CAS 13164-03-9

3-(alpha,alpha-dimethylallyl)psoralen

Description:

3-(Alpha,alpha-dimethylallyl)psoralen, with the CAS number 13164-03-9, is a naturally occurring compound belonging to the class of furanocoumarins. It is derived from plants, particularly those in the Apiaceae family, and is known for its phototoxic properties, which can lead to skin reactions upon exposure to ultraviolet light. This compound features a psoralen core structure, characterized by a fused furan and coumarin ring, with an alpha,alpha-dimethylallyl substituent that enhances its biological activity. 3-(Alpha,alpha-dimethylallyl)psoralen exhibits potential therapeutic applications, particularly in dermatology, where it is used in photochemotherapy for conditions like psoriasis and vitiligo. Its mechanism of action involves the formation of covalent bonds with DNA upon UV irradiation, leading to cellular effects that can promote skin repigmentation. However, its use is accompanied by risks of skin damage and carcinogenicity, necessitating careful handling and application. Overall, this compound exemplifies the intersection of natural products and medicinal chemistry, highlighting both its therapeutic potential and safety considerations.

Formula: C₁₆H₁₄O₃

InChI: InChI=1S/C16H14O3/c1-4-16(2,3)12-8-11-7-10-5-6-18-13(10)9-14(11)19-15(12)17/h4-9H,1H2,2-3H3

InChI key: InChIKey=FYCCCUNGXGKNJV-UHFFFAOYSA-N

SMILES: C(C=C)(C)(C)C1=CC2=C(C=C3C(=C2)C=CO3)OC1=O

Synonyms:

• 3-(α,α-Dimethylallyl)psoralen
• 6-(1,1-Dimethyl-2-propen-1-yl)-7H-furo[3,2-g][1]benzopyran-7-one
• 6-(2-methylbut-3-en-2-yl)-7H-furo[3,2-g]chromen-7-one
• 7H-Furo[3,2-g][1]benzopyran-7-one, 6-(1,1-dimethyl-2-propen-1-yl)-
• 7H-Furo[3,2-g][1]benzopyran-7-one, 6-(1,1-dimethyl-2-propenyl)-
• 7H-Furo[3,2-g][1]benzopyran-7-one, 6-(1,1-dimethylallyl)-
• Chalepensin
• Halepensin
• Xylotenin

3-(α,α-dimethylallyl)psoralen

CAS: 13164-03-9

Formula: C₁₆H₁₄O₃

Purity: 98.0%

Color and Shape: Solid

Molecular weight: 254.2806

Ref: IN-DA00A28V

Chalepensin

CAS: 13164-03-9

Chalepensin, a furanocoumarin isolated from Ruta chalepensis L. of the Brassicaceae family, is a selective CYP2A6 inhibitor.

Formula: C₁₆H₁₄O₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 254.28

Ref: TM-TN3627

Chalepensin

CAS: 13164-03-9

Chalepensin is a chemical compound which is a furanocoumarin, naturally derived from plant sources, primarily from species within the Rutaceae family. This compound is isolated from the traditional medicinal plant Ruta chalepensis. The mode of action of Chalepensin involves interaction with various biological targets, including enzymes and receptors, leading to its bioactive effects. Studies suggest that Chalepensin may inhibit certain biological pathways, thereby exhibiting potential therapeutic effects.

Formula: C₁₆H₁₄O₃

Purity: Min. 95%

Molecular weight: 254.28 g/mol

Ref: 3D-NAA16403