UBIQUINONE-1

Identification

Name
UBIQUINONE-1
Accession Number
DB08689
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
External IDs
J93.220E
Categories
Not Available
UNII
JR17826E4G
CAS number
Not Available
Weight
Average: 250.2903
Monoisotopic: 250.120509064
Chemical Formula
C14H18O4
InChI Key
SOECUQMRSRVZQQ-UHFFFAOYSA-N
InChI
InChI=1S/C14H18O4/c1-8(2)6-7-10-9(3)11(15)13(17-4)14(18-5)12(10)16/h6H,7H2,1-5H3
IUPAC Name
2,3-dimethoxy-5-methyl-6-(3-methylbut-2-en-1-yl)cyclohexa-2,5-diene-1,4-dione
SMILES
COC1=C(OC)C(=O)C(CC=C(C)C)=C(C)C1=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UPhotosynthetic reaction center cytochrome c subunitNot AvailableRhodopseudomonas viridis
UReaction center protein H chainNot AvailableRhodopseudomonas viridis
UReaction center protein L chainNot AvailableRhodopseudomonas viridis
UReaction center protein M chainNot AvailableRhodopseudomonas viridis
USuccinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrialNot AvailableHuman
USuccinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrialNot AvailableHuman
USuccinate dehydrogenase [ubiquinone] cytochrome b small subunit, mitochondrialNot AvailableHuman
USuccinate dehydrogenase cytochrome b560 subunit, mitochondrialNot AvailableHuman
UThiol:disulfide interchange protein DsbANot AvailableEscherichia coli (strain K12)
UDisulfide bond formation protein BNot AvailableEscherichia coli (strain K12)
UNrfC proteinNot AvailableThermus thermophilus (strain HB27 / ATCC BAA-163 / DSM 7039)
UThiosulfate reductaseNot AvailableThermus thermophilus (strain HB27 / ATCC BAA-163 / DSM 7039)
UHypothetical membrane spanning proteinNot AvailableThermus thermophilus (strain HB27 / ATCC BAA-163 / DSM 7039)
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB02012
PubChem Compound
4462
PubChem Substance
99445160
ChemSpider
4307
ChEBI
46234
ChEMBL
CHEMBL1236594
HET
UQ1
PDB Entries
1prc / 1zoy / 2hi7 / 2i5n / 2leg / 2ltq / 2vpx / 2ybb / 2zup / 2zuq
show 7 more

Clinical Trials

Clinical Trials
Not Available

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 Solubility0.239 mg/mLALOGPS
logP2.2ALOGPS
logP2.22ChemAxon
logS-3ALOGPS
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity72.38 m3·mol-1ChemAxon
Polarizability26.94 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9912
Blood Brain Barrier+0.6769
Caco-2 permeable+0.687
P-glycoprotein substrateNon-substrate0.5298
P-glycoprotein inhibitor IInhibitor0.8361
P-glycoprotein inhibitor IIInhibitor0.719
Renal organic cation transporterNon-inhibitor0.854
CYP450 2C9 substrateNon-substrate0.8573
CYP450 2D6 substrateNon-substrate0.8639
CYP450 3A4 substrateSubstrate0.5501
CYP450 1A2 substrateNon-inhibitor0.7714
CYP450 2C9 inhibitorNon-inhibitor0.865
CYP450 2D6 inhibitorNon-inhibitor0.8323
CYP450 2C19 inhibitorNon-inhibitor0.6079
CYP450 3A4 inhibitorNon-inhibitor0.8896
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6792
Ames testNon AMES toxic0.8061
CarcinogenicityNon-carcinogens0.7804
BiodegradationNot ready biodegradable0.5694
Rat acute toxicity2.2247 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9476
hERG inhibition (predictor II)Non-inhibitor0.9736
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/MSsplash10-0udi-0190000000-e28dd9a4e1e31fde0aaa
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0frt-4790000000-e9b4aa7330c158e93f74
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0pw9-9400000000-984285464810c9d07a1a
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0190000000-d560b9e909b6d771b748
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0890000000-173d3724196ddfd71b38
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001r-8940000000-6ddd0c7bdddc6aa7ff07

Taxonomy

Description
This compound belongs to the class of organic compounds known as ubiquinones. These are coenzyme Q derivatives containing a 5, 6-dimethoxy-3-methyl(1,4-benzoquinone) moiety to which an isoprenyl group is attached at ring position 2(or 6).
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Prenol lipids
Sub Class
Quinone and hydroquinone lipids
Direct Parent
Ubiquinones
Alternative Parents
Monocyclic monoterpenoids / P-benzoquinones / Vinylogous esters / Organic oxides / Hydrocarbon derivatives
Substituents
Ubiquinone skeleton / Monoterpenoid / Monocyclic monoterpenoid / Quinone / P-benzoquinone / Vinylogous ester / Cyclic ketone / Ketone / Organic oxygen compound / Organic oxide
Molecular Framework
Aliphatic homomonocyclic compounds
External Descriptors
ubiquinones (CHEBI:46234) / a ubiquinone (CPD0-1118)

Targets

Kind
Protein
Organism
Rhodopseudomonas viridis
Pharmacological action
Unknown
General Function
Iron ion binding
Specific Function
The reaction center of purple bacteria contains a tightly bound cytochrome molecule which re-reduces the photo oxidized primary electron donor.
Gene Name
pufC
Uniprot ID
P07173
Uniprot Name
Photosynthetic reaction center cytochrome c subunit
Molecular Weight
39370.915 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
Rhodopseudomonas viridis
Pharmacological action
Unknown
General Function
Electron transporter, transferring electrons within the cyclic electron transport pathway of photosynthesis activity
Specific Function
The reaction center is a membrane-bound complex that mediates the initial photochemical event in the electron transfer process of photosynthesis.
Gene Name
puhA
Uniprot ID
P06008
Uniprot Name
Reaction center protein H chain
Molecular Weight
28498.245 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
Rhodopseudomonas viridis
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
The reaction center is a membrane-bound complex that mediates the initial photochemical event in the electron transfer process of photosynthesis.
Gene Name
pufL
Uniprot ID
P06009
Uniprot Name
Reaction center protein L chain
Molecular Weight
30578.225 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
Rhodopseudomonas viridis
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
The reaction center is a membrane-bound complex that mediates the initial photochemical event in the electron transfer process of photosynthesis.
Gene Name
pufM
Uniprot ID
P06010
Uniprot Name
Reaction center protein M chain
Molecular Weight
36035.285 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
Succinate dehydrogenase activity
Specific Function
Flavoprotein (FP) subunit of succinate dehydrogenase (SDH) that is involved in complex II of the mitochondrial electron transport chain and is responsible for transferring electrons from succinate ...
Gene Name
SDHA
Uniprot ID
P31040
Uniprot Name
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial
Molecular Weight
72690.975 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
Ubiquinone binding
Specific Function
Iron-sulfur protein (IP) subunit of succinate dehydrogenase (SDH) that is involved in complex II of the mitochondrial electron transport chain and is responsible for transferring electrons from suc...
Gene Name
SDHB
Uniprot ID
P21912
Uniprot Name
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial
Molecular Weight
31629.365 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
Ubiquinone binding
Specific Function
Membrane-anchoring subunit of succinate dehydrogenase (SDH) that is involved in complex II of the mitochondrial electron transport chain and is responsible for transferring electrons from succinate...
Gene Name
SDHD
Uniprot ID
O14521
Uniprot Name
Succinate dehydrogenase [ubiquinone] cytochrome b small subunit, mitochondrial
Molecular Weight
17042.82 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
Succinate dehydrogenase activity
Specific Function
Membrane-anchoring subunit of succinate dehydrogenase (SDH) that is involved in complex II of the mitochondrial electron transport chain and is responsible for transferring electrons from succinate...
Gene Name
SDHC
Uniprot ID
Q99643
Uniprot Name
Succinate dehydrogenase cytochrome b560 subunit, mitochondrial
Molecular Weight
18610.03 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
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Protein disulfide oxidoreductase activity
Specific Function
Required for disulfide bond formation in some periplasmic proteins such as PhoA or OmpA. Acts by transferring its disulfide bond to other proteins and is reduced in the process. DsbA is reoxidized ...
Gene Name
dsbA
Uniprot ID
P0AEG4
Uniprot Name
Thiol:disulfide interchange protein DsbA
Molecular Weight
23104.435 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
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Protein disulfide oxidoreductase activity
Specific Function
Required for disulfide bond formation in some periplasmic proteins such as PhoA or OmpA. Acts by oxidizing the DsbA protein. PhoP-regulated transcription is redox-sensitive, being activated when th...
Gene Name
dsbB
Uniprot ID
P0A6M2
Uniprot Name
Disulfide bond formation protein B
Molecular Weight
20141.985 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
Thermus thermophilus (strain HB27 / ATCC BAA-163 / DSM 7039)
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Not Available
Gene Name
nrfC
Uniprot ID
Q72LA5
Uniprot Name
NrfC protein
Molecular Weight
21377.62 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
Thermus thermophilus (strain HB27 / ATCC BAA-163 / DSM 7039)
Pharmacological action
Unknown
General Function
Oxidoreductase activity
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q72LA4
Uniprot Name
Thiosulfate reductase
Molecular Weight
86612.91 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
Thermus thermophilus (strain HB27 / ATCC BAA-163 / DSM 7039)
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q72LA6
Uniprot Name
Hypothetical membrane spanning protein
Molecular Weight
27604.54 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 15:33 / Updated on November 09, 2017 04:38