coenzyme Q(10) (CHEBI:46245)

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CHEBI:46245 - coenzyme Q₁₀

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ChEBI Name	coenzyme Q₁₀

ChEBI ID	CHEBI:46245

ChEBI ASCII Name	coenzyme Q10

Definition	A ubiquinone having a side chain of 10 isoprenoid units. In the naturally occurring isomer, all isoprenyl double bonds are in the E- configuration.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:9854, CHEBI:46241

Supplier Information	No supplier information found for this compound.

Download	Molfile XML SDF

more structures >>

Molfile

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M END): 25 ms

reading 153 atoms

ModelSet: haveSymmetry:false haveUnitcells:false haveFractionalCoord:false

1 model in this collection. Use getProperty "modelInfo" or getProperty "auxiliaryInfo" to inspect them.

Default Van der Waals type for model set to Babel

153 atoms created

ModelSet: not autobonding; use forceAutobond=true to force automatic bond creation

Script completed

Jmol script terminated

Molfile expand

Wikipedia	License
[object Object]
Read full article at Wikipedia

Formula

C59H90O4

Net Charge

Average Mass

863.34350

Monoisotopic Mass

862.68391

InChI

InChI=1S/C59H90O4/c1-44(2)24-15-25-45(3)26-16-27-46(4)28-17-29-47(5)30-18-31-48(6)32-19-33-49(7)34-20-35-50(8)36-21-37-51(9)38-22-39-52(10)40-23-41-53(11)42-43-55-54(12)56(60)58(62-13)59(63-14)57(55)61/h24,26,28,30,32,34,36,38,40,42H,15-23,25,27,29,31,33,35,37,39,41,43H2,1-14H3/b45-26+,46-28+,47-30+,48-32+,49-34+,50-36+,51-38+,52-40+,53-42+

InChIKey

ACTIUHUUMQJHFO-UPTCCGCDSA-N

SMILES

COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O

Metabolite of Species	Details
Homo sapiens (NCBI:txid9606)	See: DOI

Roles Classification
Chemical Role(s):	antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.

Biological Role(s):	human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). ferroptosis inhibitor Any substance that inhibits the process of ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms. Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. (via ubiquinones ) mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). (via ubiquinones )

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	coenzyme Q₁₀ (CHEBI:46245) has role antioxidant (CHEBI:22586) coenzyme Q₁₀ (CHEBI:46245) has role ferroptosis inhibitor (CHEBI:173084) coenzyme Q₁₀ (CHEBI:46245) has role human metabolite (CHEBI:77746) coenzyme Q₁₀ (CHEBI:46245) is a ubiquinones (CHEBI:16389)

IUPAC Name

2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione

Synonyms	Sources
2-((all-E)-3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl)-5,6-dimethoxy-3-methyl-p-benzoquinone	ChemIDplus
2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-5,6-dimethoxy-3-methyl-1,4-benzoquinone	ChEBI
Adelir	KEGG DRUG
all-trans-ubiquinone	ChEBI
coenzyme Q₁₀	ChemIDplus
Coenzyme Q10	KEGG COMPOUND
CoQ	ChEBI
CoQ10	ChEBI
Q	ChEBI
Q 199	ChemIDplus
Q10	ChEBI
Ubidecarenone	KEGG COMPOUND
ubiquinone	ChEBI
ubiquinone 10	ChemIDplus
ubiquinone 50	ChemIDplus
UBIQUINONE-10	PDBeChem
Ubiquinone-10	KEGG COMPOUND
ubiquinone-10	UniProt

Manual Xrefs	Databases
4445197	ChemSpider
4607	DrugCentral
C00002866	KNApSAcK
C11378	KEGG COMPOUND
Coenzyme_Q10	Wikipedia
D01065	KEGG DRUG
FDB013228	FooDB
HMDB0001072	HMDB
LMPR02010001	LIPID MAPS
U10	PDBeChem
UBIQUINONE-10	MetaCyc
View more database links

Registry Numbers	Types	Sources
1900141	Beilstein Registry Number	Beilstein
1900141	Reaxys Registry Number	Reaxys
303-98-0	CAS Registry Number	NIST Chemistry WebBook
303-98-0	CAS Registry Number	ChemIDplus

Citations	Types	Sources
10953455	PubMed citation	Europe PMC
13445756	PubMed citation	Europe PMC
17192765	PubMed citation	Europe PMC
17605305	PubMed citation	Europe PMC
18787645	PubMed citation	Europe PMC
18843432	PubMed citation	Europe PMC
20367194	PubMed citation	Europe PMC
25544601	PubMed citation	Europe PMC
26741866	PubMed citation	Europe PMC
27012265	PubMed citation	Europe PMC
7599208	PubMed citation	Europe PMC
7718355	PubMed citation	Europe PMC

Last Modified

26 May 2021

General Comment
2010-04-29	Additional citation (no PMID) -- Kawahara K et al., (1994): Isolation of Sphingomonas Strains from Ears of Rice and Other Plants of Family Gramineae - Biosci. Biotech. Biochem. 58(3): 600-601.

CHEBI:46245 - coenzyme Q10

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CHEBI:46245 - coenzyme Q₁₀