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Orobol - 99%, high purity , CAS No.480-23-9

    Grade & Purity:
  • ≥99%
In stock
Item Number
O650798
Grouped product items
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Availability
Price Qty
O650798-1mg
1mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$230.90
O650798-2mg
2mg
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Production requires sourcing of materials. We appreciate your patience and understanding.
$346.90
O650798-5mg
5mg
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Production requires sourcing of materials. We appreciate your patience and understanding.
$658.90

Flavonoids Isoflavones Phenols Polyphenols

Basic Description

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
Specifications & Purity ≥99%
Biochemical and Physiological Mechanisms 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 Temp Protected from light,Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

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

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Phenylpropanoids and polyketides
Class 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
Description 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

Associated Targets(Human)

EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
U-937 (7138 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Cryptococcus neoformans (21258 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Candida albicans (78123 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
NRK (373 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RAW264.7 (28094 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

IUPAC Name 3-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
INCHI 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
InChIKey IOYHCQBYQJQBSK-UHFFFAOYSA-N
Smiles C1=CC(=C(C=C1C2=COC3=CC(=CC(=C3C2=O)O)O)O)O
Isomeric SMILES C1=CC(=C(C=C1C2=COC3=CC(=CC(=C3C2=O)O)O)O)O
Alternate CAS 480-23-9
PubChem CID 5281801
NSC Number 678114
MeSH Entry Terms 3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one;isoluteolin;orobol
Molecular Weight 286.24

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

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

Chemical and Physical Properties

Molecular Weight 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

Solution Calculators

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