A9861

Auraptene

≥98% (HPLC)

• Synonyme(s) : 7-Geranyloxycoumarin, 7-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]oxy]-2H-1-benzopyran-2-one, Aurapten
• Formule empirique (notation de Hill) : C₁₉H₂₂O₃
• Numéro CAS: 495-02-3
• Poids moléculaire : 298.38
• NACRES: NA.77
• PubChem Substance ID: 329771062
• UNSPSC Code: 12352200
• MDL number: MFCD00075948
• Assay: ≥98% (HPLC)
• Form: powder

Propriétés

• assay: ≥98% (HPLC)
• form: powder
• color: white to off-white
• solubility: DMSO: >20 mg/mL
• storage temp.: −20°C
• SMILES string: C\C(C)=C\CC\C(C)=C\COc1ccc2C=CC(=O)Oc2c1
• 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

Description

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.

Biochem/physiol Actions

Auraptene is an ACAT inhibitor and estrogen receptor modulator.

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).

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.

Informations sur la sécurité

• Classe de stockage: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable