CAS 484-20-8

Bergapten

Description:

Bergapten, also known as 5-methoxypsoralen, is a naturally occurring compound classified as a furanocoumarin. It is primarily found in various plants, particularly in the citrus family, and is known for its role in plant defense mechanisms. Chemically, bergapten has a molecular formula of C12H10O3 and features a methoxy group and a furan ring, contributing to its unique properties. This compound exhibits photosensitizing activity, meaning it can absorb ultraviolet light and subsequently induce biological effects, which has implications in both therapeutic and phototoxic contexts. Bergapten is often studied for its potential use in treating skin disorders, such as psoriasis and vitiligo, as it can enhance the effects of ultraviolet light therapy. However, its photosensitizing properties also raise concerns regarding skin sensitivity and potential carcinogenic effects upon excessive exposure. In terms of solubility, bergapten is relatively soluble in organic solvents but has limited solubility in water. Overall, bergapten is a compound of interest in both pharmacology and natural product chemistry due to its diverse biological activities.

Formula: C₁₂H₈O₄

InChI: InChI=1S/C12H8O4/c1-14-12-7-2-3-11(13)16-10(7)6-9-8(12)4-5-15-9/h2-6H,1H3

InChI key: InChIKey=BGEBZHIAGXMEMV-UHFFFAOYSA-N

SMILES: O(C)C=1C2=C(C=C3C1C=CO3)OC(=O)C=C2

Synonyms:

• 4-Methoxy-7H-furo[3,2-g][1]benzopyran-7-on
• 4-Methoxy-7H-furo[3,2-g]chromen-7-one
• 4-methoxy-7H-furo[3,2-g][1]benzopyran-7-one
• 4-methoxy-7H-furo[3,2-g][1]benzopyranne-7-one
• 4-metoxi-7H-furo[3,2-g][1]benzopirano-7-ona
• 5-Methoxy-6,7-furanocoumarin
• 5-Methoxypsoralen
• 5-Mop
• 8-Demethoxyisoimpinellin
• Bergaptan
• Bergapten
• Bergaptene
• Geralen
• Heraclin
• Majudin
• Nsc 95437
• Psoraderm
• 5-Methoxypsoralen with ultraviolet A therapy
• 6-Hydroxy-4-methoxy-5-benzofuranacrylic acid, gamma-lactone
• 7H-Furo[3,2-g][1]benzopyran-7-one, 4-methoxy-
• HSDB 3466
• 5-19-06-00004 (Beilstein Handbook Reference)
• BRN 0019560
• CCRIS 4348

Bergapten

CAS: 484-20-8

Formula: C₁₂H₈O₄

Purity: >98.0%(GC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 216.19

Ref: 3B-B2840

Bergapten

CAS: 484-20-8

Bergapten analytical standard provided with w/w absolute assay, to be used for quantitative titration.

Formula: C₁₂H₈O₄

Purity: (HPLC) ≥99%

Color and Shape: Powder

Molecular weight: 216.19

Ref: 11-0552S

Methoxsalen Related Compound A (4-Methoxy-7H-furo[3,2-g]chromen-7-one)

CAS: 484-20-8

Lactones, nesoi

Formula: C₁₂H₈O₄

Color and Shape: White Powder

Molecular weight: 216.04226

Ref: 45-1065345

5-Methoxypsoralen

CAS: 484-20-8

Formula: C₁₂H₈O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 216.1895

Ref: IN-DA006WTT

5-Methoxypsoralen

CAS: 484-20-8

Formula: C₁₂H₈O₄

Purity: (HPLC) ≥ 98.0%

Color and Shape: Whtie to off-white or faint beige powder

Molecular weight: 216.19

Ref: 7W-GL5991

Bergapten

CAS: 484-20-8

Bergapten

Purity: ≥95%

Molecular weight: 216.19g/mol

Ref: 54-BUP16871

5-Methoxypsoralen

CAS: 484-20-8

5-Methoxypsoralen

Purity: 98%

Molecular weight: 216.19g/mol

Ref: 54-OR1029565

5-Methoxypsoralen

CAS: 484-20-8

Formula: C₁₂H₈O₄

Color and Shape: Neat

Molecular weight: 216.19

Ref: 04-C15083200

Bergapten

CAS: 484-20-8

Formula: C₁₂H₈O₄

Purity: 95%~99%

Molecular weight: 216.192

Ref: BP-BP0256

Bergapten

CAS: 484-20-8

Bergapten (5-Methoxypsoralen), a psoralen, inhibits cell replication.

Formula: C₁₂H₈O₄

Purity: 99.48% - ≥95%

Color and Shape: Needles From Alcohol; Soln In Sulfuric Acid Is Yellow-Gold Physical Description Grayish-White Micr°Crystalline Powder Or Yellow Fluffy Solid (Ntp 1992)

Molecular weight: 216.19

Ref: TM-T2143

Bergapten

CAS: 484-20-8

Lactone

Formula: C₁₂H₈O₄

Purity: ≥ 95.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 216.19

Ref: 5G-89865

4-Methoxy-7H-furo[3,2-g]chromen-7-one

CAS: 484-20-8

Purity: 98.0%

Color and Shape: Solid, White powder

Molecular weight: 216.19200134277344

Ref: 10-F328941

Bergapten

CAS: 484-20-8

Applications Naturally occurring analog of Psoralen ( P839800) and metabolite of 8-Methoxy Psoralen (M260795). Antipsoriatic.
References Honigsmann, H., et al.: Br. J. Dermatol., 101, 369 (1979),

Formula: C₁₂H₈O₄

Color and Shape: Off White Solid

Molecular weight: 216.19

Ref: TR-B318500

5-Methoxypsoralen

CAS: 484-20-8

5-Methoxypsoralen is a light-activated compound, which is a naturally derived organic substance found in certain plants, particularly from the Apiaceae family. This compound functions as a furocoumarin that interacts with DNA through photoactivation, forming cross-links upon exposure to ultraviolet A (UVA) light. These cross-links disrupt DNA replication, ultimately inhibiting cell proliferation.

Formula: C₁₂H₈O₄

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 216.19 g/mol

Ref: 3D-FM05395

Bergapten

CAS: 484-20-8

Bergapten is a naturally occurring furanocoumarin, which is derived from the essential oils of citrus fruits, such as bergamot. It is recognized for its photosensitizing properties due to its ability to interact with DNA upon exposure to ultraviolet (UV) light. The mode of action involves the formation of monoadducts with pyrimidine bases in DNA, which can lead to cross-linking and ultimately disrupt DNA replication and transcription.

Formula: C₁₂H₈O₄

Molecular weight: 216.19 g/mol

Ref: 3D-Q-100536

Methoxsalen USP Related Compound A

CAS: 484-20-8

Formula: C₁₂H₈O₄

Molecular weight: 216.19

Ref: ST-EA-CP-M101001