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

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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

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Safety

HS Code: 2924297099

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 16568
Product name: trans-AUCB
Purity: ≥90%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 16568
Product name: trans-AUCB
Purity: ≥90%
Packaging: 5mg
Price: $139
Updated: 2024/03/01

Cayman Chemical

Product number: 16568
Product name: trans-AUCB
Purity: ≥90%
Packaging: 10mg
Price: $243
Updated: 2024/03/01

Cayman Chemical

Product number: 16568
Product name: trans-AUCB
Purity: ≥90%
Packaging: 50mg
Price: $911
Updated: 2024/03/01

TRC

Product number: A192200
Product name: trans-ACUB
Packaging: 1mg
Price: $55
Updated: 2021/12/16

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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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trans-ACUB Suppliers

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885012-33-9, trans-ACUBRelated Search:

trans-4-(4-[3-Adamantan-1-yl-ureido]-cyclohexyloxy)-benzoic acid

4-(((1R,4r)-4-(3-((3S,5S,7S)-adamantan-1-yl)ureido)cyclohexyl)oxy)benzoic acid

trans-ACUB

trans-AUCB

4-(((trans-4-(3-(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]-

t-AUCB

epoxide,anti-glioma,transAUCB,hydrolase,activity,orally,trans-AUCB,sEH,trans AUCB,active,Inhibitor,inhibit,soluble,Epoxide Hydrolase

rel-4-(((1R,4r)-4-(3-((1r,3R,5S)-Adamantan-1-yl)ureido)cyclohexyl)oxy)benzoic acid

885012-33-9