
Cytochrome b6-f complex subunit 8
Molecular Weight:
3275.95 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 15:32 / Updated on June 11, 2017 21:17