Decylubiquinone

HCID 2971

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Basic information

CAS: 55486-00-5
Standard SMILES: CCCCCCCCCCC1=C(C)C(=O)C(OC)=C(OC)C1=O
InChIKey: VMEGFMNVSYVVOM-UHFFFAOYSA-N
Molecular formula: C19H30O4
Average molar mass: 322.4 g/mol
Monoisotopic mass: 322.21440943

Overview

6-decylubiquinone is a member of the class of 1,4-benzoquinones that is 2,3-dimethoxybenzoquinone which has been substituted at positions 5 and 6 by decyl and methyl groups. It has a role as a cofactor. It is functionally related to a 6-decylubiquinol.

Names & identifiers

Preferred name: Decylubiquinone
IUPAC: 2-decyl-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione
English name: DECYLUBIQUINONE
Molecular formula: C19H30O4
Molecular weight: 322.44

Names & synonyms

decylubiquinone55486-00-56-Decylubiquinone2-decyl-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dioneDecyl-ubiquinone2,3-Dimethoxy-5-methyl-6-decyl-1,4-benzoquinone2,3-Dmdb2-decyl-5,6-dimethoxy-3-methyl-1,4-benzoquinoneDP8EJ59CQNDTXSID20204063CHEBI:52020RefChem:131398

Show more names

Decylubiquinone (2,3-Dmdb)Decylubiquinone(solution in ethanol)Decylubiquinone (2,3-Dmdb), MPTP inhibitor

DTXCID20126554621-794-0MFCD000833062,5-Cyclohexadiene-1,4-dione, 2-decyl-5,6-dimethoxy-3-methyl-VMEGFMNVSYVVOM-UHFFFAOYSA-N2-decyl-5,6-dimethoxy-3-methyl-2,5-cyclohexadiene-1,4-dioneUNII-DP8EJ59CQNBSPBio_001585

Database identifiers

CAS: 55486-00-5
PubChem CID: 2971
DTXSID: DTXSID20204063
ChEMBL: CHEMBL217894
ChEBI: CHEBI:52020

Properties

Computed structural properties

XLogP: 6
Topological polar surface area: 52.6 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 11
Heavy atoms: 23
Formal charge: 0
Complexity: 486

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

Physicochemical properties

Boiling point: 452.9 · 452.9±45.0 °C(Predicted)
Density: 1.02 · 1.02±0.1 g/cm3(Predicted)
storage temp.: -20 °C · -20°C
solubility: Soluble in DMSO (up to 10 mg/ml)
form: Neat yellow to orange colored oil.
color: Yellow or orange
Stability: 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
InChI: 1S/C19H30O4/c1-5-6-7-8-9-10-11-12-13-15-14(2)16(20)18(22-3)19(23-4)17(15)21/h5-13H2,1-4H3
InChIKey: VMEGFMNVSYVVOM-UHFFFAOYSA-N
SMILES: CCCCCCCCCCC1=C(C)C(=O)C(OC)=C(OC)C1=O
FDA UNII: 8 EJ59CQN · DP8EJ59CQN
UNSPSC Code

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 10 - Combustible liquids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 3 items

DescriptionDecylubiquinone (55486-00-5) inhibits the Ca2+dependent mitochondrial permeability transition pore (MPTP) without inhibiting respiration.1Maximum effect on Ca2+retention capacity of rat liver mitochondria at 100 μM. Inhibits etoposide-induced apoptosis in in L929 cells at 5 μM via inhibition of cytochrome C release.2Delays rotenone-induced cardiac dysfunction in a zebrafish model of development and cardiovascular function.3Substrate for various quinone oxidoreductases.4,5

UsesDecylubiquinone is inhibits the Ca2+-dependent mitochondrial permeability transition pore (MPTP) and also inhibits etoposide-induced apoptosis.

General DescriptionUbiquinone analog.

Suppliers25 total

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

武汉易泰科技有限公司上海分公司18930552037 · [email protected]

安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]

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Compound notes

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