CAS 53846-50-7

(-)-8-Prenylnaringenin

Description:

(-)-8-Prenylnaringenin is a naturally occurring flavonoid, specifically a prenylated derivative of naringenin, which is found in various plants, particularly in hops (Humulus lupulus). This compound is characterized by its unique structure, which includes a prenyl group that enhances its biological activity. It exhibits significant estrogenic activity, making it of interest in studies related to hormone modulation and potential therapeutic applications in conditions influenced by estrogen. Additionally, (-)-8-Prenylnaringenin has been investigated for its antioxidant properties, which may contribute to its protective effects against oxidative stress. The compound is typically soluble in organic solvents and has limited solubility in water, which is common for many flavonoids. Its potential health benefits, along with its role in plant defense mechanisms, make it a subject of ongoing research in both pharmacology and nutrition. Overall, (-)-8-Prenylnaringenin represents a fascinating example of how plant-derived compounds can influence human health and disease.

Formula: C₂₀H₂₀O₅

InChI: InChI=1S/C20H20O5/c1-11(2)3-8-14-15(22)9-16(23)19-17(24)10-18(25-20(14)19)12-4-6-13(21)7-5-12/h3-7,9,18,21-23H,8,10H2,1-2H3/t18-/m0/s1

InChI key: InChIKey=LPEPZZAVFJPLNZ-SFHVURJKSA-N

SMILES: O=C1C=2C(=C(CC=C(C)C)C(O)=CC2O)O[C@@H](C1)C3=CC=C(O)C=C3

Synonyms:

• 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-, (2S)-
• 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-, (2S)-
• Flavaprenin
• 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-, (S)-
• (2S)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
• (2S)- 2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
• (-)-8-Prenylnaringenin
• Phloroglucinol Impurity Y
• 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• Flavaprenin (8-Prenylnaringenin, Sophorafl)
• (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

8-?Prenylnaringenin

CAS: 53846-50-7

Formula: C₂₀H₂₀O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 340.3698

Ref: IN-DA00DGPX

8-​Prenylnaringenin

CAS: 53846-50-7

8-​Prenylnaringenin

Purity: ≥98%

Molecular weight: 340.37g/mol

Ref: 54-BUP02709

8-Prenylnaringenin

CAS: 53846-50-7

8-Prenylnaringenin is a phytoestrogen with high estrogenic activity, it shows more potent effects on promoting osteoblastic bone formation and inhibiting osteoclastic bone resorption by ERα instead of ERβ than the two classic phytoestrogens: genistein and daidzein. 8-Prenylnaringenin at all assayed doses (0.001-20 µM) presumably improves mitochondrial function, whereas a high dose of XN (5 µM) worsens the functionality of this organelle.

Formula: C₂₀H₂₀O₅

Purity: 95%~99%

Molecular weight: 340.375

Ref: BP-SBP02804

8-Prenylnaringenin

CAS: 53846-50-7

Formula: C₂₀H₂₀O₅

Molecular weight: 340.38

Ref: 7W-GY1353

8-​Prenylnaringenin

CAS: 53846-50-7

8-Prenylnaringenin is a phytoestrogen with high estrogenic activity,

Formula: C₂₀H₂₀O₅

Purity: 98.26% - 99.46%

Color and Shape: Solid

Molecular weight: 340.37

Ref: TM-TN1146

Flavaprenin (8-Prenylnaringenin, Sophorafl)

CAS: 53846-50-7

Formula: C₂₀H₂₀O₅

Molecular weight: 340.38

Ref: 4Z-P-249008

(-)-8-Prenylnaringenin

CAS: 53846-50-7

Applications (-)-8-Prenylnaringin is a prenylflavonoid, a class on non-steroidal phytoestrogen that mimicks and/or modulating endogenous estrogens via estrogen receptor binding.
References Miyamoto, M. et al.: Planta Med., 64, 516 (1998); Kim, H.J. et al.: Arch. Pharm. Res., 31, 1241 (2008); Zierau, O. et al.: Mol. Cell. Endocrinol., 294, 92 (2008);

Formula: C₂₀H₂₀O₅

Color and Shape: Neat

Molecular weight: 340.37

Ref: TR-P712890

8-Prenylnaringenin

CAS: 53846-50-7

8-Prenylnaringenin is a flavonoid compound, which is a naturally occurring phytoestrogen. It is primarily found in hops (Humulus lupulus), a plant commonly used in brewing beer. The compound is known for its high estrogenic activity, which is attributed to its ability to bind to estrogen receptors, particularly the estrogen receptor alpha.

Formula: C₂₀H₂₀O₅

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 340.37 g/mol

Ref: 3D-FP64928