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Osthenol

CAT: 0804-HY-N2554-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N2554-01Size:1 mg
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Description
Osthenol (Ostenol) is a reversible, selective, competitive inhibitor of hMAO-A (IC50=0.74 μM, Ki=0.26 μM), with antifungal and antibacterial activity. Osthenol inhibits the oxidative deamination of hMAO-A and regulates the metabolism of monoamine neurotransmitters. Osthenol also inhibits the PI3K/AKT signaling pathway to induce apoptosis of colon cancer cells, arrest the cell cycle at the G1 phase, and inhibit cell proliferation. Osthenol is mainly used in the study of neurological diseases and cancer, especially depression-related MAO-A targeted intervention and colon cancer[1][2][3][4].
CAS Number
484-14-0
Product Name Alternative
Ostenol
UNSPSC
12352005
Target
Akt; Apoptosis; Monoamine Oxidase; PI3K
Type
Natural Products
Related Pathways
Apoptosis; Neuronal Signaling; PI3K/Akt/mTOR
Applications
Neuroscience-Neuromodulation
Field of Research
Cancer; Infection; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/osthenol.html
Purity
99.11
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C1C=CC2=CC=C(O)C(C/C=C(C)\C)=C2O1
Molecular Formula
C14H14O3
Molecular Weight
230.26
References & Citations
[1]Baek SC, et al. Osthenol, a prenylated coumarin, as a monoamine oxidase A inhibitor with high selectivity. Bioorg Med Chem Lett. 2019 Mar 15;29 (6) :839-843.|[2]Zhuang B, et al. Osthenol inhibits the viability of HCT116 cells through suppressing PI3K/AKT signaling pathway. Int J Clin Exp Pathol, 2017, 10 (6) : 6308-6315.|[3]Nemolochnova AG, et al. Stability Study, Quantification Method and Pharmacokinetics Investigation of a Coumarin-Monoterpene Conjugate Possessing Antiviral Properties against Respiratory Syncytial Virus. Pharmaceuticals (Basel) . 2022 Sep 18;15 (9) :1158.|[4]Cho P, et al. Characterization of osthenol metabolism in vivo and its pharmacokinetics. Xenobiotica. 2020 Jul;50 (7) :839-846.|[5]Montagner C, et al. Antifungal activity of coumarins. Z Naturforsch C J Biosci. 2008 Jan-Feb;63 (1-2) :21-8.|[6]de Souza SM, et al. Antibacterial activity of coumarins. Z Naturforsch C J Biosci. 2005 Sep-Oct;60 (9-10) :693-700.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
MAO-A

Chemical Information

Osthenol

Osthenol is a hydroxycoumarin that is umbelliferone in which the hydrogen at position 8 has been replaced by a prenyl group. It has a role as an antifungal agent and a plant metabolite. It is functionally related to an umbelliferone.

CAS Number484-14-0
PubChem CID5320318
IUPAC Name7-hydroxy-8-(3-methylbut-2-enyl)chromen-2-one
Molecular FormulaC14H14O3
Molecular Weight230.26
XLogP3.5
Topological Polar Surface Area46.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Heavy Atom Count17
Formal Charge0
Complexity352
SMILES
CC(=CCC1=C(C=CC2=C1OC(=O)C=C2)O)C
InChI
InChI=1S/C14H14O3/c1-9(2)3-6-11-12(15)7-4-10-5-8-13(16)17-14(10)11/h3-5,7-8,15H,6H2,1-2H3
InChIKey
RAKJVIPCCGXHHS-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Osthenol
CAS: 484-14-0
CID: 5320318
Formula: C14H14O3
MW: 230.26
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight230.26
XLogP33.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass230.094294304
Monoisotopic Mass230.094294304
Topological Polar Surface Area46.5 Ų
Heavy Atom Count17
Formal Charge0
Complexity352
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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