97938-30-2

Basic information

• Product Name: vexibinol
• Synonyms: vexibinol;(S)-2,3-Dihydro-5,7-dihydroxy-2-(2,4-dihydroxyphenyl)-6-[(R)-5-methyl-2-(1-methylethenyl)-4-hexenyl]-4H-1-benzopyran-4-one;(2S)-5,7-Dihydroxy-2,3-dihydro-2α-(2,4-dihydroxyphenyl)-8-[(R)-5-methyl-2-(1-methylethenyl)-4-hexenyl]-4H-1-benzopyran-4-one;4H-1-Benzopyran-4-one,2-(2,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-8-[(2R)-5-methyl-2-(1-methylethenyl)-4-hexen-1-yl]-,(2S)-;Sophoraavanone G
• CAS NO: 97938-30-2
• Molecular Formula: C25H28O6
• Molecular Weight: 424.49
• Mol File: 97938-30-2.mol
• Article Data: 1

Chemical Properties

• Melting Point: 173-175℃
• Boiling Point: 659.3°Cat760mmHg
• Flash Point: 224.8°C
• Appearance: /
• Density: 1.266±0.06 g/cm
• Vapor Pressure: 1.55E-18mmHg at 25°C
• Refractive Index: 1.622
• PKA: 7.66±0.40(Predicted)
• CAS DataBase Reference: vexibinol(CAS DataBase Reference)
• NIST Chemistry Reference: vexibinol(97938-30-2)
• EPA Substance Registry System: vexibinol(97938-30-2)

Safety Data

• Hazardous Substances Data: 97938-30-2(Hazardous Substances Data)

Usage

Description

Vexibinol, also known as Sophoraflavanone G, is a tetrahydroxyflavanone derived from Sophora flavescens Ait. It has a structure of naringenin with an additional hydroxyl substituent at position 2' and a (2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl (lavandulyl) substituent at position 8'. Vexibinol exhibits antibacterial and anti-inflammatory activities.

Uses

Used in Pharmaceutical Industry:
Vexibinol is used as an antibacterial agent for its ability to inhibit the growth of certain bacteria, making it a potential candidate for the development of new antibiotics.
Used in Anti-inflammatory Applications:
Vexibinol is used as an anti-inflammatory agent for its ability to reduce inflammation and alleviate symptoms associated with inflammatory conditions. Its anti-inflammatory properties can be utilized in the treatment of various diseases and disorders characterized by inflammation.

InChI:InChI=1/C25H28O6/c1-13(2)5-6-15(14(3)4)9-18-20(28)11-23-24(25(18)30)21(29)12-22(31-23)17-8-7-16(26)10-19(17)27/h5,7-8,10-11,15,22,26-28,30H,3,6,9,12H2,1-2,4H3/t15-,22+/m1/s1

Upstream product

• 780724-90-5 dimethylallyl diphosphate 
• 56486-94-3 (2S)-2-(2,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one 

Relevant articles and documents

Flavanone 8-dimethylallyltransferase in Sophora flavescens cell suspension cultures

Dimethylallyl diphosphate: naringenin 8-dimethylallyltransferase (EC 2.5.1) was characterized. The enzyme was enantiospecific for (-)-(2S)-naringenin and utilized 3,3-dimethylallyl diphosphate as sole prenyl donor. It required Mg2+ (optimum concentration, 10 mM), and has an optimum pH of 9-10. The apparent K(m) values for 3,3-dimethylallyl diphosphate and naringenin were 120 and 36 μM, respectively. The microsomal fraction prenylated several other flavanones at the C-8 position less effectively as compared with naringenin. Interestingly, when 2'-hydroxynaringenin was used as a prenyl acceptor, the 8-lavandulyl (sophoraflavanone G) and the 6-dimethylallyl derivatives were formed, together with the 8-dimethylallyl derivative, leachianone G. These results suggest that the 2'-hydroxy group of naringenin plays an important role for the formation of a lavandulyl group. (C) 2000 Elsevier Science Ltd.