AURAPTENE

ChemicalBook > CAS DataBase List > AURAPTENE

Product Name: AURAPTENE
CAS No.: 495-02-3
Chemical Name: AURAPTENE
Synonyms: aurapten;AURAPTENE;Aurapten -RM;Aurapten【C19H22O3】;AURAPTENE(RG) 25mg;7-GERANYLOXYCOUMARIN;Auraptene, 98%, from Citrus maxima (Burm.) Merr.;(E)-7-((3,7-Dimethylocta-2,6-dien-1-yl)oxy)-2H-chromen-2-one;7-[[(2E)-3,7-Dimethyl-2,6-octadien-1-yl]oxy]-2H-chromen-2-one;7-[[(3E)-3,7-Dimethyl-2,6-octadienyl]oxy]-2H-1-benzopyran-2-one
CBNumber: CB3269606
Molecular Formula: C19H22O3
Formula Weight: 298.38
MOL File: 495-02-3.mol

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AURAPTENE Property

Melting point:: 91 °C
Boiling point:: 455.5±45.0 °C(Predicted)
Density: 1.079±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Store in freezer, under -20°C
solubility: DMSO: >20mg/mL
form: powder
color: white to off-white
Stability:: Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
LogP: 5.690 (est)

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Safety

WGK Germany: 3
HS Code: 2932990090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: A9861
Product name: Auraptene
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $118
Updated: 2024/03/01

Sigma-Aldrich

Product number: A9861
Product name: Auraptene
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $372
Updated: 2024/03/01

TCI Chemical

Product number: A3147
Product name: Auraptene
Packaging: 25MG
Price: $112
Updated: 2024/03/01

TCI Chemical

Product number: A3147
Product name: Auraptene
Packaging: 100MG
Price: $305
Updated: 2024/03/01

Cayman Chemical

Product number: 14000
Product name: Auraptene
Purity: ≥98%
Packaging: 5mg
Price: $29
Updated: 2024/03/01

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AURAPTENE Chemical Properties,Usage,Production

Description

Auraptene (495-02-3) is a bioactive terpenoid occurring in a variety of citrus fruits and possessing therapeutic potential.1?? Displays neuritogenic activity2?and neuroprotective effects via suppression of inflammation and induction of GDNF and BDNF in neuronal cells3. Attenuates ROS production and enhances mitochondrial respiration which mitigates Parkinson’s disease-like behavior.4?Displays hepatoprotective5?and chemopreventive activity6.

Uses

antineoplastic, apoptosis inducer

Uses

Auraptene is a natural bioactive monoterpene coumarin ether. Auraptene has shown a remarkable effect in the prevention of degenerative diseases.

Definition

ChEBI: Auraptene is a member of the class of coumarins that is umbelliferone in which the phenolic hydrogen has been replaced by a geranyl group. Ii is isolated from several edible fruits and vegetables and exhibits a variety of therapeutic properties. It has a role as a plant metabolite, an antineoplastic agent, an apoptosis inducer, a dopaminergic agent, a neuroprotective agent, an antihypertensive agent, a gamma-secretase modulator, a vulnerary, an EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor, a PPARalpha agonist, a gastrointestinal drug, a matrix metalloproteinase inhibitor, an antioxidant and a hepatoprotective agent. It is a member of coumarins and a monoterpenoid. It is functionally related to an umbelliferone.

References

1) Bibak et al. (2019), A Review of the Pharmacological and Therapeutic Effects of Auraptene; Biofactors, 45 867 2) Furukawa et al. (2012), Neurotrophic Effects of Citrus Auraptene: Neuritogenic Activity in PC12 Cells; Int. J. Mol. Sci., 13 5338 3) Furukawa et al. (2020), Citrus Auraptene Induces Expression of Brain-Derived Neurotrophic Factor in Neuro2a Cells; Molecules, 25 1117 4) Jang et al. (2019), Auraptene Mitigates Parkinson’s Disease-Like Behavior by Protecting Inhibition of Mitochondrial Respiration and Scavenging Reactive Oxygen Species; Int. J. Mol. Sci., 20 3409 5) Wang et al. (2019), Hepatoprotection of Auraptene From the Peels of Citrus Fruits Against 17α-ethinylestradiol-induced Cholestasis in Mice by Activating Farnesoid X Receptor; Food Funct., 10 3839 6) Tanaka et al. (1998), Citrus Auraptene Exerts Dose-Dependent Chemopreventative Activity in Rat Large Bowel Tumorigenesis: The Inhibition Correlates With Suppression of Cell Proliferation and Lipid Peroxidation and With Induction of Phase II Drug-Metabolizing Enzymes; Cancer Res., 58 2550

AURAPTENE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from AURAPTENE manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: Auraptene 495-02-3
Price: US $0.00-0.00/KG
Min. Order: 5mg
Purity: 99%HPLC
Supply Ability: 2000tons
Release date: 2020-01-06

Shanghai Standard Technology Co., Ltd.

Product: Auraptene 495-02-3
Price: US $0.00/mg
Min. Order: 20mg
Purity: ≥98%(HPLC)
Supply Ability: 100 g
Release date: 2020-08-21

Career Henan Chemical Co

Product: AURAPTENE 495-02-3
Price: US $2.00/KG
Min. Order: 1g
Purity: 98%min
Supply Ability: ask
Release date: 2020-01-08

495-02-3, AURAPTENERelated Search:

MERANZIN Celastrol Wogonin Harpagoside PEONIDIN CHLORIDE Nobiletin Lupeol BISINDOLYLMALEIMIDE I HYDROCHLORIDE Taxifolin Phenylbutazone Tranilast SINENSETIN(P) Geraniol AURAPTENE OXYPEUCEDANIN Acetoxyaurapten AURAPTENE(RG) 6-METHOXYAURAPTEN

AURAPTENE

7-GERANYLOXYCOUMARIN

2H-1-Benzopyran-2-one,7-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]oxy]-

7-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]oxy]-2H-1-benzopyran-2-one

aurapten

7-[[(3E)-3,7-Dimethyl-2,6-octadienyl]oxy]-2H-1-benzopyran-2-one

Aurapten【C19H22O3】

Auraptene, 98%, from Citrus maxima (Burm.) Merr.

7-[[(2E)-3,7-Dimethyl-2,6-octadien-1-yl]oxy]-2H-chromen-2-one

(E)-7-((3,7-Dimethylocta-2,6-dien-1-yl)oxy)-2H-chromen-2-one

Aurapten -RM

AURAPTENE(RG) 25mg

495-02-3

495-2-3