trans-ACUB
- Product Name
- trans-ACUB
- CAS No.
- 885012-33-9
- Chemical Name
- trans-ACUB
- Synonyms
- t-AUCB;trans-AUCB;trans-ACUB;trans-4-(4-[3-Adamantan-1-yl-ureido]-cyclohexyloxy)-benzoic acid;4-(((trans-4-(3-(Adamantan-1-yl)ureido)cyclohexyl)oxy)benzoic acid;4-(((1R,4r)-4-(3-((3S,5S,7S)-adamantan-1-yl)ureido)cyclohexyl)oxy)benzoic acid;rel-4-(((1R,4r)-4-(3-((1r,3R,5S)-Adamantan-1-yl)ureido)cyclohexyl)oxy)benzoic acid;Benzoic acid, 4-[[trans-4-[[(tricyclo[3.3.1.13,7]dec-1-ylamino)carbonyl]amino]cyclohexyl]oxy]-;epoxide,anti-glioma,transAUCB,hydrolase,activity,orally,trans-AUCB,sEH,trans AUCB,active,Inhibitor,inhibit,soluble,Epoxide Hydrolase
- CBNumber
- CB93124324
- Molecular Formula
- C24H32N2O4
- Formula Weight
- 412.52
- MOL File
- 885012-33-9.mol
trans-ACUB Property
- storage temp.
- Store at -20°C
- solubility
- ≤30mg/ml in DMSO;20mg/ml in dimethyl formamide
- form
- crystalline solid
- color
- White to off-white
- InChIKey
- KNBWKJBQDAQARU-XIYRASTRSA-N
- SMILES
- C(O)(=O)C1=CC=C(OC2CCC(NC(N[C@@]34C[C@]5([H])CC(CC(C5)C3)C4)=O)CC2)C=C1
Safety
- HS Code
- 2924297099
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 16568
- Product name
- trans-AUCB
- Purity
- ≥90%
- Packaging
- 1mg
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 16568
- Product name
- trans-AUCB
- Purity
- ≥90%
- Packaging
- 5mg
- Price
- $139
- Updated
- 2024/03/01
- Product number
- 16568
- Product name
- trans-AUCB
- Purity
- ≥90%
- Packaging
- 10mg
- Price
- $243
- Updated
- 2024/03/01
- Product number
- 16568
- Product name
- trans-AUCB
- Purity
- ≥90%
- Packaging
- 50mg
- Price
- $911
- Updated
- 2024/03/01
- Product number
- A192200
- Product name
- trans-ACUB
- Packaging
- 1mg
- Price
- $55
- Updated
- 2021/12/16
trans-ACUB Chemical Properties,Usage,Production
Uses
trans-ACUB is a potent inhibitor of soluble epoxide hydrolase (sEH) which is known to convert epoxides to their corresponding diols. Inhibitors of sEH act as anti-inflammatory, anti-hypertensive and cardioprotective agents.
Biological Activity
trans-aucb is a potent inhibitor of soluble epoxide hydrolase (seh).soluble epoxide hydrolase (seh) can convert epoxides to their corresponding diols. inhibitors of seh have anti-hypertensive, anti-inflammatory, neuroprotective, and cardioprotective effects.
in vitro
a previous study showed that the pretreatment with dapt could substantially potentiate the growth inhibition caused by t-aucb in u251 and u87 cells. moreover, the pretreatment with dapt markedly increased t-aucb-induced apoptosis of u251 and u87 cells. moreover, t-aucb alone did not obviously affect caspase-3 activity in the cells, but t-aucb plus dapt pretreatment caused significant increase of caspase-3 activity. in addition, the pretreatment with dapt was able to completely block t-aucb-induced phosphorylation of p38 mapk, mapkapk2 and hsp27 in the cells [1].
in vivo
a previous animal study was conducted to investigate the effects of acute seh inhibition by t-aucb on infarct volume, functional outcome, and changes in cerebral blood flow (cbf) in a rat model of ischemic stroke. it was found that t-aucb could significantly reduce cortical infarct volume by 35%, elevate cumulative epoxyeicosatrienoic acids-to-dihydroxyeicosatrienoic acids ratio in brain cortex by twofold, and improve functional outcome in arm-flexion test when compared with that of the vehicle-treated group [2].
IC 50
0.5 nm
References
[1] li jy, li rj, wang hd. γ-secretase inhibitor dapt sensitizes t-aucb-induced apoptosis of human glioblastoma cells in vitro via blocking the p38 mapk/mapkapk2/hsp27 pathway. acta pharmacol sin. 2014 jun;35(6):825-31.
[2] shaik js, ahmad m, li w, rose me, foley lm, hitchens tk, graham sh, hwang sh, hammock bd, poloyac sm. soluble epoxide hydrolase inhibitor trans-4-[4-(3-adamantan-1-yl-ureido)-cyclohexyloxy]-benzoic acid is neuroprotective in rat model of ischemic stroke. am j physiol heart circ physiol. 2013 dec 1;305(11):h1605-13.
trans-ACUB Preparation Products And Raw materials
Raw materials
Preparation Products
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