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| SKU | Size | Availability |
Price | Qty |
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B107323-20mg
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20mg |
2
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$31.90
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B107323-100mg
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100mg |
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
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$99.90
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| Synonyms | SpecPlus_000758 | Spectrum5_001418 | W-202870 | baicalein | BAICALEIN [WHO-DD] | MFCD00017459 | SDCCGMLS-0066744.P001 | NCGC00025282-01 | NCGC00025282-02 | NCGC00025282-03 | BAICALEIN [INCI] | Baicalein, 98% | HMS3412F14 | HMS3655P18 | MLS002473007 | NCGC |
|---|---|
| Specifications & Purity | Moligand™, analytical standard, ≥98% |
| Biochemical and Physiological Mechanisms | The flavonoid component of Nepalese and Sino-Japanese crude drugs. Baicalein, a major flavone of Scutellariae baicalensis, inhibits the 12-lipoxygenase (12-LOX) pathway of arachidonic acid metabolism, which inhibits cancer cell proliferation and induces a |
| Storage Temp | Store at 2-8°C |
| Shipped In |
Wet ice This product requires cold chain shipping. Ground and other economy services are not available. |
| Grade | analytical standard, Moligand™ |
| Product Description |
Baicalein is a cell-permeable flavone, originally isolated from the roots of Scutellaria baicalensis, that inhibits cellular Ca2+ uptake, calcium mobilization, and adjuvant-induced arthritis. Baicalein has been shown to inhibit platelet 5-LO (5-lipoxygenase) (IC50=9.5 mM) and 12-LO (12-lipoxygenases) (IC50=0.12 mM) and reverse transcriptase. Baicalein reduces leukotriene biosynthesis and inhibits the release of lysosomal enzymes. Baicalein is a potent anti-inflammatory and anti-tumor agent, and it blocks PREP (prolyl oligopeptidase). Baicalein induces the S-phase arrest and apoptosis in proliferation of human lung squamous carcinoma CH27 cells. The declining expression of cdk1, cdk2, cyclin D2 and cyclin A by Baicalein resulted in the G1 and G2 cell cycle arrest in C6 rat glioma cells. Baicalein has anti-thrombotic, antiproliferative and anti-mitogenic effects. Baicalein inhibits protein tyrosine kinase in leukemia (CEM) cells and PMA-stimulated PKC (protein kinase C). Baicalein is an inhibitor of 15-LO and CYP2C9. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Flavonoids |
| Subclass | Flavones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Flavones |
| Alternative Parents | 7-hydroxyflavonoids 6-hydroxyflavonoids 5-hydroxyflavonoids Chromones Pyranones and derivatives 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Vinylogous acids Heteroaromatic compounds Polyols Oxacyclic compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | 5-hydroxyflavonoid - 6-hydroxyflavonoid - 7-hydroxyflavonoid - Flavone - Hydroxyflavonoid - Chromone - Benzopyran - 1-benzopyran - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Pyranone - Monocyclic benzene moiety - Benzenoid - Pyran - Vinylogous acid - Heteroaromatic compound - Organoheterocyclic compound - Oxacycle - Polyol - Organooxygen compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). |
| External Descriptors | a flavone |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| IUPAC Name | 5,6,7-trihydroxy-2-phenylchromen-4-one |
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| INCHI | InChI=1S/C15H10O5/c16-9-6-11(8-4-2-1-3-5-8)20-12-7-10(17)14(18)15(19)13(9)12/h1-7,17-19H |
| InChIKey | FXNFHKRTJBSTCS-UHFFFAOYSA-N |
| Smiles | C1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C(=C3O)O)O |
| Isomeric SMILES | C1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C(=C3O)O)O |
| WGK Germany | 3 |
| RTECS | DJ3100898 |
| Molecular Weight | 270.24 |
| Beilstein | 272683 |
| Reaxy-Rn | 272683 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=272683&ln= |
| Solubility | Soluble in alcohol, methanol, ether, acetone, ethyl acetate, hot glacial acetic acid, dilute sodium hydroxide, and DMSO (50 mM). Insoluble in water |
|---|---|
| Sensitivity | Light & Heat sensitive |
| Melt Point(°C) | 256-271°C |
| Molecular Weight | 270.240 g/mol |
| XLogP3 | 1.700 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 1 |
| Exact Mass | 270.053 Da |
| Monoisotopic Mass | 270.053 Da |
| Topological Polar Surface Area | 87.000 Ų |
| Heavy Atom Count | 20 |
| Formal Charge | 0 |
| Complexity | 412.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |