Basic information
- CAS
727-81-1- Standard SMILES
COC1=C(OC)C(=O)C(CC=C(C)C)=C(C)C1=O- InChIKey
SOECUQMRSRVZQQ-UHFFFAOYSA-N- Molecular formula
- C14H18O4
- Average molar mass
- 250.29 g/mol
- Monoisotopic mass
- 250.12050905
Overview
Ubiquinones is any benzoquinone derived from 2,3-dimethoxy-5-methylbenzoquinone; one of a group of naturally occurring homologues. The redox-active quinoid moiety usually carries a polyprenoid side chain at position 6, the number of isoprenoid units in which is species-specific. Ubiquinones are involved in the control of mitochondrial electron transport, and are also potent anti-oxidants. It has a role as a mouse metabolite and an Escherichia coli metabolite. It is a member of 1,4-benzoquinones and a prenylquinone. It is functionally related to a 2,3-dihydroxy-5-methyl-1,4-benzoquinone.
Names & identifiers
- Preferred name
- Coenzyme Q1
- IUPAC
- 2,3-dimethoxy-5-methyl-6-(3-methylbut-2-enyl)cyclohexa-2,5-diene-1,4-dione
- English name
- COENZYME Q1
- Molecular formula
- C14H18O4
- Molecular weight
- 250.29
Names & synonyms
Coenzyme Q1Ubiquinone-1727-81-1Ubiquinone Q1CoQ12,3-dimethoxy-5-methyl-6-(3-methylbut-2-en-1-yl)cyclohexa-2,5-diene-1,4-dioneJR17826E4G2,3-dimethoxy-5-methyl-6-(3-methylbut-2-enyl)cyclohexa-2,5-diene-1,4-dioneNSC-268269J93.220ECHEBI:46234DTXSID10223001
Show more names
Nsc 268269UBIQUINONE-5Ubiquinone 1Coenzyme?Q1Coenzyme Q1(solution in ethanol)2-Isopentenyl-5,6-dimethoxy-3-methyl-p-benzoquinone
2,5-Cyclohexadiene-1,4-dione, 2,3-dimethoxy-5-methyl-6-(3-methyl-2-butenyl)-RefChem:192857DTXCID70145492Coenzyme Q52,3-Dimethoxy-5-methyl-6-(3-methyl-2-butenyl)-1,4-benzoquinoneUbiquionone 1Koenzym QUbiquinone Q5
Database identifiers
- CAS
727-81-1- PubChem CID
- 4462
- DTXSID
DTXSID10223001- ChEMBL
CHEMBL1236594
Properties
Computed structural properties
- XLogP
- 2.8
- Topological polar surface area
- 52.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 474
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physical DescriptionSolid
Physicochemical properties
- Boiling point
- 389.1 · 389.1±42.0 °C(Predicted)
- Density
- 1.1 · 1.10±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- 10 mg/ml; · DMF: 10 mg/ml; Ethanol: 10 mg/ml
- form
- Orange-red to red liquid.
- color
- Orange to red
- InChI
- 1S/C14H18O4/c1-8(2)6-7-10-9(3)11(15)13(17-4)14(18-5)12(10)16/h6H,7H2,1-5H3
- InChIKey
- SOECUQMRSRVZQQ-UHFFFAOYSA-N
- SMILES
- COC1=C(OC)C(=O)C(C\C=C(\C)C)=C(C)C1=O
- FDA UNII
- 17826 E4G · JR17826E4G
- UNSPSC Code
- 12352204 · 12352204
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- wgk
- 3
- Signal word
- Danger
- Symbol(GHS)
- GHS02
- safety_code
- 23-24/25
- Storage Class
- 10 - Combustible liquids
Chemistry & industry
Pharmacology
Tissue LocationsBrain
Cellular LocationsMembrane
Metabolite PathwaysUbiquinone Biosynthesis
Applications
DescriptionCooenzyme Q10 (CoQ10) is a component of the electron transport chain and participates in aerobic cellular respiration, generating energy in the form of ATP. CoQ1 is an amphipathic CoQ10 homolog that has a tail consisting of five isoprene units. It has been used as an electron acceptor to study a range of oxidoreductases as isolated enzymes, in subcellular fractions, in intact cells in culture, and in perfused organs. Ubiquinone analogs, including CoQ1, impact mitochondrial permeability transition pore (PTP) formation, as well as PTP-dependent cell death, in an analog- and cell-specific manner.
UsesCoenzyme Q1 has been used to measure the mitochondrial respiratory chain complex 1 activity.
UsesCoenzyme Q1 is an electron acceptor and a component of the electron transport chain. It also play a role in themitochondrial permeability transition pore (PTP). Coenzyme Q1 is structurally similar tocoenzyme Q2 (C636450)andcoenzyme Q10 (C636501).
General DescriptionCoenzyme Q (CoQ) is localized to the hydrophobic domain of the phospholipid bilayer of mitochondria, plasma lipoproteins, and other biological membranes. It is a ubiquinone homolog with a short isoprenoid side chain.
Suppliers25 total
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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