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Gnetol

CAT: 0804-HY-126052-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-126052-02Size:10 mg
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Description
Gnetol is a phenolic compound isolated from the root of Gnetum montanum . Gnetol potently inhibits COX-1 (IC50 of 0.78 μM) and HDAC. Gnetol is a potent tyrosinase inhibitor with an IC50 of 4.5 μM for murine tyrosinase and suppresses melanin biosynthesis. Gnetol has antioxidant, antiproliferative, anticancer and hepatoprotective activity. Gnetol also possesses concentration-dependent α-Amylase, α-glucosidase, and adipogenesis activities[1][2][3].
CAS Number
86361-55-9
UNSPSC
12352005
Hazard Statement
H315, H319, H335
Target
COX; HDAC; Tyrosinase
Type
Natural Products
Related Pathways
Cell Cycle/DNA Damage; Epigenetics; Immunology/Inflammation; Metabolic Enzyme/Protease
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Cancer; Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/gnetol.html
Purity
99.86
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
OC1=CC=CC(O)=C1/C=C/C2=CC(O)=CC(O)=C2
Molecular Formula
C14H12O4
Molecular Weight
244.24
Precautions
H315, H319, H335
References & Citations
[1]Remsberg CM, et al. Preclinical Pharmacokinetics and Pharmacodynamics and Content Analysis of Gnetol in Foodstuffs. Phytother Res. 2015 Aug;29 (8) :1168-79.|[2]Ohguchi K, et al. Gnetol as a potent tyrosinase inhibitor from genus Gnetum. Biosci Biotechnol Biochem. 2003 Mar;67 (3) :663-5.|[3]Jinadatta P, et al. In silico, in vitro: antioxidant and antihepatotoxic activity of gnetol from Gnetum ula Brongn. Bioimpacts. 2019;9 (4) :239-249.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
COX-1

Chemical Information

2,3',5',6-Tetrahydroxy-trans-stilbene

gnetol has been reported in Gnetum montanum, Gnetum parvifolium, and other organisms with data available.

CAS Number86361-55-9
PubChem CID45382232
IUPAC Name2-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,3-diol
Molecular FormulaC14H12O4
Molecular Weight244.24
XLogP2.8
Topological Polar Surface Area80.9
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Heavy Atom Count18
Formal Charge0
Complexity272
SMILES
C1=CC(=C(C(=C1)O)/C=C/C2=CC(=CC(=C2)O)O)O
InChI
InChI=1S/C14H12O4/c15-10-6-9(7-11(16)8-10)4-5-12-13(17)2-1-3-14(12)18/h1-8,15-18H/b5-4+
InChIKey
DQULNTWGBBNZSC-SNAWJCMRSA-N
Chemical Structure
2D Structure
2D structure of 2,3',5',6-Tetrahydroxy-trans-stilbene
CAS: 86361-55-9
CID: 45382232
Formula: C14H12O4
MW: 244.24
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight244.24
XLogP32.8
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass244.07355886
Monoisotopic Mass244.07355886
Topological Polar Surface Area80.9 Ų
Heavy Atom Count18
Formal Charge0
Complexity272
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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A24067-10Gnetol 10mg

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