4-Hydroxyphenylpyruvic acid - CAS 156-39-8
Catalog: |
BB011217 |
Product Name: |
4-Hydroxyphenylpyruvic acid |
CAS: |
156-39-8 |
Synonyms: |
Testacid; p-Hydroxyphenylpyruvic acid |
IUPAC Name: | 3-(4-hydroxyphenyl)-2-oxopropanoic acid |
Description: | 4-Hydroxyphenylpyruvic acid is used in the synthesis of latifolicinin A analogs as inhibitors of breast cancer. It is also used in the preparation of amperometric biosensors for β-triketone herbicides based on hydroxyphenylpyruvate. |
Molecular Weight: | 180.16 |
Molecular Formula: | C9H8O4 |
Canonical SMILES: | C1=CC(=CC=C1CC(=O)C(=O)O)O |
InChI: | InChI=1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13) |
InChI Key: | KKADPXVIOXHVKN-UHFFFAOYSA-N |
Boiling Point: | 380.8 °C at 760 mmHg |
Melting Point: | 219-220 °C |
Density: | 1.397 g/cm3 |
Appearance: | Grey to orange-brown powder |
Storage: | 2-8 °C |
MDL: | MFCD00002591 |
LogP: | 0.58840 |
GHS Hazard Statement: | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]; H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]; H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
Precautionary Statement: | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 |
Signal Word: | Warning |
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PMID | Publication Date | Title | Journal |
27299179 | 20160713 | A Fluorescence Polarization Assay for Binding to Macrophage Migration Inhibitory Factor and Crystal Structures for Complexes of Two Potent Inhibitors | Journal of the American Chemical Society |
26933127 | 20160601 | Discovery of Novel Inhibitors of the Tautomerase Activity of Macrophage Migration Inhibitory Factor (MIF) | Journal of biomolecular screening |
26091949 | 20151001 | Interaction of macrophage migration inhibitory factor with ceruloplasmin: role of labile copper ions | Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine |
22998630 | 20121010 | Identification and characterization of the echinocandin B biosynthetic gene cluster from Emericella rugulosa NRRL 11440 | Journal of the American Chemical Society |
22782901 | 20120831 | A novel allosteric inhibitor of macrophage migration inhibitory factor (MIF) | The Journal of biological chemistry |
Complexity: | 204 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 180.04225873 |
Formal Charge: | 0 |
Heavy Atom Count: | 13 |
Hydrogen Bond Acceptor Count: | 4 |
Hydrogen Bond Donor Count: | 2 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 180.04225873 |
Rotatable Bond Count: | 3 |
Topological Polar Surface Area: | 74.6 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | 0.9 |
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