482-53-1

Basic information

• Product Name: OSAJIN
• Synonyms: OSAJIN;5-Hydroxy-3-(4-hydroxyphenyl)-8,8-dimethyl-6-(3-methyl-2-butenyl)-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one;5-hydroxy-3-(4-hydroxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-4-one;OSAJIN(RG);5-hydroxy-3-(4-hydroxyphenyl)-8,8-dimethyl-6-(3-methyl-2-butenyl)-4H,8H-pyrano[2,3-f]chromen-4-one
• CAS NO: 482-53-1
• Molecular Formula: C₂₅H₂₄O₅
• Molecular Weight: 404.46
• Mol File: 482-53-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 189° (uncorr), 193° (corr)
• Boiling Point: 632.3 °C at 760 mmHg
• Flash Point: 218.7 °C
• Appearance: /
• Density: 1.258 g/cm³
• Vapor Pressure: 1.4E-16mmHg at 25°C
• Refractive Index: 1.627
• Storage Temp.: ?20°C
• PKA: 7.00±0.40(Predicted)
• CAS DataBase Reference: OSAJIN(CAS DataBase Reference)
• NIST Chemistry Reference: OSAJIN(482-53-1)
• EPA Substance Registry System: OSAJIN(482-53-1)

Safety Data

• Hazard Codes: N
• Statements: 50
• Safety Statements: 61
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 482-53-1(Hazardous Substances Data)

Usage

Description

Osajin is a naturally occurring polyphenolic compound found in the African plant Osage orange (Maclura pomifera). It is known for its antioxidant, anti-inflammatory, and carbonic anhydrase inhibitory properties.

Uses

Used in Pharmaceutical Industry:
Osajin is used as an inhibitor of carbonic anhydrase I and II isoenzymes for the treatment of glaucoma. Its inhibitory effects on these isoenzymes help in reducing intraocular pressure, which is a primary cause of glaucoma.
In Glaucoma Treatment:
Osajin is used as a therapeutic agent for glaucoma treatment, as it helps in managing the increased intraocular pressure by inhibiting the carbonic anhydrase I and II isoenzymes. This property makes it a potential candidate for the development of new glaucoma medications.

InChI:InChI=1/C25H24O5/c1-14(2)5-10-17-21(27)20-22(28)19(15-6-8-16(26)9-7-15)13-29-24(20)18-11-12-25(3,4)30-23(17)18/h5-9,11-13,26-27H,10H2,1-4H3

Upstream product

• 51225-28-6 6,8-diprenylgenistein 

Downstream Products

• 5745-54-0 7-(4-hydroxyphenyl)-2,2,10,10-tetramethyl-11,12-dihydro-2H-dipyrano[2,3-f:2',3'-h]chromen-8(10H)-one 
• 120639-87-4 4'-hydroxy-<6'',6''-dimethyldihydropyrano(2'',3'':5,6)>-<6''',6'''-dimethyldihydropyrano(2''',3''':7,8)>isoflavone 
• 206194-41-4 3-(4-methoxy-phenyl)-6,6,10,10-tetramethyl-7,8-dihydro-6H,10H-dipyrano[2,3-f;2',3'-h]chromen-4-one 
• 5254-72-8 5-methoxy-3-(4-methoxy-phenyl)-8,8-dimethyl-6-(3-methyl-but-2-enyl)-8H-pyrano[2,3-f]chromen-4-one 
• 27762-88-5 5-hydroxy-3-(4-methoxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-4H,8H-pyrano[2,3-f]chromen-4-one 

Relevant articles and documents

NEW PRENYLATED ISOFLAVONES AND A PRENYLATED DIHYDROFLAVONOL FROM MILLETTIA PACHYCARPA

Extraction of Millettia pachycarpa Benth. gave 5,7,4'-trihydroxy-6,8-diprenylisoflavone (1a), 5,7,4'-trihydroxy-6,3'-diprenylisoflavone (2a), 5,7,3',4'-tetrahydroxy-6,8-diprenylisoflavone (3a) and (2R,3R)-5,4'-dihydroxy-8-prenyl-6'',6''-dimethylpyrano-dihydroflavonol (4a) whose structures were established by chemical transformations and spectroscopic means.Pectolinarigenin and salvigenin were isolated from Buddleia macrostachya Benth. - Key Word Index: Millettia pachycarpa; Leguminosae; Lotodoideae; prenylated isoflavones; prenylated dihydroflavonols; Buddleia macrostachya; Buddleiaceae; pectolinarigenin; salvigenin.