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Auraptene

SIGMA/A9861 - ≥98% (HPLC)

Synonym: 7-Geranyloxycoumarin; 7-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]oxy]-2H-1-benzopyran-2-one; Aurapten

CAS Number: 495-02-3
Empirical Formula (Hill Notation): C19H22O3
Molecular Weight: 298.38
MDL Number: MFCD00075948
Linear Formula: C19H22O3
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-A9861-5MG 5 mg
 $129.00
1/EA		 Add To Favorites
45-A9861-25MG 25 mg
 $389.00
1/EA		 Add To Favorites

 

assay ≥98% (HPLC)
color white to off-white
form powder
InChI 1S/C19H22O3/c1-14(2)5-4-6-15(3)11-12-21-17-9-7-16-8-10-19(20)22-18(16)13-17/h5,7-11,13H,4,6,12H2,1-3H3/b15-11+
InChI key RSDDHGSKLOSQFK-RVDMUPIBSA-N
Quality Level 100 
SMILES string CC(C)=CCCC(C)=CCOc1ccc2C=CC(=O)Oc2c1
solubility DMSO: >20 mg/mL
storage temp. −20°C
Biochem/physiol Actions: Auraptene is an ACAT inhibitor and estrogen receptor modulator.
Biochem/physiol Actions: Auraptene is an estrogen receptor modulator that also acts as an ACAT inhibitor. It displays anti-tumor effects in several xenograft and chemically-induced murine tumor models. Auraptene induces apoptosis and is anti-proliferative in cancer cell lines. It has agonistic properties against PPARs, and interferes with lipid and cholesterol production by inhibiting ACAT (IC50 = 4 uM).
Biochem/physiol Actions: Auraptene (7-geranyloxycoumarin) possesses anti-oxidant, anti-bacterial, anti-inflammatory and anti-tumor activities.
Features and Benefits: This compound is featured on the Nuclear Receptors (Steroids)  page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here .
General description: Auraptene (7-geranyloxycoumarin) is a prenyloxycoumarin, that is abundantly present in nature. It is produced by several plant species, such as Rutaceae and Umbeliferae (Apiaceae) families.
Packaging: 5, 25 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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