Record Information
Version3.6
Creation Date2005-11-16 15:48:42 UTC
Update Date2013-01-29 02:29:45 UTC
HMDB IDHMDB01304
Secondary Accession NumbersNone
Metabolite Identification
Common NameQH2
DescriptionReduced form of ubiquinone, a mobile electron transporter between complex I and III, or II and III of the electron transport chain. Both at complex I or complex II, two electrons and two protons are passed to ubiquinone reducing it to ubiquinol.
Structure
Thumb
Synonyms
  1. Coenzymes QH2
  2. CoQH2
  3. Reduced ubiquinone
  4. Ubiquinol
  5. Ubiquinone-1
Chemical FormulaNot Available
Average Molecular WeightNot Available
Monoisotopic Molecular WeightNot Available
IUPAC NameNot Available
Traditional IUPAC NameNot Available
CAS Registry Number56275-39-9
SMILES
InChI Identifier
InChI=1S/C19H28O4/c1-12(2)8-7-9-13(3)10-11-15-14(4)16(20)18(22-5)19(23-6)17(15)21/h8,10,20-21H,7,9,11H2,1-6H3/b13-10+
InChI KeyRNUCUWWMTTWKAH-JLHYYAGUSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassLipids
ClassPrenol Lipids
Sub ClassMonoterpenes
Other Descriptors
  • Aromatic Homomonocyclic Compounds
  • Hydroxyquinols and Derivatives
  • Methoxyphenols and Derivatives
  • Monocyclic Monoterpenes
  • Pyrogallols and Derivatives
  • a ubiquinol(Cyc)
Substituents
  • Alkyl Aryl Ether
  • Anisole
  • Hydroquinone
  • Isoprene
  • M Cresol
  • O Cresol
  • Phenol
  • Phenol Derivative
  • Toluene
Direct ParentAromatic Monoterpenes
Ontology
StatusDetected and Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Component of Ubiquinone biosynthesis
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Extracellular
  • Membrane
  • Inner mitochondrial membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
  • Inner mitochondrial membrane
Biofluid Locations
  • Blood
Tissue Location
  • Epidermis
  • Muscle
  • Skeletal Muscle
  • Testes
PathwaysNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
BiofluidStatusValueAgeSexConditionReference
BloodDetected and Quantified7.4 +/- 2.7 uMAdult (>18 years old)BothCommentHeart failure
Associated Disorders and Diseases
Disease References
Heart failure
  • Bhagavan HN, Chopra RK: Plasma coenzyme Q10 response to oral ingestion of coenzyme Q10 formulations. Mitochondrion. 2007 Jun;7 Suppl:S78-88. Epub 2007 Mar 27. Pubmed: 17482886
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB022543
KNApSAcK IDNot Available
Chemspider ID4444052
KEGG Compound IDC00390
BioCyc IDQH2
BiGG IDNot Available
Wikipedia Linkubiquinol
NuGOwiki LinkHMDB01304
Metagene LinkHMDB01304
METLIN ID6146
PubChem Compound5280344
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Shindo Y, Witt E, Han D, Epstein W, Packer L: Enzymic and non-enzymic antioxidants in epidermis and dermis of human skin. J Invest Dermatol. 1994 Jan;102(1):122-4. Pubmed: 8288904
  2. Passi S, Grandinetti M, Maggio F, Stancato A, De Luca C: Epidermal oxidative stress in vitiligo. Pigment Cell Res. 1998 Apr;11(2):81-5. Pubmed: 9585244
  3. Neuzil J, Stocker R: Free and albumin-bound bilirubin are efficient co-antioxidants for alpha-tocopherol, inhibiting plasma and low density lipoprotein lipid peroxidation. J Biol Chem. 1994 Jun 17;269(24):16712-9. Pubmed: 8206992
  4. Mohr D, Umeda Y, Redgrave TG, Stocker R: Antioxidant defenses in rat intestine and mesenteric lymph. Redox Rep. 1999;4(3):79-87. Pubmed: 10496410
  5. Kontush A, Spranger T, Reich A, Baum K, Beisiegel U: Lipophilic antioxidants in blood plasma as markers of atherosclerosis: the role of alpha-carotene and gamma-tocopherol. Atherosclerosis. 1999 May;144(1):117-22. Pubmed: 10381285
  6. Halliwell B, Hu ML, Louie S, Duvall TR, Tarkington BK, Motchnik P, Cross CE: Interaction of nitrogen dioxide with human plasma. Antioxidant depletion and oxidative damage. FEBS Lett. 1992 Nov 16;313(1):62-6. Pubmed: 1426270
  7. Peltola V, Huhtaniemi I, Metsa-Ketela T, Ahotupa M: Induction of lipid peroxidation during steroidogenesis in the rat testis. Endocrinology. 1996 Jan;137(1):105-12. Pubmed: 8536600
  8. Miles L, Miles MV, Tang PH, Horn PS, Wong BL, DeGrauw TJ, Morehart PJ, Bove KE: Muscle coenzyme Q: a potential test for mitochondrial activity and redox status. Pediatr Neurol. 2005 May;32(5):318-24. Pubmed: 15866432
  9. Lonnrot K, Metsa-Ketela T, Molnar G, Ahonen JP, Latvala M, Peltola J, Pietila T, Alho H: The effect of ascorbate and ubiquinone supplementation on plasma and CSF total antioxidant capacity. Free Radic Biol Med. 1996;21(2):211-7. Pubmed: 8818636
  10. Kontush A, Reich A, Baum K, Spranger T, Finckh B, Kohlschutter A, Beisiegel U: Plasma ubiquinol-10 is decreased in patients with hyperlipidaemia. Atherosclerosis. 1997 Feb 28;129(1):119-26. Pubmed: 9069526
  11. Hargreaves P, Rahman S, Guthrie P, Taanman JW, Leonard JV, Land JM, Heales SJ: Diagnostic value of succinate ubiquinone reductase activity in the identification of patients with mitochondrial DNA depletion. J Inherit Metab Dis. 2002 Feb;25(1):7-16. Pubmed: 12004863

Only showing the first 50 proteins. There are 55 proteins in total.

Enzymes

Gene Name:
MT-ND1
Uniprot ID:
P03886
Reactions
QH2 + Acceptor unknown Ubiquinone-2 + Reduced acceptordetails
Gene Name:
SDHC
Uniprot ID:
Q99643
Reactions
Ubiquinone-2 + Succinic acid unknown QH2 + Fumaric aciddetails
Gene Name:
MT-ND4L
Uniprot ID:
P03901
Reactions
QH2 + Acceptor unknown Ubiquinone-2 + Reduced acceptordetails
Gene Name:
MT-ND5
Uniprot ID:
P03915
Reactions
QH2 + Acceptor unknown Ubiquinone-2 + Reduced acceptordetails
Gene Name:
SDHA
Uniprot ID:
P31040
Reactions
Ubiquinone-2 + Succinic acid unknown QH2 + Fumaric aciddetails
Gene Name:
MT-ND2
Uniprot ID:
P03891
Reactions
QH2 + Acceptor unknown Ubiquinone-2 + Reduced acceptordetails
Gene Name:
NDUFAB1
Uniprot ID:
O14561
Gene Name:
MT-ND4
Uniprot ID:
P03905
Reactions
QH2 + Acceptor unknown Ubiquinone-2 + Reduced acceptordetails
Gene Name:
SDHD
Uniprot ID:
O14521
Reactions
Ubiquinone-2 + Succinic acid unknown QH2 + Fumaric aciddetails
Gene Name:
MT-ND3
Uniprot ID:
P03897
Reactions
QH2 + Acceptor unknown Ubiquinone-2 + Reduced acceptordetails
Gene Name:
MT-ND6
Uniprot ID:
P03923
Reactions
QH2 + Acceptor unknown Ubiquinone-2 + Reduced acceptordetails
Gene Name:
SDHB
Uniprot ID:
P21912
Reactions
Ubiquinone-2 + Succinic acid unknown QH2 + Fumaric aciddetails
Gene Name:
UQCR10
Uniprot ID:
Q9UDW1
Gene Name:
UQCRB
Uniprot ID:
P14927

Only showing the first 50 proteins. There are 55 proteins in total.