Orobol - ≥99% , CAS No.480-23-9

CAS: 480-23-9 Cat. No.: O650798 Summenformel: C₁₅H₁₀O₆ Molekulargewicht: 286.24 PubChem CID: 5281801

QUALITÄT & REINHEIT ≥99%

Synonyms

Q7103718 | 3'-hydroxygenistein | 3'-hydroxy-genistein | 3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chromen-4-one | 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(3,4-dihydroxyphenyl)- | UNII-LU8UZM1T51 | LMPK12050251 | BRN 0292790 | Isoluteolin | NSC 678114 | SCHEMBL

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Übersicht

Orobol is one of the major soy isoflavones and has various pharmacological activities, including anti-skin-aging and anti-obesity effects. Orobol inhibits CK1ε , VEGFR2, MAP4K5, MNK1 , MUSK, TOPK , and TNIK (IC 50 =1.24-4.45 μM). Orobol also inhibits PI3K isoforms (IC 50 =3.46-5.27 μM for PI3K α/β/γ/K/δ).

In Vitro

Orobol binds to CK1ε in an ATP-competitive manner and exerts anti-obesity effects by targeting casein kinase 1 epsilon. Orobol (5-20 μM) effectively suppresses MDI (isobutylmethylxanthine, dexamethasone and insulin (MDI))-induced phosphorylation of 4E-BP1. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Orobol attenuates high fat diet-induced weight gain and lipid accumulation without affecting food intake in C57BL/6J mice. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: HFD-induced obesity in C57BL/6J miceDosage: 10 mg/kg Administration: Intragastrically; daily for 23 weeks Result: Significantly reduced body weight by 17.3% compared to the HFD group.

Form:Solid

Spezifikationen

Synonyme

Q7103718 | 3'-hydroxygenistein | 3'-hydroxy-genistein | 3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chromen-4-one | 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(3,4-dihydroxyphenyl)- | UNII-LU8UZM1T51 | LMPK12050251 | BRN 0292790 | Isoluteolin | NSC 678114 | SCHEMBL

Spezifikationen & Reinheit

≥99%

Biochemische und physiologische Mechanismen

Orobol is one of the major soy isoflavones and has various pharmacological activities, including anti-skin-aging and anti-obesity effects. Orobol inhibits CK1ε , VEGFR2 , MAP4K5, MNK1 , MUSK, TOPK , and TNIK (IC 50 =1.24-4.45 μM). Orobol also inhibits PI3

Storage

Protected from light,Store at -20°C

Verschickt in

Ice chest + Ice pads

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Aktionsart

INHIBITOR

Reinheit

≥99%

Namen und Kennungen

Kanonisches Lächeln

C1=CC(=C(C=C1C2=COC3=CC(=CC(=C3C2=O)O)O)O)O

IUPAC Name

3-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

InChIKey

IOYHCQBYQJQBSK-UHFFFAOYSA-N

INCHI

1S/C15H10O6/c16-8-4-12(19)14-13(5-8)21-6-9(15(14)20)7-1-2-10(17)11(18)3-7/h1-6,16-19H

Isomere SMILES

C1=CC(=C(C=C1C2=COC3=CC(=CC(=C3C2=O)O)O)O)O

Alternative CAS-Nummer

480-23-9

PubChem CID

5281801

NSC-Nummer

678114

MeSH-Eintrag

3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one;isoluteolin;orobol

Molekulargewicht

286.24

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Klasse Isoflavonoids
      • Subclass Isoflav-2-enes

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Klasse: Isoflavonoids
• Subclass: Isoflav-2-enes
• Intermediate Tree Nodes: Not available
• Direct Parent: Isoflavones
• Alternative Parents: Hydroxyisoflavonoids Chromones Catechols Pyranones and derivatives 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Vinylogous acids Heteroaromatic compounds Oxacyclic compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Hydroxyisoflavonoid - Isoflavone - Chromone - Benzopyran - 1-benzopyran - Catechol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Pyranone - Monocyclic benzene moiety - Pyran - Benzenoid - Heteroaromatic compound - Vinylogous acid - Organoheterocyclic compound - Oxacycle - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic heteropolycyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.
• External Descriptors: Isoflavonoids

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

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Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Molekulargewicht: 286.240 g/mol
• XLogP3: 2.300
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 286.048 Da
• Monoisotopic Mass: 286.048 Da
• Topological Polar Surface Area: 107.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 447.000
• 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

Häufig gestellte Fragen

What is the purity of this product?

This product is supplied at ≥99% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C, protected from light. The material is light-sensitive — keep it in its original opaque or amber container.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 480-23-9, the molecular formula is C15H10O6, and the molecular weight is 286.24 g/mol. InChIKey IOYHCQBYQJQBSK-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.