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Human Metabolome Database Version 3.5

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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 | 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 Not Available
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 Not Available
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
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 Not Available

Enzymes
Name: NADH-ubiquinone oxidoreductase chain 1
Reactions:
    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:
      Gene Name: NDUFB1
      Uniprot ID: O75438 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: NADH dehydrogenase [ubiquinone] iron-sulfur protein 2, mitochondrial
      Reactions:
        Gene Name: NDUFS2
        Uniprot ID: O75306 Link_out
        Protein Sequence: FASTA
        Gene Sequence: FASTA
        Name: Succinate dehydrogenase cytochrome b560 subunit, mitochondrial
        Reactions:
          Gene Name: SDHC
          Uniprot ID: Q99643 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 12
          Reactions:
            Gene Name: NDUFA12
            Uniprot ID: Q9UI09 Link_out
            Protein Sequence: FASTA
            Gene Sequence: FASTA
            Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 1
            Reactions:
              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:
                Gene Name: NDUFA4L2
                Uniprot ID: Q9NRX3 Link_out
                Protein Sequence: FASTA
                Gene Sequence: FASTA
                Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 3
                Reactions:
                  Gene Name: NDUFA3
                  Uniprot ID: O95167 Link_out
                  Protein Sequence: FASTA
                  Gene Sequence: FASTA
                  Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 8
                  Reactions:
                    Gene Name: NDUFA8
                    Uniprot ID: P51970 Link_out
                    Protein Sequence: FASTA
                    Gene Sequence: FASTA
                    Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 4
                    Reactions:
                      Gene Name: NDUFA4
                      Uniprot ID: O00483 Link_out
                      Protein Sequence: FASTA
                      Gene Sequence: FASTA
                      Name: NADH-ubiquinone oxidoreductase chain 4L
                      Reactions:
                        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:
                          Gene Name: NDUFA11
                          Uniprot ID: Q86Y39 Link_out
                          Protein Sequence: FASTA
                          Gene Sequence: FASTA
                          Name: NADH dehydrogenase [ubiquinone] iron-sulfur protein 4, mitochondrial
                          Reactions:
                            Gene Name: NDUFS4
                            Uniprot ID: O43181 Link_out
                            Protein Sequence: FASTA
                            Gene Sequence: FASTA
                            Name: NADH dehydrogenase [ubiquinone] iron-sulfur protein 3, mitochondrial
                            Reactions:
                              Gene Name: NDUFS3
                              Uniprot ID: O75489 Link_out
                              Protein Sequence: FASTA
                              Gene Sequence: FASTA
                              Name: NADH dehydrogenase [ubiquinone] iron-sulfur protein 5
                              Reactions:
                                Gene Name: NDUFS5
                                Uniprot ID: O43920 Link_out
                                Protein Sequence: FASTA
                                Gene Sequence: FASTA
                                Name: NADH dehydrogenase [ubiquinone] flavoprotein 2, mitochondrial
                                Reactions:
                                  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:
                                    Gene Name: NDUFA10
                                    Uniprot ID: O95299 Link_out
                                    Protein Sequence: FASTA
                                    Gene Sequence: FASTA
                                    Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 6
                                    Reactions:
                                      Gene Name: NDUFA6
                                      Uniprot ID: P56556 Link_out
                                      Protein Sequence: FASTA
                                      Gene Sequence: FASTA
                                      Name: NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 4
                                      Reactions:
                                        Gene Name: NDUFB4
                                        Uniprot ID: O95168 Link_out
                                        Protein Sequence: FASTA
                                        Gene Sequence: FASTA
                                        Name: Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial
                                        Reactions:
                                          Gene Name: SDHA
                                          Uniprot ID: P31040 Link_out
                                          Protein Sequence: FASTA
                                          Gene Sequence: FASTA
                                          Name: NADH dehydrogenase [ubiquinone] iron-sulfur protein 8, mitochondrial
                                          Reactions:
                                            Gene Name: NDUFS8
                                            Uniprot ID: O00217 Link_out
                                            Protein Sequence: FASTA
                                            Gene Sequence: FASTA
                                            Name: NADH-ubiquinone oxidoreductase chain 2
                                            Reactions:
                                              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:
                                                Gene Name: NDUFA7
                                                Uniprot ID: O95182 Link_out
                                                Protein Sequence: FASTA
                                                Gene Sequence: FASTA
                                                Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 2
                                                Reactions:
                                                  Gene Name: NDUFA2
                                                  Uniprot ID: O43678 Link_out
                                                  Protein Sequence: FASTA
                                                  Gene Sequence: FASTA
                                                  Name: NADH-ubiquinone oxidoreductase 75 kDa subunit, mitochondrial
                                                  Reactions:
                                                    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:
                                                      Gene Name: NDUFB5
                                                      Uniprot ID: O43674 Link_out
                                                      Protein Sequence: FASTA
                                                      Gene Sequence: FASTA
                                                      Name: NADH dehydrogenase [ubiquinone] 1 subunit C2
                                                      Reactions:
                                                        Gene Name: NDUFC2
                                                        Uniprot ID: O95298 Link_out
                                                        Protein Sequence: FASTA
                                                        Gene Sequence: FASTA
                                                        Name: NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 3
                                                        Reactions:
                                                          Gene Name: NDUFB3
                                                          Uniprot ID: O43676 Link_out
                                                          Protein Sequence: FASTA
                                                          Gene Sequence: FASTA
                                                          Name: NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 7
                                                          Reactions:
                                                            Gene Name: NDUFB7
                                                            Uniprot ID: P17568 Link_out
                                                            Protein Sequence: FASTA
                                                            Gene Sequence: FASTA
                                                            Name: Acyl carrier protein, mitochondrial
                                                            Reactions:
                                                              Gene Name: NDUFAB1
                                                              Uniprot ID: O14561 Link_out
                                                              Protein Sequence: FASTA
                                                              Gene Sequence: FASTA
                                                              Name: NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 5
                                                              Reactions:
                                                                Gene Name: NDUFA5
                                                                Uniprot ID: Q16718 Link_out
                                                                Protein Sequence: FASTA
                                                                Gene Sequence: FASTA
                                                                Name: Electron transfer flavoprotein-ubiquinone oxidoreductase, mitochondrial
                                                                Reactions:
                                                                  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:
                                                                    Gene Name: NDUFA9
                                                                    Uniprot ID: Q16795 Link_out
                                                                    Protein Sequence: FASTA
                                                                    Gene Sequence: FASTA
                                                                    Name: NADH-ubiquinone oxidoreductase chain 4
                                                                    Reactions:
                                                                      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:
                                                                        Gene Name: SDHD
                                                                        Uniprot ID: O14521 Link_out
                                                                        Protein Sequence: FASTA
                                                                        Gene Sequence: FASTA
                                                                        Name: NADH dehydrogenase [ubiquinone] iron-sulfur protein 7, mitochondrial
                                                                        Reactions:
                                                                          Gene Name: NDUFS7
                                                                          Uniprot ID: O75251 Link_out
                                                                          Protein Sequence: FASTA
                                                                          Gene Sequence: FASTA
                                                                          Name: NADH dehydrogenase [ubiquinone] flavoprotein 1, mitochondrial
                                                                          Reactions:
                                                                            Gene Name: NDUFV1
                                                                            Uniprot ID: P49821 Link_out
                                                                            Protein Sequence: FASTA
                                                                            Gene Sequence: FASTA
                                                                            Name: NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 9
                                                                            Reactions:
                                                                              Gene Name: NDUFB9
                                                                              Uniprot ID: Q9Y6M9 Link_out
                                                                              Protein Sequence: FASTA
                                                                              Gene Sequence: FASTA
                                                                              Name: NADH-ubiquinone oxidoreductase chain 6
                                                                              Reactions:
                                                                                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:
                                                                                  Gene Name: NDUFA13
                                                                                  Uniprot ID: Q9P0J0 Link_out
                                                                                  Protein Sequence: FASTA
                                                                                  Gene Sequence: FASTA
                                                                                  Name: NADH dehydrogenase [ubiquinone] iron-sulfur protein 6, mitochondrial
                                                                                  Reactions:
                                                                                    Gene Name: NDUFS6
                                                                                    Uniprot ID: O75380 Link_out
                                                                                    Protein Sequence: FASTA
                                                                                    Gene Sequence: FASTA
                                                                                    Name: Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial
                                                                                    Reactions:
                                                                                      Gene Name: SDHB
                                                                                      Uniprot ID: P21912 Link_out
                                                                                      Protein Sequence: FASTA
                                                                                      Gene Sequence: FASTA
                                                                                      Name: Hexaprenyldihydroxybenzoate methyltransferase, mitochondrial
                                                                                      Reactions:
                                                                                        Gene Name: COQ3
                                                                                        Uniprot ID: Q9NZJ6 Link_out
                                                                                        Protein Sequence: FASTA
                                                                                        Gene Sequence: FASTA
                                                                                        Name: Cytochrome b-c1 complex subunit 2, mitochondrial
                                                                                        Reactions:
                                                                                          Gene Name: UQCRC2
                                                                                          Uniprot ID: P22695 Link_out
                                                                                          Protein Sequence: FASTA
                                                                                          Gene Sequence: FASTA
                                                                                          Name: Cytochrome b-c1 complex subunit 9
                                                                                          Reactions:
                                                                                            Gene Name: UQCR10
                                                                                            Uniprot ID: Q9UDW1 Link_out
                                                                                            Protein Sequence: FASTA
                                                                                            Gene Sequence: FASTA
                                                                                            Name: Cytochrome b-c1 complex subunit 1, mitochondrial
                                                                                            Reactions:
                                                                                              Gene Name: UQCRC1
                                                                                              Uniprot ID: P31930 Link_out
                                                                                              Protein Sequence: FASTA
                                                                                              Gene Sequence: FASTA
                                                                                              Name: Cytochrome b-c1 complex subunit 7
                                                                                              Reactions:
                                                                                                Gene Name: UQCRB
                                                                                                Uniprot ID: P14927 Link_out
                                                                                                Protein Sequence: FASTA
                                                                                                Gene Sequence: FASTA
                                                                                                Name: Cytochrome b-c1 complex subunit Rieske, mitochondrial
                                                                                                Reactions:
                                                                                                  Gene Name: UQCRFS1
                                                                                                  Uniprot ID: P47985 Link_out
                                                                                                  Protein Sequence: FASTA
                                                                                                  Gene Sequence: FASTA
                                                                                                  Name: Cytochrome c1, heme protein, mitochondrial
                                                                                                  Reactions:
                                                                                                    Gene Name: CYC1
                                                                                                    Uniprot ID: P08574 Link_out
                                                                                                    Protein Sequence: FASTA
                                                                                                    Gene Sequence: FASTA
                                                                                                    Name: Cytochrome b-c1 complex subunit 6, mitochondrial
                                                                                                    Reactions:
                                                                                                      Gene Name: UQCRH
                                                                                                      Uniprot ID: P07919 Link_out
                                                                                                      Protein Sequence: FASTA
                                                                                                      Gene Sequence: FASTA
                                                                                                      Name: NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 11, mitochondrial
                                                                                                      Reactions:
                                                                                                        Gene Name: NDUFB11
                                                                                                        Uniprot ID: Q9NX14 Link_out
                                                                                                        Protein Sequence: FASTA
                                                                                                        Gene Sequence: FASTA
                                                                                                        Name: Cytochrome b-c1 complex subunit 8
                                                                                                        Reactions:
                                                                                                          Gene Name: UQCRQ
                                                                                                          Uniprot ID: O14949 Link_out
                                                                                                          Protein Sequence: FASTA
                                                                                                          Gene Sequence: FASTA
                                                                                                          Name: Cytochrome b-c1 complex subunit 10
                                                                                                          Reactions:
                                                                                                            Gene Name: UQCR11
                                                                                                            Uniprot ID: O14957 Link_out
                                                                                                            Protein Sequence: FASTA
                                                                                                            Gene Sequence: FASTA
                                                                                                            Name: NADH dehydrogenase (Ubiquinone) 1 beta subcomplex, 2, 8kDa
                                                                                                            Reactions:
                                                                                                              Gene Name: NDUFB2
                                                                                                              Uniprot ID: A4D1T5 Link_out
                                                                                                              Protein Sequence: FASTA
                                                                                                              Gene Sequence: FASTA