Human Metabolome Database Version 3.5

Showing metabocard for Ubiquinone-2 (HMDB06709)

Record Information
Version 3.5
Creation Date 2007-07-11 03:18:48 -0600
Update Date 2013-02-08 17:15:11 -0700
HMDB ID HMDB06709
Secondary Accession Numbers None
Metabolite Identification
Common Name Ubiquinone-2
Description Ubiquinone-2 is a member of the chemical class known as Polyprenylbenzoquinones. These are compounds containing a polyisoprene chain attached to a quinone at the second ring position. Ubiquione-2 has just 2 isoprene units. Normally in humans it has 10. Ubiquinone-2 is an intermediate in the synthesis of Ubiquionone 10. Ubiquionone is involved in cellular respiration. It is fat-soluble and is therefore mobile in cellular membranes; it plays a unique role in the electron transport chain (ETC). In the inner bacterial membrane, electrons from NADH and succinate pass through the ETC to the oxygen, which is then reduced to water. The transfer of electrons through ETC results in the pumping of H+ across the membrane creating a proton gradient across the membrane, which is used by ATP synthase (located on the membrane) to generate ATP.
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 2,3-Dimethoxy-5-geranyl-6-methyl-1,4-benzoquinone
  2. 2-(3,7-Dimethyl-2,6-octadienyl)-5,6-dimethoxy-3-methyl- p-Benzoquinone
  3. 2-(3,7-Dimethyl-2,6-octadienyl)-5,6-dimethoxy-3-methyl-2,5-Cyclohexadiene-1,4-dione
  4. 2-[(2E)-3,7-Dimethyl-2,6-octadienyl]-5,6-dimethoxy-3-methyl- p-Benzoquinone
  5. Coenzyme Q2
  6. Q 2
  7. Ubiquinone 2
  8. Ubiquinone Q2
Chemical Formula C19H26O4
Average Molecular Weight 318.4073
Monoisotopic Molecular Weight 318.18310932
IUPAC Name 2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione
Traditional IUPAC Name ubiquinone 10
CAS Registry Number 606-06-4
SMILES COC1=C(OC)C(=O)C(C\C=C(/C)CCC=C(C)C)=C(C)C1=O
InChI Identifier InChI=1S/C19H26O4/c1-12(2)8-7-9-13(3)10-11-15-14(4)16(20)18(22-5)19(23-6)17(15)21/h8,10H,7,9,11H2,1-6H3/b13-10+
InChI Key SQQWBSBBCSFQGC-JLHYYAGUSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aliphatic Homomonocyclic Compounds
Class Benzoquinones
Sub Class N/A
Other Descriptors
  • Aliphatic Homomonocyclic Compounds
  • a ubiquinone(Cyc)
Substituents
  • Isoprene
  • Ketone
Direct Parent Benzoquinones
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations
  • Membrane (predicted from logP)
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
LogP 3.75 ALOGPS
LogP 3.88 ChemAxon
LogS -4.50 ALOGPS
pKa (strongest basic) -4.7 ChemAxon
Hydrogen Acceptor Count 4 ChemAxon
Hydrogen Donor Count 0 ChemAxon
Polar Surface Area 52.6 A2 ChemAxon
Rotatable Bond Count 7 ChemAxon
Refractivity 96.18 ChemAxon
Polarizability 36.45 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB024036
KNApSAcK ID Not Available
Chemspider ID 4444053 Link_out
KEGG Compound ID C00399 Link_out
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB06709 Link_out
Metagene Link HMDB06709 Link_out
METLIN ID Not Available
PubChem Compound 5280346 Link_out
PDB ID UQ2 Link_out
ChEBI ID 46372 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Download (PDF)
General References
  1. Forsmark-Andree P, Lee CP, Dallner G, Ernster L: Lipid peroxidation and changes in the ubiquinone content and the respiratory chain enzymes of submitochondrial particles. Free Radic Biol Med. 1997;22(3):391-400. Pubmed: 8981030 Link_out

Enzymes

Show all enzymes and transporters Important Only showing the first 50 enzymes. There are 56 enzymes in total.

Name: NADH-ubiquinone oxidoreductase chain 1
Reactions:
QH2 + Acceptor unknown Ubiquinone-2 + Reduced acceptor details
Gene Name: MT-ND1
Uniprot ID: P03886 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 1
Reactions: Not Available
Gene Name: NDUFB1
Uniprot ID: O75438 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] iron-sulfur protein 2, mitochondrial
Reactions: Not Available
Gene Name: NDUFS2
Uniprot ID: O75306 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Succinate dehydrogenase cytochrome b560 subunit, mitochondrial
Reactions:
Ubiquinone-2 + Succinic acid unknown QH2 + Fumaric acid details
Gene Name: SDHC
Uniprot ID: Q99643 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 12
Reactions: Not Available
Gene Name: NDUFA12
Uniprot ID: Q9UI09 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 1
Reactions: Not Available
Gene Name: NDUFA1
Uniprot ID: O15239 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 4-like 2
Reactions: Not Available
Gene Name: NDUFA4L2
Uniprot ID: Q9NRX3 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 3
Reactions: Not Available
Gene Name: NDUFA3
Uniprot ID: O95167 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 8
Reactions: Not Available
Gene Name: NDUFA8
Uniprot ID: P51970 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 4
Reactions: Not Available
Gene Name: NDUFA4
Uniprot ID: O00483 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH-ubiquinone oxidoreductase chain 4L
Reactions:
QH2 + Acceptor unknown Ubiquinone-2 + Reduced acceptor details
Gene Name: MT-ND4L
Uniprot ID: P03901 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 11
Reactions: Not Available
Gene Name: NDUFA11
Uniprot ID: Q86Y39 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] iron-sulfur protein 4, mitochondrial
Reactions: Not Available
Gene Name: NDUFS4
Uniprot ID: O43181 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH-ubiquinone oxidoreductase chain 5
Reactions:
QH2 + Acceptor unknown Ubiquinone-2 + Reduced acceptor details
Gene Name: MT-ND5
Uniprot ID: P03915 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] iron-sulfur protein 3, mitochondrial
Reactions: Not Available
Gene Name: NDUFS3
Uniprot ID: O75489 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] iron-sulfur protein 5
Reactions: Not Available
Gene Name: NDUFS5
Uniprot ID: O43920 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] flavoprotein 2, mitochondrial
Reactions: Not Available
Gene Name: NDUFV2
Uniprot ID: P19404 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 10, mitochondrial
Reactions: Not Available
Gene Name: NDUFA10
Uniprot ID: O95299 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 6
Reactions: Not Available
Gene Name: NDUFA6
Uniprot ID: P56556 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 4
Reactions: Not Available
Gene Name: NDUFB4
Uniprot ID: O95168 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial
Reactions:
Ubiquinone-2 + Succinic acid unknown QH2 + Fumaric acid details
Gene Name: SDHA
Uniprot ID: P31040 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] iron-sulfur protein 8, mitochondrial
Reactions: Not Available
Gene Name: NDUFS8
Uniprot ID: O00217 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH-ubiquinone oxidoreductase chain 2
Reactions:
QH2 + Acceptor unknown Ubiquinone-2 + Reduced acceptor details
Gene Name: MT-ND2
Uniprot ID: P03891 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 7
Reactions: Not Available
Gene Name: NDUFA7
Uniprot ID: O95182 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 2
Reactions: Not Available
Gene Name: NDUFA2
Uniprot ID: O43678 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH-ubiquinone oxidoreductase 75 kDa subunit, mitochondrial
Reactions: Not Available
Gene Name: NDUFS1
Uniprot ID: P28331 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 5, mitochondrial
Reactions: Not Available
Gene Name: NDUFB5
Uniprot ID: O43674 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 subunit C2
Reactions: Not Available
Gene Name: NDUFC2
Uniprot ID: O95298 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 3
Reactions: Not Available
Gene Name: NDUFB3
Uniprot ID: O43676 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 7
Reactions: Not Available
Gene Name: NDUFB7
Uniprot ID: P17568 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Acyl carrier protein, mitochondrial
Reactions: Not Available
Gene Name: NDUFAB1
Uniprot ID: O14561 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 5
Reactions: Not Available
Gene Name: NDUFA5
Uniprot ID: Q16718 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Electron transfer flavoprotein-ubiquinone oxidoreductase, mitochondrial
Reactions: Not Available
Gene Name: ETFDH
Uniprot ID: Q16134 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 9, mitochondrial
Reactions: Not Available
Gene Name: NDUFA9
Uniprot ID: Q16795 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH-ubiquinone oxidoreductase chain 4
Reactions:
QH2 + Acceptor unknown Ubiquinone-2 + Reduced acceptor details
Gene Name: MT-ND4
Uniprot ID: P03905 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Succinate dehydrogenase [ubiquinone] cytochrome b small subunit, mitochondrial
Reactions:
Ubiquinone-2 + Succinic acid unknown QH2 + Fumaric acid details
Gene Name: SDHD
Uniprot ID: O14521 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] iron-sulfur protein 7, mitochondrial
Reactions: Not Available
Gene Name: NDUFS7
Uniprot ID: O75251 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH-ubiquinone oxidoreductase chain 3
Reactions:
QH2 + Acceptor unknown Ubiquinone-2 + Reduced acceptor details
Gene Name: MT-ND3
Uniprot ID: P03897 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] flavoprotein 1, mitochondrial
Reactions: Not Available
Gene Name: NDUFV1
Uniprot ID: P49821 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 9
Reactions: Not Available
Gene Name: NDUFB9
Uniprot ID: Q9Y6M9 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH-ubiquinone oxidoreductase chain 6
Reactions:
QH2 + Acceptor unknown Ubiquinone-2 + Reduced acceptor details
Gene Name: MT-ND6
Uniprot ID: P03923 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 13
Reactions: Not Available
Gene Name: NDUFA13
Uniprot ID: Q9P0J0 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADH dehydrogenase [ubiquinone] iron-sulfur protein 6, mitochondrial
Reactions: Not Available
Gene Name: NDUFS6
Uniprot ID: O75380 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial
Reactions:
Ubiquinone-2 + Succinic acid unknown QH2 + Fumaric acid details
Gene Name: SDHB
Uniprot ID: P21912 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Hexaprenyldihydroxybenzoate methyltransferase, mitochondrial
Reactions:
2-Polyprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinone + S-Adenosylmethionine unknown Ubiquinone-2 + S-Adenosylhomocysteine details
Gene Name: COQ3
Uniprot ID: Q9NZJ6 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome b-c1 complex subunit 2, mitochondrial
Reactions: Not Available
Gene Name: UQCRC2
Uniprot ID: P22695 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome b-c1 complex subunit 9
Reactions: Not Available
Gene Name: UQCR10
Uniprot ID: Q9UDW1 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome b-c1 complex subunit 1, mitochondrial
Reactions: Not Available
Gene Name: UQCRC1
Uniprot ID: P31930 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome b-c1 complex subunit 7
Reactions: Not Available
Gene Name: UQCRB
Uniprot ID: P14927 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome b-c1 complex subunit Rieske, mitochondrial
Reactions: Not Available
Gene Name: UQCRFS1
Uniprot ID: P47985 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA