ChemicalBook >> CAS DataBase List >>1-[2-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one

1-[2-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one

CAS No.
20784-60-5
Chemical Name:
1-[2-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one
Synonyms
Guaiacol Impurity 14;4'-O-Methylbavachalcone;4''-O-Methylbavachalcone;O-Methylbroussochalcone B;4'-O-Methylbroussochalcone B;O-Methylbroussochalcone B, 4'-;O-Methylbroussochalcone B, 4’-;4''-O-Methylbavachalcone, 10 mM in DMSO;Methylbroussochalcone4'-O- B;4'-O-Methylbroussochalcone B, (4'-O-Methylbavachalcone)
CBNumber:
CB82277802
Molecular Formula:
C21H22O4
Molecular Weight:
338.4
MDL Number:
MFCD02183383
MOL File:
20784-60-5.mol
MSDS File:
SDS
Last updated:2026-05-11 19:39:08
Product description Number Pack Size Price
4-O-Methylbavachalcone BA2287 5mg $94
4-O-Methylbavachalcone BA2287 10mg $162
4'-O-Methylbavachalcone 99.92% orb1303439 1mg $80
4'-O-Methylbavachalcone 99.92% orb1303439 5mg $130
4'-O-Methylbavachalcone 99.92% orb1303439 1mlx10mM(inDMSO) $140
More product size

1-[2-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one Properties

Melting point 169.9-170.1 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
Boiling point 552.1±50.0 °C(Predicted)
Density 1.181±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO: 50 mg/mL (147.75 mM)
pka 7.41±0.50(Predicted)
form Solid
color Orange to yellow

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P501-P270-P264-P301+P312+P330

1-[2-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
ApexBio Technology BA2287 4-O-Methylbavachalcone 20784-60-5 5mg $94 2026-05-06 Buy
ApexBio Technology BA2287 4-O-Methylbavachalcone 20784-60-5 10mg $162 2026-05-06 Buy
Biorbyt Ltd orb1303439 4'-O-Methylbavachalcone 99.92% 20784-60-5 1mg $80 2026-05-06 Buy
Biorbyt Ltd orb1303439 4'-O-Methylbavachalcone 99.92% 20784-60-5 5mg $130 2026-05-06 Buy
Biorbyt Ltd orb1303439 4'-O-Methylbavachalcone 99.92% 20784-60-5 1mlx10mM(inDMSO) $140 2026-05-06 Buy
Product number Packaging Price Buy
BA2287 5mg $94 Buy
BA2287 10mg $162 Buy
orb1303439 1mg $80 Buy
orb1303439 5mg $130 Buy
orb1303439 1mlx10mM(inDMSO) $140 Buy

1-[2-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one Chemical Properties,Uses,Production

Chemical Properties

Red needle-shaped crystals, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Psoralea corylifolia Linn.

Uses

4'-O-Methylbavachalcone is a chalcone isolated from Psoralea corylifolia, inhibits severe acute respiratory syndrome coronavirus (SARS-CoV) papain-like protease (PLpro) activity, with an IC50 of 10.1 μM[1].

Synthesis

2-Propen-1-one, 1-[2-hydroxy-4-methoxy-5-(3-methyl-2-buten-1-yl)phenyl]-3-[4-(methoxymethoxy)phenyl]-, (2E)-

128961-13-7

1-[2-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one

20784-60-5

Compound 17a (51 mg, 0.13 mmol) was used as starting material, which was dissolved in methanol (5 mL) and stirred at room temperature. Carbon tetrabromide (CBr4, 4.5 mg, 0.013 mmol) was added to this solution and the reaction mixture was subsequently heated to reflux with continuous stirring for 2.5 hours. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the solvent was removed under reduced pressure using a rotary evaporator. The resulting residue was purified by preparative thin layer chromatography (PLC) with the eluent being a mixed solvent of hashane/ethyl acetate, resulting in the target product (E)-1-(2-hydroxy-4-methoxy-5-(3-methyl-2-buten-1-yl)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one (Compound 5a, 35 mg, 84% yield) as yellow needle-like It is a yellow needle-like crystal. Its melting point is 169.9-170.1°C (EtOAc/hexane recrystallized); Rf value is 0.34 (33% EtOAc/hexane); infrared spectrum (KBr) νmax/cm-1: 3436, 3319, 3069, 2973, 2943, 2911, 2854, 2821, 2751, 2697, 2604, 1628, 1604, 1544, 1544, 1544, 1544, 1544, 1544, 1544, 1544, 1544, 1544, 1544, 1544, 1544, 1544, 1544, 1544, 1544, 1544, 1544, 1544, 1544 1628, 1604, 1544, 1508, 1443, 1363, 1306, 1284, 1205, 1170, 1130, 1105; NMR hydrogen spectra (acetone-d6) δH: 1.58 (3H, d, J = 1.0 Hz, CH3), 1.59 (3H, s, CH3), 3.13 (2H, d, J = 7.2 Hz, Ph-CH2CH), 3.78 (3H, s, OCH3), 5.12-5.17 (1H, m, CCHCH2), 6.34 (1H, s, C2'H), 6.80 (2H, d, J = 8.6 Hz, C3H and C5H), 7.56 (2H, d, J = 8.6 Hz, C2H and C6H), 7.59 (1H d, J = 15.4 Hz, CαH), 7.70 (1H, d, J = 15.4 Hz, CβH), 7.80 (1H, s, C6'H), 8.93 (1H, s, OH), 13.51 (1H, s, OH); NMR carbon (acetone-d6) δC: 17.89, 25.88, 29.28, 56.28, 100.00, 114.16, 118.35, 122.38, 123.78, 127.56, 131.21, 131.74, 132.50, 145.15, 161.08, 165.09, 166.44, 192.89; high-resolution mass spectrometry (HRMS): measured value [M]+ 338.1530, calculated value c21h22o4 338.1518.

References

[1] 4'-O-Methylbavachalcone, et al. Phenolic phytochemical displaying SARS-CoV papain-like protease inhibition from the seeds of Psoralea corylifolia. J Enzyme Inhib Med Chem. 2014 Feb;29(1):59-63. DOI:10.3109/14756366.2012.753591

1-[2-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one Preparation Products And Raw materials

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View Lastest Price from 1-[2-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4'-O-Methylbavachalcone pictures 2026-05-11 4'-O-Methylbavachalcone
20784-60-5
US $36.00-147.00 / mg 99.92% 10g TargetMol Chemicals Inc.
4'-O-Methylbroussochalcone B pictures 2023-02-24 4'-O-Methylbroussochalcone B
20784-60-5
US $0.00 / mg 5mg ≥98%(HPLC) 10 g Shanghai Standard Technology Co., Ltd.
1-[2-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one pictures 2020-01-13 1-[2-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one
20784-60-5
US $9.80 / KG 1KG ≥98% 20 tons Career Henan Chemical Co

1-[2-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one Spectrum

1-[2-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one 4'-O-Methylbroussochalcone B 2',4-Dihydroxy-4'-methoxy-5'-(3-methyl-2-butenyl)chalcone 4'-O-Methylbavachalcone O-Methylbroussochalcone B, 4'- Methylbroussochalcone4'-O- B O-Methylbroussochalcone B 2-Propen-1-one, 1-[2-hydroxy-4-methoxy-5-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-, (2E)- 4'-O-Methylbroussochalcone B, (4'-O-Methylbavachalcone) (2E)-1-[2-Hydroxy-4-methoxy-5-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one (E)-1-[2-hydroxy-4-methoxy-5-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one O-Methylbroussochalcone B, 4’- (E)-1-(2-Hydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one Guaiacol Impurity 14 4''-O-Methylbavachalcone 4''-O-Methylbavachalcone, 10 mM in DMSO 20784-60-5