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(S)-HexylHIBO

Group I mGlu antagonist CAS# 334887-48-8

(S)-HexylHIBO

Catalog No. BCC7167----Order now to get a substantial discount!

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Chemical structure

(S)-HexylHIBO

3D structure

Chemical Properties of (S)-HexylHIBO

Cas No. 334887-48-8 SDF Download SDF
PubChem ID 6604908 Appearance Powder
Formula C12H20N2O4 M.Wt 256.3
Type of Compound N/A Storage Desiccate at -20°C
Synonyms (<em>S</em>)-Hexylhomoibotenic acid
Solubility Soluble to 20 mM in 1eq. NaOH
Chemical Name (2S)-2-amino-3-(4-hexyl-3-oxo-1,2-oxazol-5-yl)propanoic acid
SMILES CCCCCCC1=C(ONC1=O)CC(C(=O)O)N
Standard InChIKey OKJBLHIYOWSQDJ-VIFPVBQESA-N
Standard InChI InChI=1S/C12H20N2O4/c1-2-3-4-5-6-8-10(18-14-11(8)15)7-9(13)12(16)17/h9H,2-7,13H2,1H3,(H,14,15)(H,16,17)/t9-/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of (S)-HexylHIBO

DescriptionGroup I mGlu receptor antagonist (Kb values are 30 and 61 μM at mGlu1a and mGlu5a receptors respectively). Enantiomer of hexylHIBO.

(S)-HexylHIBO Dilution Calculator

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(S)-HexylHIBO Molarity Calculator

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Preparing Stock Solutions of (S)-HexylHIBO

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.9017 mL 19.5084 mL 39.0168 mL 78.0336 mL 97.5419 mL
5 mM 0.7803 mL 3.9017 mL 7.8034 mL 15.6067 mL 19.5084 mL
10 mM 0.3902 mL 1.9508 mL 3.9017 mL 7.8034 mL 9.7542 mL
50 mM 0.078 mL 0.3902 mL 0.7803 mL 1.5607 mL 1.9508 mL
100 mM 0.039 mL 0.1951 mL 0.3902 mL 0.7803 mL 0.9754 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on (S)-HexylHIBO

Synthesis and pharmacology of 3-isoxazolol amino acids as selective antagonists at group I metabotropic glutamic acid receptors.[Pubmed:11297452]

J Med Chem. 2001 Mar 29;44(7):1051-9.

Using ibotenic acid (2) as a lead, two series of 3-isoxazolol amino acid ligands for (S)-glutamic acid (Glu, 1) receptors have been developed. Whereas analogues of (RS)-2-amino-3-(3-hydroxy-5-methyl-4-isoxazolyl)propionic acid [AMPA, (RS)-3] interact selectively with ionotropic Glu receptors (iGluRs), the few analogues of (RS)-2-amino-3-(3-hydroxy-5-isoxazolyl)propionic acid [HIBO, (RS)-4] so far known typically interact with iGluRs as well as metabotropic Glu receptors (mGluRs). We here report the synthesis and pharmacology of a series of 4-substituted analogues of HIBO. The hexyl analogue 9 was shown to be an antagonist at group I mGluRs. The effects of 9 were shown to reside exclusively in (S)-9 (K(b) = 30 microM at mGlu(1) and K(b) = 61 microM at mGlu(5)). The lower homologue of 9, compound 8, showed comparable effects at mGluRs, but 8 also was a weak agonist at the AMPA subtype of iGluRs. Like 9, the higher homologue, compound 10, did not interact with iGluRs, but 10 selectively antagonized mGlu(1) (K(b) = 160 microM) showing very weak antagonist effect at mGlu(5) (K(b) = 990 microM). The phenyl analogue 11 turned out to be an AMPA agonist and an antagonist at mGlu(1) and mGlu(5), and these effects were shown to originate in (S)-11 (EC(50) = 395 microM, K(b) = 86 and 90 microM, respectively). Compound 9, administered icv, but not sc, was shown to protect mice against convulsions induced by N-methyl-D-aspartic acid (NMDA). Compounds 9 and 11 were resolved using chiral HPLC, and the configurational assignments of the enantiomers were based on X-ray crystallographic analyses.

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