CAS 303-98-0|coenzyme Q|Ubiquinone|coenzyme-Q10|Coenzyme Q10(CoQ10)|CoQ10|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...

General Information

Structure

Molecular Formula

C₅₉H₉₀O₄

Molecular Mass

863.3435

Exact Mass

862.68391136

Charge

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

Canonic Smiles

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

Isomeric Smiles

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

Calculated Properties

JChem

LogD (pH = 7.4)

17.16

LogD (pH = 5.5)

17.16

Log P

17.16

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

false

Acid pKa

-4.72

Polar Surface Area

52.60

Polarizability

112.47

Molar Refractivity

286.61

LOG S

-18.12

Data Source

Names and Identifiers

Synonyms

coenzyme QUbiquinoneCoenzyme Q10(CoQ10)CoQ10UbidecarenoneCOENZYME Q10Q-10Coenzyme Q10Ubiquinone-10Ubiquinone 50COENZYME Q10 BOVINEUbidecarenonecoenzyme Q10ubiquinone-10coenzyme Q10Coenzyme Q10CoQ10Ubiquinone-10Q 199ubiquinone 10UBIQUINONE-10AdelirubiquinoneQ10ubiquinone 502-[(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-benzoquinoneQall-trans-ubiquinoneCoQ2-((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

IUPAC Traditional name

coenzyme-Q10 2-(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 coenzyme Q10

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 2-(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

Names and Identifiers

Registration numbers

MDL Number

MFCD00042919

PubChem SID

2489317016203793826697085

EC Number

CAS Number

Beilstein Number

PubChem CID

CHEBI ID

46245CHEBI:46241CHEBI:46245CHEBI:9854

Unique Ingredient Identifier

ATC CODE

Wikipedia Title

Chemspider ID

CHEMBL

LIPID MAPS Instance

MetaCyc Database

Reaxys Registry

BRENDA Database

1.1.99.13.4.22.551.3.98.11.10.5.11.3.5.22.1.2.11.8.1.42.1.1.2221.8.5.81.8.5.41.1.5.121.3.1.221.1.5.31.6.5.51.5.5.3

Protein Data Bank

2hg92uww3dsy7rjd1jgx1yf62bnp2uxk3dtr4h9l7ddq7pqd2bns2ux34h995lri

UniProt Database

Q0Q2J9Q0Q2K0A5IQH6A8Z146Q0Q2J6A6TZA4A6QET9P80261Q20719P0CB95Q36450A6QET6A7WZ80Q6GJ43A5IQI0

PubMed Citation Links

7718355134457562701226518843432171927657599208203671941878764510953455267418661760530525544601

BKMS React Database

1247919347860351482495536136673231622169517556713303207267

MetaboLights Database

MTBLS578MTBLS2145MTBLS1887MTBLS2262

KNApSAcK Database

C00002866

BRENDA Ligand Database

1934781366731755671330323162603521695553620726714824912479

KEGG ID

ACToR Database

CompTox Database

SABIO-RK Database

SureChEMBL Database

Reactom Database

R-HSA-169270R-HSA-164651R-HSA-163213R-HSA-1614665R-HSA-73569R-HSA-163217

HMDB Database

HMDB0001072

Patent number

EP1698329WO2007086689EP1550450EP1700597

Drug Central Database

4,607

VirtualMetabolicHuman Database

q10

Rhea Database

RHEA:52516RHEA:61984RHEA:38359RHEA:62608RHEA:61980

KEGG DRUG Database

D01065

FooDB Database

FDB013228

PDBeChem Database

U10

Registration numbers

Properties

Physical Property

49-51 °C

Properties

Related Proteins

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

Selleck Chemicals

S2398

Research Area: Metabolic Disease
Biological Activity:
Coenzyme Q10 (ubiquinone, ubidecarenone, coenzyme Q) is a component of the electron transport chain and participates in aerobic cellular respiration, generating energy in the form of ATP. Coenzyme Q10 (ubiquinone, ubidecarenone, coenzyme Q) is found naturally in the energy-producing center of the cell known as the mitochondria. Coenzyme Q10 (ubiquinone, ubidecarenone, coenzyme Q) is found in the membranes of many organelles. Some other organelles that contain CoQ10 include endoplasmic reticulum, peroxisomes, lysosomes, and vesicles. Coenzyme Q10 (ubiquinone, ubidecarenone, coenzyme Q) also works as an antioxidant. [1][2]

MP Biomedicals

02195108

From Bovine Heart
Involved in electron transport in mitochondrial preparations. Possible cardiovascular agents.

Wikipedia

Coenzyme_Q10

Sigma Aldrich

C9538

Biochem/physiol Actions
Endogenous cellular antioxidant; essential component of the electron transfer chain.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C9538.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

27595

Other Notes
Coenzyme Q.1

ChEBI

CHEBI:46245

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

Molecule Details

References

PubChem Literature

From Data Sources

• http://en.wikipedia.org/wiki/Coenzyme_Q10

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC Traditional name

coenzyme-Q10 2-(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 coenzyme Q10

IUPAC name

Molecule Details

Selleck Chemicals

S2398

MP Biomedicals

02195108

From Bovine Heart
Involved in electron transport in mitochondrial preparations. Possible cardiovascular agents.

Wikipedia

Coenzyme_Q10

Sigma Aldrich

C9538

27595