Ubiquinone-1 (BioCAD00000020027)
blood brain fibroblasts intestine leukocyte liver neuron pancreas platelet prostate skeletal muscle
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
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.
DBLinks
- CAS Registry Number: 727-81-1
- PubChem CID: 4462
- ChEBI: 46234
- HMDB: HMDB0002012
- LipidMaps:
- KEGG: C00399
- BioCyc: CPD0-1118
- NCBI MeSH: Ubiquinone Q1
- Wikipedia: Coenzyme_Q5
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
- WishartLab ClassyFire: [Quinone and hydroquinone lipids] Quinone and hydroquinone lipids
- RefMet: [Ubiquinones] Ubiquinones
- Coconut NaturalProduct: [Prenyl quinone meroterpenoids] Prenyl quinone meroterpenoids
- Coconut NaturalProduct: [Naphthoquinones] Naphthoquinones
Taxonomy Source
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 |