Metabolite Card

Formula: C14H18O4 (250.1205)
SMILES: COC1=C(OC)C(=O)C(CC=C(C)C)=C(C)C1=O

Synonyms [en]

Ubiquinone-1; coenzyme Q1; ubiquinone 5; coenzyme Q5; CoQ1; Ubiquinone Q1

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Ubiquinone-1. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000020027). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Ubiquinone-1 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-1 has just 1 isoprene unit. Normally in humans it has 10. Ubiquinone-1 is an intermediate in the synthesis of Ubiquionone 10, which is also called Coenzyme Q (CoQ). CoQ is found in the membranes of endoplasmic reticulum, peroxisomes, lysosomes, vesicles and notably the inner membrane of the mitochondrion where it is an important part of the electron transport chain; there it passes reducing equivalents to acceptors such as Coenzyme Q : cytochrome c - oxidoreductase. CoQ is also essential in the formation of the apoptosome along with other adapter proteins. The loss of trophic factors activates pro-apoptotic enzymes, causing the breakdown of mitochondria. Because of its ability to transfer electrons and therefore act as an antioxidant, Coenzyme Q has become a valued dietary supplement. CoQ10 has been widely used for the treatment of heart disease (especially heart failure), gum diseases, and also breast cancer. The benzoquinone portion of Coenzyme Q10 is synthesized from amino acids, while the isoprene sidechain is synthesized from acetyl CoA through the mevalonate pathway. The mevalonate pathway is used for the first steps of cholesterol biosynthesis.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 727-81-1
  • PubChem: 4462
  • PubChem: 6435
  • ChEBI: ChEBI:16389
  • ChEBI: ChEBI:46234
  • HMDB: HMDB0002012
  • HMDB: HMDB02012
  • KEGG: C00399
  • BioCyc: CPD0-1118
  • NCBI MeSH: Ubiquinone Q1
  • Wikipedia: Coenzyme_Q5
  • DrugBank: DB08689
  • RefMet: RM0136148
  • MoNA: LipidBlast2022_134176
  • Metlin: METLIN_45118
  • Coconut NaturalProduct: CNP0105360.0
  • Coconut NaturalProduct: CNP0339096.0
  • Coconut NaturalProduct: CNP0350576.0

Class / Ontology

Metabolic Network
ID EC Number Name
View More
Organism Source

Taxonomy Source

  1. Homo sapiens [ncbi taxid: 9606]

Pathway Synthetic

pathway id name
BioCyc:HUMAN_PWY-5386 methylglyoxal degradation I
BioCyc:META_PWY-5083 NAD/NADH phosphorylation and dephosphorylation
BioCyc:META_PWY0-1329 succinate to cytochrome bo oxidase electron transfer
BioCyc:META_PWY0-1561 glycerol-3-phosphate to cytochrome bo oxidase electron transfer
BioCyc:META_PWY0-1335 NADH to cytochrome bo oxidase electron transfer I
BioCyc:META_PWY-7279 aerobic respiration II (cytochrome c) (yeast)
BioCyc:ECO_GLUCOSE1PMETAB-PWY glucose and glucose-1-phosphate degradation
BioCyc:ECO_PWY-6952 glycerophosphodiester degradation
BioCyc:ECO_PWY0-381 glycerol and glycerophosphodiester degradation
BioCyc:ECO_PWY0-1584 nitrate reduction X (dissimilatory, periplasmic)
BioCyc:ECO_TCA-GLYOX-BYPASS superpathway of glyoxylate bypass and TCA
BioCyc:ECO_PWY-4261 glycerol degradation I
BioCyc:YEAST_PWY-7269 NAD/NADP-NADH/NADPH mitochondrial interconversion (yeast)
BioCyc:YEAST_PWY-7279-YEAST aerobic respiration (cytochrome c)
BioCyc:ARA_PWYQT-4481 TCA cycle variation V (plant)
BioCyc:ARA_PWY-3781 aerobic respiration I (cytochrome c)
BioCyc:VCHO_PWY-5386 methylglyoxal degradation I
BioCyc:SHIGELLA_GLUCOSE1PMETAB-PWY glucose and glucose-1-phosphate degradation
BioCyc:SHIGELLA_PWY-5686 UMP biosynthesis
BioCyc:SHIGELLA_PWY0-381 glycerol and glycerophosphodiester degradation
View All Pathways