β-Hydroxypropiovanillone
Based on 1 Customer Validation
β-Hydroxypropiovanillone, a natural compound, shows significant concentration-dependent inhibitory effects on α-glucosidase with an IC50 of 257.8 μg/mL.
For research use only. We do not sell to patients.
- Purity: 97.0%
- CAS No.: 2196-18-1
- Formula: C10H12O4
- Molecular Weight:196.20
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Storage:
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
IC50: 257.8 μg/mL (α-glucosidase)[1]
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| A549 | IC50 |
>30 μM
Compound: 18
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Anticancer activity against human A549 cells by SRB assay
Anticancer activity against human A549 cells by SRB assay
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[PMID: 21420296] |
| RAW264.7 | IC50 |
43.8 μM
Compound: 10
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Antiinflammatory activity in mouse RAW264.7 cells assessed as decrease in LPS-induced NO production after 24 hrs by Griess assay
Antiinflammatory activity in mouse RAW264.7 cells assessed as decrease in LPS-induced NO production after 24 hrs by Griess assay
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[PMID: 25666824] |
| SK-MEL-2 | IC50 |
>30 μM
Compound: 18
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Anticancer activity against human SK-MEL-2 cells by SRB assay
Anticancer activity against human SK-MEL-2 cells by SRB assay
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[PMID: 21420296] |
| SK-OV-3 | IC50 |
>30 μM
Compound: 18
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Anticancer activity against human SKOV3 cells by SRB assay
Anticancer activity against human SKOV3 cells by SRB assay
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[PMID: 21420296] |
| XF498 | IC50 |
28.41 μM
Compound: 18
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Anticancer activity against human XF498 cells by SRB assay
Anticancer activity against human XF498 cells by SRB assay
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[PMID: 21420296] |
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].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 2196-18-1
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Appearance Solid
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Molecular Weight 196.20
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Formula C10H12O4
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Color Light yellow to brown
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SMILES
OCCC(C1=CC(OC)=C(O)C=C1)=O
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Structure Classification
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Solvent & Solubility
DMSO : 100 mg/mL (509.68 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (272 KB)
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SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Handling Instructions (2659 KB)
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. [Content Brief]
[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. [Content Brief]
[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. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 5.0968 mL | 25.4842 mL | 50.9684 mL | 127.4210 mL |
| 5 mM | 1.0194 mL | 5.0968 mL | 10.1937 mL | 25.4842 mL | |
| 10 mM | 0.5097 mL | 2.5484 mL | 5.0968 mL | 12.7421 mL | |
| 15 mM | 0.3398 mL | 1.6989 mL | 3.3979 mL | 8.4947 mL | |
| 20 mM | 0.2548 mL | 1.2742 mL | 2.5484 mL | 6.3711 mL | |
| 25 mM | 0.2039 mL | 1.0194 mL | 2.0387 mL | 5.0968 mL | |
| 30 mM | 0.1699 mL | 0.8495 mL | 1.6989 mL | 4.2474 mL | |
| 40 mM | 0.1274 mL | 0.6371 mL | 1.2742 mL | 3.1855 mL | |
| 50 mM | 0.1019 mL | 0.5097 mL | 1.0194 mL | 2.5484 mL | |
| 60 mM | 0.0849 mL | 0.4247 mL | 0.8495 mL | 2.1237 mL | |
| 80 mM | 0.0637 mL | 0.3186 mL | 0.6371 mL | 1.5928 mL | |
| 100 mM | 0.0510 mL | 0.2548 mL | 0.5097 mL | 1.2742 mL |
β-Hydroxypropiovanillone Related Classifications
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