Cat. No.: HY-N3945

Glaucine

(Synonyms: O,O-Dimethylisoboldine; S-(+)-Glaucine; NSC 34396)

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Glaucine (O,O-Dimethylisoboldine) is an alkaloid extracted from Glaucium flavum that possesses various activities, including cough relief, bronchodilation, anti-inflammatory effects, analgesia, antipyretic properties, and anticancer effects. Glaucine acts as a selective and orally active inhibitor of phosphodiesterase 4 (PDE4), with a K_i of 3.4 µM in human bronchial tissues and polymorphonuclear leukocytes. Glaucine induces relaxation of human isolated bronchi by antagonizing calcium channels. Additionally, Glaucine inhibits the activation of NF-κB, leading to a reduction in the expression of the MMP-9 gene, thereby suppressing the migration and invasion of breast cancer cells. Therefore, Glaucine holds potential for research in asthma and breast cancer.

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Pureté: 99.55%
CAS No.: 475-81-0
Formule: C₂₁H₂₅NO₄
Masse moléculaire:355.43

Stockage:

4°C, protect from light

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Glaucine Chemical Structure

CAS No.: 475-81-0

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Activité biologique
- Description
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Solvant et solubilité
- In Vitro
- In Vivo
Pureté et documentation
Références
Help & FAQs
Classifications
Bioz

Activité biologique

Description

IC₅₀ & Target

PDE4

Voir tous les produits spécifiques à Isoform Phosphodiesterase (PDE) :

Voir tous les produits spécifiques à Isoform Calcium Channel :

Voir tous les produits spécifiques à Isoform MMP :

Voir tous les produits spécifiques à Isoform NF-κB :

Cellular Effect

Cell Line	Type	Value	Description	References
B-cell	IC₅₀	>100 μM Compound: 18	Inhibition of LPS-induced BALB/c mouse B cell proliferation Inhibition of LPS-induced BALB/c mouse B cell proliferation	[PMID: 17081761]
HeLa	CC₅₀	182 μM Compound: 1	Antiviral activity against Human rhinovirus type 14 in human HeLa Ohio-1 cells Antiviral activity against Human rhinovirus type 14 in human HeLa Ohio-1 cells	[PMID: 18590964]
HeLa	IC₅₀	22 μM Compound: 1	Cytotoxicity against human HeLa Ohio-1 cells Cytotoxicity against human HeLa Ohio-1 cells	[PMID: 18590964]
T-cell	IC₅₀	>100 μM Compound: 18	Inhibition of ConA-induced BALB/c mouse T cell proliferation Inhibition of ConA-induced BALB/c mouse T cell proliferation	[PMID: 17081761]

In Vitro

Glaucine (0.1 μM-1 mM; 30 min) produces a concentration-dependent inhibition of both spontaneous tension and histamine (HY-B1204)-induced tension in isolated human bronchial tissues^[1].
Glaucine (10 μM-1 mM; 30 min) concentration-dependently inhibits the concentration of calcium ions in isolated human bronchial tissues induced by potassium depolarization^[1].
Glaucine (0.1-3 mM; 120 min) concentration-dependently inhibits the release of peroxidase from human eosinophils^[1].
Glaucine (0-50 μM; 24 and 48 h) inhibits the proliferation of MCF-7 cells induced by Phorbol 12-myristate 13-acetate (HY-18739) in a concentration-dependent manner^[4].
Glaucine (0-30 μM; 36 h) significantly blocks the expression and activity of MMP-9 in MCF-7 cells induced by Phorbol 12-myristate 13-acetate (HY-18739) in a dose-dependent manner^[4].
Glaucine (0-30 μM; 24 h) significantly inhibits the invasion of MDA-MB-231 cells in a dose-dependent manner^[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Proliferation Assay^[4]

Cell Line:

PMA-induced MCF-7 cells
Concentration:

0, 1, 3, 15, 30 and 50 µM
Incubation Time:

24 and 48 h
Result:

Inhibited PMA-induced colony formation by 48 and 63 % at a dose of 15 and 30 µM.

Western Blot Analysis^[4]

Cell Line:

PMA-induced MCF-7 cells
Concentration:

0, 15 and 30 µM
Incubation Time:

36 h
Result:

Inhibited PMA-induced phosphorylation of IκBα in a dose-dependent manner and decreased nuclear NF-κB p65 subunit levels.

In Vivo

Glaucine (5-10 mg/mL; inhale; 3 min) inhibits acute bronchoconstriction and microvascular leakage at all airway levels induced by inhalation of aerosol antigens in guinea pigs sensitized with ovalbumins (HY-W250978)^[5].
Glaucine (10-100 mg/kg; p.o.; 60 min) can effectively inhibit carrageenan (HY-125474)-induced paw edema and LPS (HY-D1056)-induced fever in rats, as well as acetic acid (HY-Y0319)-induced abdominal contraction in mice^[6].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

Ovalbumins (HY-W250978) sensitized guinea pigs to inhaled aerosol antigens^[5]
Dosage:

10 mg/mL
Administration:

inhale; 10 min
Result:

Reduced airway hyperresponsiveness to histamine and lung eosinophil accumulation 30 minutes and 3 hours after inhalation of the antigen.
Increased eosinophil peroxidase activity in bronchoalveolar lavage fluid 24 hours after inhalation of aerosol antigen.

Chemical Information

CAS No. 475-81-0
Appearance Solid
Masse moléculaire 355.43
Formule C₂₁H₂₅NO₄
Color White to light brown
SMILES

CN1CCC2=CC(OC)=C(OC)C3=C2[C@]1([H])CC4=CC(OC)=C(OC)C=C34
Synonyms

O,O-Dimethylisoboldine; S-(+)-Glaucine; NSC 34396
Structure Classification
- Alkaloids
- Isoquinoline Alkaloids
Initial Source
- Plants
- other families
Livraison

Room temperature in continental US; may vary elsewhere.
Stockage

4°C, protect from light

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Solvant et solubilité

In Vitro:

DMSO : 100 mg/mL (281.35 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

2.8135 mL

14.0675 mL

28.1349 mL

5 mM

0.5627 mL

2.8135 mL

5.6270 mL

10 mM

0.2813 mL

1.4067 mL

2.8135 mL

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.

Calculateur de molarité

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Concentration Concentration

Volume Volume

Molecular Weight Molecular Weight

Calculateur de dilution

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

Concentration _(start) Concentration _(start)

Volume _(start) Volume _(start)

Concentration _(final) Concentration _(final)

Volume _(final) Volume _(final)

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline

Solubility: ≥ 2.5 mg/mL (7.03 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)

Solubility: ≥ 2.5 mg/mL (7.03 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Working solution concentration: 0.22 mg/mL

Pureté et documentation

Select Batch:

Pureté: 99.98%

Assay: 99.98%

ee.: 99.98%

Fiche technique (284 KB)
SDS (396 KB)
- English - EN (396 KB)
- Français - FR (396 KB)
- Deutsch - DE (396 KB)
- Norwegian - NO (396 KB)
- Español - ES (396 KB)
- Swedish - SV (396 KB)
- Italian - IT (396 KB)
- Korean - KR (396 KB)
- Portuguese - PT (396 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Instruction de manipulation (2659 KB)

Références

[1]. J Cortijo, et al. Bronchodilator and Anti-Inflammatory Activities of Glaucine: In Vitro Studies in Human Airway Smooth Muscle and Polymorphonuclear Leukocytes. Br J Pharmacol. 1999 Aug;127(7):1641-51. [Content Brief]

[2]. Golo M J Meyer, et al. Studies on the in Vivo Contribution of Human Cytochrome P450s to the Hepatic Metabolism of Glaucine, a New Drug of Abuse. Biochem Pharmacol. 2013 Nov 15;86(10):1497-506. [Content Brief]

[3]. Maya Spasova, et al. Cinnamoyl- And Hydroxycinnamoyl Amides of Glaucine and Their Antioxidative and Antiviral Activities. Bioorg Med Chem. 2008 Aug 1;16(15):7457-61. [Content Brief]

[4]. Hyereen Kang, et al. "Glaucine inhibits breast cancer cell migration and invasion by inhibiting MMP-9 gene expression through the suppression of NF-κB activation." Molecular and cellular biochemistry 403 (2015): 85-94. [Content Brief]

[5]. Pons, et al. "Effects of inhaled glaucine on pulmonary responses to antigen in sensitized guinea pigs." European journal of pharmacology 397.1 (2000): 187-195. [Content Brief]

[6]. PINTO, et al. "Anti‐inflammatory, analgesic and antipyretic effects of glaucine in rats and mice." Pharmacy and Pharmacology Communications 4.10 (1998): 502-505.

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	2.8135 mL	14.0675 mL	28.1349 mL	70.3373 mL
	5 mM	0.5627 mL	2.8135 mL	5.6270 mL	14.0675 mL
	10 mM	0.2813 mL	1.4067 mL	2.8135 mL	7.0337 mL
	15 mM	0.1876 mL	0.9378 mL	1.8757 mL	4.6892 mL
	20 mM	0.1407 mL	0.7034 mL	1.4067 mL	3.5169 mL
	25 mM	0.1125 mL	0.5627 mL	1.1254 mL	2.8135 mL
	30 mM	0.0938 mL	0.4689 mL	0.9378 mL	2.3446 mL
	40 mM	0.0703 mL	0.3517 mL	0.7034 mL	1.7584 mL
	50 mM	0.0563 mL	0.2813 mL	0.5627 mL	1.4067 mL
	60 mM	0.0469 mL	0.2345 mL	0.4689 mL	1.1723 mL
	80 mM	0.0352 mL	0.1758 mL	0.3517 mL	0.8792 mL
	100 mM	0.0281 mL	0.1407 mL	0.2813 mL	0.7034 mL

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Glaucine

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Voir tous les produits spécifiques à Isoform Phosphodiesterase (PDE)

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Activité biologique

Chemical Information

Solvant et solubilité

Pureté et documentation