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Gardenin B (Standard)

CAT: 0804-HY-N6037RSize: 1 EachDry Ice: NoHazardous: No
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Description
Gardenin B (Standard) is the analytical standard of Gardenin B. This product is intended for research and analytical applications. Gardenin B is a flavonoid isolated from Gardenia jasminoides. Gardenin B is a methoxyflavone compound and an inhibitor of USP7, ODC (IC50: 6.24 μg/mL), and Cathepsin D (IC50: 5.61 μg/mL). Gardenin B exhibits antioxidant and antitumor activities. Gardenin B shows IC50 values of 8.87 and 10.59 μg/mL for DPPH and NO scavenging, respectively, and also possesses ferric ion reducing ability. Additionally, Gardenin B can inhibit tumor cell proliferation, induce cell cycle arrest and apoptosis. Gardenin B can be used in cancer research[1].
CAS Number
2798-20-1
UNSPSC
12352005
Target
Apoptosis; Caspase; Cathepsin; Deubiquitinase; Ornithine decarboxylase (ODC) ; Reactive Oxygen Species (ROS) ; Reference Standards
Type
Reference Standards
Related Pathways
Apoptosis; Cell Cycle/DNA Damage; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB; Others
Field of Research
Cancer; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/gardenin-b-standard.html
Smiles
OC1=C2C(OC(C3=CC=C(OC)C=C3)=CC2=O)=C(OC)C(OC)=C1OC
Molecular Formula
C19H18O7
Molecular Weight
358.34
References & Citations
[1]Cabrera J, et al. Gardenin B-induced cell death in human leukemia cells involves multiple caspases but is independent of the generation of reactive oxygen species. Chem Biol Interact. 2016 Aug 25;256:220-7.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Gardenin B

Gardenin B is a tetramethoxyflavone that is tangeretin in which the methoxy group at position 5 has been replaced by a hydroxy group. It has a role as a plant metabolite. It is a monohydroxyflavone and a tetramethoxyflavone. It is functionally related to a tangeretin.

CAS Number2798-20-1
PubChem CID96539
IUPAC Name5-hydroxy-6,7,8-trimethoxy-2-(4-methoxyphenyl)chromen-4-one
Molecular FormulaC19H18O7
Molecular Weight358.3
XLogP3.3
Topological Polar Surface Area83.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Heavy Atom Count26
Formal Charge0
Complexity526
SMILES
COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)OC)OC)O
InChI
InChI=1S/C19H18O7/c1-22-11-7-5-10(6-8-11)13-9-12(20)14-15(21)17(23-2)19(25-4)18(24-3)16(14)26-13/h5-9,21H,1-4H3
InChIKey
LXEVSYZNYDZSOB-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Gardenin B
CAS: 2798-20-1
CID: 96539
Formula: C19H18O7
MW: 358.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight358.3
XLogP33.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Exact Mass358.10525291
Monoisotopic Mass358.10525291
Topological Polar Surface Area83.5 Ų
Heavy Atom Count26
Formal Charge0
Complexity526
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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