Petunidin-3-O-glucoside chloride
Based on 1 publication(s) in Google Scholar
Petunidin-3-O-glucoside chloride is a blood-brain barrier-penetrating tyrosinase inhibitor with an IC50 of 10.3 μM and a Ki of 9.0 μM. Petunidin-3-O-glucoside also acts as an α-glucosidase inhibitor with an IC50 of 218.2 µM. Petunidin-3-O-glucoside chloride inhibits the SIRT3/p53-mediated mitochondrial pathway and the PI3K/Akt-ERK pathway, suppresses glycolysis, and induces cell apoptosis. Petunidin-3-O-glucoside chloride scavenges ROS to exert antioxidant activity. It can be used in research related to glioblastoma multiforme, skin anti-aging and whitening, as well as obesity.
For research use only. We do not sell to patients.
- Purity : 98.11%
- CAS No.: 6988-81-4
- Formula: C22H23ClO12
- Molecular Weight:514.86
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Storage:
4°C, sealed storage, away from moisture and light
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)
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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
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HY-W040045
Callistephin chloride -
HY-N2409
Delphinidin chloride -
HY-129138
Cyanidin 3,5-diglucoside chloride -
HY-123894
Pelargonidin 3,5-diglucoside chloride -
HY-N8408
Peonidin 3,5-diglucoside -
HY-N7832R
Petunidin-3-O-glucoside chloride (Standard) -
HY-N2409R
Delphinidin chloride (Standard) -
HY-W040045R
Callistephin chloride (Standard) -
HY-129138R
Cyanidin 3,5-diglucoside chloride (Standard)
Publications Citing Use of MedChemExpress (MCE) Petunidin-3-O-glucoside chloride
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Biological Activity
Description
In Vitro
Petunidin-3-O-glucoside (10-40 μM; 12-48 h) chloride induces dose- and time-dependent killing of human glioblastoma DBTRG-05MG cells[1].
Petunidin-3-O-glucoside (20-40 μM; 48 h) chloride downregulates the protein levels of c-Myc, PDK1, PKM2, p53 and MDM2, and upregulates the protein level of SIRT3 in DBTRG-05MG cells[1].
Petunidin-3-O-glucoside (20-40 μM; 24 h) chloride increases ROS levels in DBTRG-05MG cells[1].
Petunidin-3-O-glucoside (20-40 μM; 24-48 h) chloride induces apoptosis in DBTRG-05MG cells[1].
Petunidin-3-O-glucoside (20-40 μM; 48 h) chloride inhibits glucose uptake and lactate production in DBTRG-05MG cells, and the effect is stronger when combined with LY294002 (HY-10108)[1].
Petunidin-3-O-glucoside (30 min) scavenges DPPH free radicals in a cell-free system, with an EC50 value of 62.11 μM[4].
Petunidin-3-O-glucoside (6 min) scavenges ABTS+ free radicals in a cell-free system, with an EC50 value of 39.26 μM[4].
Petunidin-3-O-glucoside (25-100 μM; 12 h) chloride exerts no significant cytotoxicity on HepG2 cells[4].
Petunidin-3-O-glucoside (100 μM; 12 h) chloride significantly restores the glucose uptake capacity of HepG2 cells treated with high glucose (Glucose) (HY-B0389)/oleic acid (HY-N1446) after 12 h of incubation[4].
Petunidin-3-O-glucoside (50-100 μM; 12 h) chloride significantly reduces intracellular total cholesterol and triglyceride levels in HepG2 cells treated with high glucose/oleic acid after 12 h of incubation[4].
Petunidin-3-O-glucoside (50-100 μM; 12 h) chloride significantly reduces intracellular lipid droplet accumulation in HepG2 cells treated with high glucose/oleic acid after 12 h of incubation[4].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:DBTRG-05MG cells
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Concentration:10, 20 and 40 μM
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Incubation Time:12, 36 and 48 h
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Result:Induced dose- and time-dependent killing of human glioblastoma DBTRG-05MG cells.
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Cell Line:DBTRG-05MG cells
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Concentration:20 and 40 μM
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Incubation Time:48 h
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Result:Downregulatec the protein levels of c-Myc, PDK1, PKM2, p53 and MDM2, and upregulated the protein level of SIRT3.
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Cell Line:DBTRG-05MG cells
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Concentration:20 and 40 μM
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Incubation Time:24 h (Annexin V/PI) and
48 h (WB) -
Result:Increased Bax and decrease the activated forms of Bcl-2 and caspase-3.
Increased the levels of early and late apoptosis in cells.
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Cell Line:HepG2 human hepatocellular carcinoma cells
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Concentration:25, 50 and 100 μM
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Incubation Time:12 h
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Result:Showed no significant cytotoxicity relative to the control group at all tested concentrations.
Chemical Information
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CAS No. 6988-81-4
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Appearance Solid
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Molecular Weight 514.86
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Formula C22H23ClO12
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Color Purple to black
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SMILES
OC1=CC2=[O+]C(C3=CC(OC)=C(O)C(O)=C3)=C(O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](CO)O4)O)O)O)C=C2C(O)=C1.[Cl-]
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, sealed storage, away from moisture and light
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)
Publications (1)
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Journal Impact Factor
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Most Recent
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Food Chem
Flavonoid-mediated metabolic underpinning quality variation in red bud-sport pear mutants. [Abstract]2025 Oct 15:489:144992. PMID: 40466530
Solvent & Solubility
In Vitro:
Ethanol : 0.5 mg/mL (0.97 mM; ultrasonic and warming and heat to 60°C)
Purity & Documentation
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Data Sheet (284 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[1]. Wang G, et al. Inhibition of glycolytic metabolism in glioblastoma cells by Pt3glc combinated with PI3K inhibitor via SIRT3-mediated mitochondrial and PI3K/Akt-MAPK pathway. Journal of cellular physiology. 2019 May;234(5):5888-5903. [Content Brief]
[2]. Yang SY, et al. The Luteolinidin and Petunidin 3--Glucoside: A Competitive Inhibitor of Tyrosinase. Molecules (Basel, Switzerland). 2022 Sep 04;27(17):5703. [Content Brief]
[3]. Kim SM, et al. Neuroprotective effects of black soybean anthocyanins via inactivation of ASK1-JNK/p38 pathways and mobilization of cellular sialic acids. Life sciences. 2012 Jun 06;90(21-22):874-82. [Content Brief]
[4]. Zhu CW, et al. Five blueberry anthocyanins and their antioxidant, hypoglycemic, and hypolipidemic effects . Frontiers in nutrition. 2023;10:1172982. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Petunidin-3-O-glucoside chloride Related Classifications
HY-N7832 Related Classifications
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Keywords
- Petunidin-3-O-glucoside
- 6988-81-4
- Tyrosinase
- Glycosidase
- Apoptosis
- PI3K
- Akt
- ERK
- Reactive Oxygen Species (ROS)
- MDM-2/p53
- SIRT3/p53-mediated mitochondrial pathway
- HepG2 cells
- Saccharomyces cerevisiae
- blood-brain barrier
- DBTRG-05MG glioblastoma cells
- tyrosinase
- PI3K/Akt-ERK pathway
- neuroblastoma cells
- hepatic cells
- glioblastoma cells
- Inhibitor
- inhibitor
- inhibit