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ISO-1 - 99%, high purity , CAS No.478336-92-4

In stock
Item Number
I303791
Grouped product items
SKU Size
Availability
Price Qty
I303791-5mg
5mg
2
$208.90
I303791-25mg
25mg
2
$940.90
I303791-100mg
100mg
2
$1,654.90

Potent, cell-permeable MIF antagonist

Basic Description

Synonyms 4,5-DIHYDRO-3-(4-HYDROXYPHENYL)-5-ISOXAZOLEACETIC ACID, METHYL ESTER; ISO-1 | 4,5-dihydro-3-(4-hydroxyphenyl)-5-isoxazoleacetic acid, methyl ester | Methyl 2-[3-(4-Hydroxyphenyl)-4,5-dihydroisoxazol-5-yl]acetate | SY245019 | CCG-266827 | AC-36089 | 4,5-Di
Specifications & Purity Moligand™, ≥99%
Biochemical and Physiological Mechanisms Potent, cell-permeable MIF (migration inhibitory factor) antagonist (IC 50 = 25 μM). Targets catalytic pocket of MIF. Inhibits TNF release from macrophages.
Storage Temp Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade Moligand™
Note Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

A cell-permeable isoxazoline compound that displays anti-inflammatory properties. Inhibits MIF dopachrome tautomerase activity by binding to its catalytic active site (IC50 = 7 µM for D-dopachrome tautomerase) and suppresses the production of TNFα, PGE2 and COX-2 in human monocytes and arachidonic acid in RAW 264.7 macrophages. Shown to exhibit antidiabetogenic properties in immunoinflammatory diabetic mouse model.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Benzenoids
Class Phenols
Subclass 1-hydroxy-2-unsubstituted benzenoids
Intermediate Tree Nodes Not available
Direct Parent 1-hydroxy-2-unsubstituted benzenoids
Alternative Parents Benzene and substituted derivatives  Methyl esters  Isoxazolines  Oxacyclic compounds  Monocarboxylic acids and derivatives  Azacyclic compounds  Organonitrogen compounds  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aromatic heteromonocyclic compounds
Substituents 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Isoxazoline - Methyl ester - Carboxylic acid ester - Oxacycle - Azacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Hydrocarbon derivative - Aromatic heteromonocyclic compound
Description This compound belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that a unsubstituted at the 2-position.
External Descriptors Not available

Associated Targets(Human)

MIF Tchem Macrophage migration inhibitory factor (979 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
DU-145 (51482 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
A549 (127892 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PBMC (10003 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Sigmar1 Sigma opioid receptor (160 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Hdac6 Histone deacetylase 6 (222 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

Pubchem Sid 504763087
Pubchem Sid Url https://pubchem.ncbi.nlm.nih.gov/substance/504763087
IUPAC Name methyl 2-[3-(4-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]acetate
INCHI InChI=1S/C12H13NO4/c1-16-12(15)7-10-6-11(13-17-10)8-2-4-9(14)5-3-8/h2-5,10,14H,6-7H2,1H3
InChIKey AIXMJTYHQHQJLU-UHFFFAOYSA-N
Smiles COC(=O)CC1CC(=NO1)C2=CC=C(C=C2)O
Isomeric SMILES COC(=O)CC1CC(=NO1)C2=CC=C(C=C2)O
Molecular Weight 235.24
Reaxy-Rn 10343690
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=10343690&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

3 results found

Lot Number Certificate Type Date Item
I2128273 Certificate of Analysis Jul 12, 2024 I303791
I2128242 Certificate of Analysis Jul 12, 2024 I303791
I2128274 Certificate of Analysis Jul 12, 2024 I303791

Chemical and Physical Properties

Solubility Soluble in DMSO
Sensitivity light、Moisture、heat sensitive
Melt Point(°C) 112.0 - 116.0 °C
Molecular Weight 235.240 g/mol
XLogP3 1.300
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 4
Exact Mass 235.084 Da
Monoisotopic Mass 235.084 Da
Topological Polar Surface Area 68.100 Ų
Heavy Atom Count 17
Formal Charge 0
Complexity 308.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 1
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Solution Calculators

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