Basic information
- CAS
80809-81-0- Standard SMILES
CC1=C(C)C(=O)C(CCCCC#CCCCC#CCO)=C(C)C1=O- InChIKey
WDEABJKSGGRCQA-UHFFFAOYSA-N- Molecular formula
- C21H26O3
- Average molar mass
- 326.4 g/mol
- Monoisotopic mass
- 326.18819469
Overview
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 a ferroptosis inhibitor and an EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor. It is a member of 1,4-benzoquinones, a primary alcohol and an acetylenic compound.
Names & identifiers
- Preferred name
- Docebenone
- IUPAC
- 2-(12-hydroxydodeca-5,10-diynyl)-3,5,6-trimethylcyclohexa-2,5-diene-1,4-dione
- English name
- AA-861
- Molecular formula
- C21H26O3
- Molecular weight
- 326.43
Names & synonyms
DOCEBENONEaa-86180809-81-0DocebenonaDocebenonum2-(12-hydroxydodeca-5,10-diyn-1-yl)-3,5,6-trimethylcyclohexa-2,5-diene-1,4-dioneDTXSID0045125A-615892-(12-Hydroxy-5,10-dodecadiynyl)-3,5,6-trimethyl-p-benzoquinone2XRX3BD53MCHEBI:23402,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone
Show more names
DecebenoneDocembenoneDocebenone (AA 861)AA-861 (Docebenone)2-[12-HYDROXYDODECA-5,10-DIYNYL]-3,5,6-TRIMETHYL-P-BENZOQUINONE2-(12-Hydroxydodecane-5,10-diynyl)-3,5,6-trimethyl-p-benzoquinone2-(12-Hydroxy-5,10-dodecadiynyl)-3,5,6-trimethyl-2,5-cyclohexadiene-1,4-dione
2-(12-hydroxydodeca-5,10-diynyl)-3,5,6-trimethyl-1,4-benzoquinoneDTXCID80251256-(12-hydroxydodeca-5,10-diyn-1-yl)-2,3,5-trimethyl-1,4-benzoquinoneRefChem:590025635-956-3AA861AA 8612-(12-hydroxydodeca-5,10-diynyl)-3,5,6-trimethylcyclohexa-2,5-diene-1,4-dione
Database identifiers
Properties
Computed structural properties
- XLogP
- 3.9
- Topological polar surface area
- 54.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 6
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 692
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty alcohols [FA05]
Physicochemical properties
- storage temp.
- 2 · 2-8°C
- solubility
- ethanol:
- form
- A solid
- color
- Light yellow to yellow
- FDA UNII
- 2 XRX3BD53M · 2XRX3BD53M
- Symbol(GHS)
- 5 · GHS05
- Signal word
- Danger
- Hazard statements
- 314 · H314-H318
- Precautionary statements
- 280 · P280-P305+P351+P338-P310
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36
- WGK Germany
- 3 · 3
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
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 38 reports by companies from 1 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
- wgk
- 3
- risk_code
- 36/37/38
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- hazard_code
- Xi
- safety_code
- 26-36
- Hazard statements
- H314-H318
- Precautionary statements
- P280-P305+P351+P338-P310
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationCompounds 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.
Applications
UsesInhibitor (5-lipoxygenase).
UsesAA-861 inhibits the effect of colon cancer cells invasion and metastasis in humans.
Suppliers17 total
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
VladaChem GmbH+49-7246-3082843 +86-18411632868 · [email protected]
Aladdin Scientific[email protected]
銳迪國際科技有限公司18024082417 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海一研生物科技有限公司021-69985186 13611928337 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
南通全益生物科技有限公司0513-66337626 18051384581 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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