Bovine Metabolome Database: Showing metabocard for Ubisemiquinone (BMDB0002139)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:51:36 UTC

Update Date

2020-04-22 15:09:52 UTC

BMDB ID

BMDB0002139

Secondary Accession Numbers

BMDB02139

Metabolite Identification

Common Name

Ubisemiquinone

Description

Coenzyme Coenzyme coenzyme Coenzyme q101010, also known as Coenzyme coenzyme Coenzyme q1010 or coenzyme Q10, belongs to the class of organic compounds known as ubicoenzyme Coenzyme q10uinones. These are coenzyme Coenzyme coenzyme Coenzyme q1010 derivatives containing a 5, 6-dimethoxy-3-methyl(1,4-benzocoenzyme Coenzyme q10uinone) moiety to which an isoprenyl group is attached at ring position 2(or 6). Coenzyme Coenzyme coenzyme Coenzyme q101010 is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Coenzyme Coenzyme coenzyme Coenzyme q101010 exists in all living species, ranging from bacteria to humans. Coenzyme Coenzyme coenzyme Coenzyme q101010 participates in a number of enzymatic reactions, within cattle. In particular, Coenzyme Coenzyme coenzyme Coenzyme q101010 and glycerol 3-phosphate can be converted into ubicoenzyme Coenzyme q10uinol 8 and dihydroxyacetone phosphate through its interaction with the enzyme glycerol-3-phosphate dehydrogenase, mitochondrial. In addition, Coenzyme Coenzyme coenzyme Coenzyme q101010 and succinic acid can be converted into ubicoenzyme Coenzyme q10uinol 8 and fumaric acid through the action of the enzyme succinate dehydrogenase. In cattle, coenzyme Coenzyme coenzyme Coenzyme q101010 is involved in the metabolic pathway called the mitochondrial electron transport chain pathway.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Coenzyme Q10 semiquinone	HMDB
Ubidecarenone	MeSH, HMDB
Coenzyme Q10, (Z,Z,Z,Z,Z,Z,e,e,e)-isomer	MeSH, HMDB
Ubisemiquinone radical	MeSH, HMDB
2,3-Dimethoxy-5-methyl-6-decaprenylbenzoquinone	MeSH, HMDB
CoQ10	MeSH, HMDB
Q-Ter	MeSH, HMDB
CO-Enzyme Q10	MeSH, HMDB
Coenzyme Q10	MeSH
bio-Quinone Q10	MeSH, HMDB
Ubiquinone 50	MeSH, HMDB
CoQ 10	MeSH, HMDB
Coenzyme Q10, ion (1-), (all-e)-isomer	MeSH, HMDB
Ubiquinone Q10	MeSH, HMDB
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	HMDB
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	HMDB
Adelir	HMDB
all-trans-Ubiquinone	HMDB
CoQ	HMDB
Q	HMDB
Q 199	HMDB
Q10	HMDB
Ubiquinone	HMDB
Ubiquinone 10	HMDB, MeSH
UBIQUINONE-10	HMDB
(all-e)-2,3-Dimethoxy-5-methyl-6-(3,7,11,15,19,23,27,31-octamethyl-2,6,10,14,18,22,26,30-dotriacontaoctaenyl)-2,5-cyclohexadiene-1,4-dione	HMDB
(all-e)-2-(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-2,5-cyclohexadiene-1,4-dione	HMDB
2-(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	HMDB
2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-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- 2,5-cyclohexadiene-1,4-dione	HMDB
4-Ethyl-5-fluoropyrimidine	HMDB
Aqua Q 10l10	HMDB
Aqua Q10	HMDB
Bio-quinon	HMDB
Ensorb	HMDB
Kaneka Q10	HMDB
Kudesan	HMDB
Li-Q-sorb	HMDB
Liquid-Q	HMDB
Neuquinon	HMDB
Neuquinone	HMDB
PureSorb Q 40	HMDB
Q 10AA	HMDB
Q-Gel	HMDB
Q-Gel 100	HMDB
Unbiquinone	HMDB
Unispheres Q 10	HMDB
Ubisemiquinone	HMDB, MeSH

Chemical Formula

C₅₉H₉₀O₄

Average Molecular Weight

863.3435

Monoisotopic Molecular Weight

862.683911368

IUPAC Name

2-[(2E,6E,10E,14E,18E,22E,26Z,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

Traditional Name

ubisemiquinone

CAS Registry Number

27696-12-4

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

InChI Identifier

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+

InChI Key

ACTIUHUUMQJHFO-NBZSDRGLSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as ubiquinones. These are coenzyme Q derivatives containing a 5, 6-dimethoxy-3-methyl(1,4-benzoquinone) moiety to which an isoprenyl group is attached at ring position 2(or 6).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Ubiquinones

Alternative Parents

Substituents

Polyterpenoid
Polyprenylbenzoquinone
Ubiquinone skeleton
Quinone
P-benzoquinone
Vinylogous ester
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Cytoplasm
Membrane

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	9.94	ALOGPS
logP	17.16	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	31	ChemAxon
Refractivity	286.61 m³·mol⁻¹	ChemAxon
Polarizability	111.43 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dj-0211111090-6a869102747ec5ae93a4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kb-1859498220-7339f4669211f439f21a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kb-2131239600-0459da83925ec9d0e79f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0000000090-b50a0138d910d6641b72	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-08i4-0000000890-33ee289015ac39ff3df8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000b-3000000940-d7a250f754c937cceb37	View in MoNA
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer