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CLH304a

CAT: 0804-HY-129636-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-129636-02Size:5 mg
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Description
CLH304a (compound 14) is a specific and noncompetitive GABAB receptor negative allosteric modulator (NAM). CLH304a decreases GABA-induced IP3 production with an IC50 of 37.9 μM. CLH304a has no effect on other GPCR Class C members such as mGluR1, mGluR2, and mGluR5. CLH304a acts on the heptahelical domain of GB2 subunits and non-competitively inhibits the effect of agonists with inverse agonist properties. CLH304a inhibits Baclofen -induced ERK1/2 phosphorylation in HEK293 cells overexpressing GABAB receptor[1][2].
CAS Number
1611483-29-4
Product Name Alternative
(E) -GABAB receptor antagonist 1
UNSPSC
12352005
Target
ERK; GABA Receptor
Type
Reference compound
Related Pathways
MAPK/ERK Pathway; Membrane Transporter/Ion Channel; Neuronal Signaling; Stem Cell/Wnt
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/clh304a.html
Purity
99.64
Solubility
DMSO : ≥ 100 mg/mL
Smiles
O=C(C(/C=C/C1=CC(C(C)(C)C)=C(C(C(C)(C)C)=C1)O)=O)O
Molecular Formula
C18H24O4
Molecular Weight
304.38
References & Citations
[1]Chen LH, et al. Discovery of a Negative Allosteric Modulator of GABAB Receptors. ACS Med Chem Lett. 2014 May 27;5 (7) :742-7.|[2]Bing Sun, et al. A negative allosteric modulator modulates GABAB-receptor signalling through GB2 subunits. Biochem J. 2016 Mar 15;473 (6) :779-87.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

GABAB receptor antagonist 1
CAS Number1611483-29-4
PubChem CID86279004
IUPAC Name(E)-4-(3,5-ditert-butyl-4-hydroxyphenyl)-2-oxobut-3-enoic acid
Molecular FormulaC18H24O4
Molecular Weight304.4
XLogP4.7
Topological Polar Surface Area74.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Heavy Atom Count22
Formal Charge0
Complexity427
SMILES
CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)/C=C/C(=O)C(=O)O
InChI
InChI=1S/C18H24O4/c1-17(2,3)12-9-11(7-8-14(19)16(21)22)10-13(15(12)20)18(4,5)6/h7-10,20H,1-6H3,(H,21,22)/b8-7+
InChIKey
XIQDGAUDNMVMCD-BQYQJAHWSA-N
Chemical Structure
2D Structure
2D structure of GABAB receptor antagonist 1
CAS: 1611483-29-4
CID: 86279004
Formula: C18H24O4
MW: 304.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight304.4
XLogP34.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass304.16745924
Monoisotopic Mass304.16745924
Topological Polar Surface Area74.6 Ų
Heavy Atom Count22
Formal Charge0
Complexity427
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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