Propiophenone, 3,4'-dihydroxy-3'-methoxy

Modify Date: 2025-08-25 20:52:58

Propiophenone, 3,4'-dihydroxy-3'-methoxy Structure
Propiophenone, 3,4'-dihydroxy-3'-methoxy structure
 Common Name Propiophenone, 3,4'-dihydroxy-3'-methoxy
CAS Number 2196-18-1 Molecular Weight 196.200
Density 1.2±0.1 g/cm3 Boiling Point 408.2±35.0 °C at 760 mmHg
Molecular Formula C10H12O4 Melting Point N/A
MSDS N/A Flash Point 165.4±19.4 °C

 Use of Propiophenone, 3,4'-dihydroxy-3'-methoxy


β-Hydroxypropiovanillone, a natural compound, shows significant concentration-dependent inhibitory effects on α-glucosidase with an IC50 of 257.8 μg/mL[1].

 Names

Name 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-1-one
Synonym More Synonyms

 Propiophenone, 3,4'-dihydroxy-3'-methoxy Biological Activity

Description β-Hydroxypropiovanillone, a natural compound, shows significant concentration-dependent inhibitory effects on α-glucosidase with an IC50 of 257.8 μg/mL[1].
Related Catalog
Target

IC50: 257.8 μg/mL (α-glucosidase)[1]

In Vitro β-hydroxypropiovanillone and its analogs can be obtained by chemoselective catalytic oxidation of lignin using 2,3-dichloro-5,6-dicyano-1,4-benzoquinone/tert-butyl nitrite/O2, followed by cleavage of arylglycerol-β-aryl ether with zinc[2]. In SYK-6 cells, β-hydroxypropiovanillone (HPV) is oxidized to vanilloyl acetic acid (VAA) via vanilloyl acetaldehyde (VAL). The resulting VAA was further converted into vanillate through the activation of VAA by coenzyme A[3].
References

[1]. Lv Q , et al. Dihydrochalcone-derived polyphenols from tea crab apple (Malus hupehensis) and their inhibitory effects on α-glucosidase in vitro. Food Funct. 2019;10(5):2881-2887.

[2]. Higuchi Y, et al. Bacterial Catabolism of β-Hydroxypropiovanillone and β-Hydroxypropiosyringone Produced in the Reductive Cleavage of Arylglycerol-β-Aryl Ether in Lignin. Appl Environ Microbiol. 2018;84(7):e02670-17. Published 2018 Mar 19.

[3]. Higuchi Y, et al. Discovery of novel enzyme genes involved in the conversion of an arylglycerol-β-aryl ether metabolite and their use in generating a metabolic pathway for lignin valorization. Metab Eng. 2019;55:258-267.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 408.2±35.0 °C at 760 mmHg
Molecular Formula C10H12O4
Molecular Weight 196.200
Flash Point 165.4±19.4 °C
Exact Mass 196.073563
PSA 66.76000
LogP 0.69
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.561
InChIKey NXCPMSUBVRGTSE-UHFFFAOYSA-N
SMILES COc1cc(C(=O)CCO)ccc1O

 Safety Information

Hazard Codes Xi
HS Code 2914509090

 Customs

HS Code 2914509090
Summary HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

 Propiophenone, 3,4'-dihydroxy-3'-methoxyBioassay

View more

Name: Toxicity in mouse B16-4A5 cells assessed as inhibition of cell proliferation at 30 uM...
Source: ChEMBL
Target: N/A
External Id: CHEMBL1068155
Name: Anticancer activity against human SKOV3 cells by SRB assay
Source: ChEMBL
Target: SK-OV-3
External Id: CHEMBL1763717
Name: Anticancer activity against human SK-MEL-2 cells by SRB assay
Source: ChEMBL
Target: SK-MEL-2
External Id: CHEMBL1763719
Name: Antiinflammatory activity in mouse RAW264.7 cells assessed as decrease in LPS-induced...
Source: ChEMBL
Target: RAW264.7
External Id: CHEMBL3404170
Name: Anticancer activity against human A549 cells by SRB assay
Source: ChEMBL
Target: A549
External Id: CHEMBL1763718
Name: Anticancer activity against human XF498 cells by SRB assay
Source: ChEMBL
Target: XF498
External Id: CHEMBL1763720
Name: Inhibition of theophylline-stimulated melanogenesis in mouse B16-4A5 cells at 30 uM a...
Source: ChEMBL
Target: N/A
External Id: CHEMBL1068146
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 Synonyms

Propiophenone,3,4'-dihydroxy-3'-methoxy
3-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-propanone
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