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Docebenone

Docebenone structure

Docebenone 

structure
  • CAS No:

    80809-81-0

  • Formula:

    C21H26O3

  • Chemical Name:

    Docebenone

  • Synonyms:

    2,5-Cyclohexadiene-1,4-dione,2-(12-hydroxy-5,10-dodecadiyn-1-yl)-3,5,6-trimethyl-;2,5-Cyclohexadiene-1,4-dione,2-(12-hydroxy-5,10-dodecadiynyl)-3,5,6-trimethyl-;2-(12-Hydroxy-5,10-dodecadiyn-1-yl)-3,5,6-trimethyl-2,5-cyclohexadiene-1,4-dione;AA 861;Docebenone;A 61589;2-[12-Hydroxydodeca-5,10-diynyl]-3,5,6-trimethyl-p-benzoquinone;1251949-83-3

Description

Docebenone (AA 861) is a potent, selective and orally active 5-LO (5-lipoxygenase) inhibitor.


Docebenone is a member of the class of benzoquinones that is p-benzoquinone in which the hydrogens are substituted by three methyl groups and a 12-hydroxydodeca-5,10-diyn-1-yl group. It has a role as an EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor and a ferroptosis inhibitor. It is a primary alcohol, an acetylenic compound and a member of 1,4-benzoquinones.

Docebenone Basic Attributes

326.43

326.43

2XRX3BD53M

DTXSID0045125

2914690090

Characteristics

54.4

3.52090

2-8°C

Safety Information

3

36/37/38

26-36

Xi

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

H315

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Compounds that bind to and inhibit that enzymatic activity of LIPOXYGENASES. Included under this category are inhibitors that are specific for lipoxygenase subtypes and act to reduce the production of LEUKOTRIENES. (See all compounds classified as Lipoxygenase Inhibitors.)

2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone

Docebenone Use and Manufacturing

Uses

Inhibitor (5-lipoxygenase).

Fatty Acyls [FA] -> Fatty alcohols [FA05]

Computed Properties

Molecular Weight:326.4
XLogP3:3.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:6
Exact Mass:326.18819469
Monoisotopic Mass:326.18819469
Topological Polar Surface Area:54.4
Heavy Atom Count:24
Complexity:692
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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