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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:


  • 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