1. Membrane Transporter/Ion Channel Neuronal Signaling Apoptosis
  2. Calcium Channel Apoptosis Caspase
  3. 14-Deoxyandrographolide

14-Deoxyandrographolide is a diterpene with calcium channel blocking activity and acts as a uterine smooth muscle relaxant. 14-Deoxyandrographolide stimulates the release of nitric oxide (NO) in endothelial cells. 14-Deoxyandrographolide gradually desensitizes liver cells to TNF-α mediated apoptosis by inducing the release of TNFRSF1A.

For research use only. We do not sell to patients.

14-Deoxyandrographolide Chemical Structure

14-Deoxyandrographolide Chemical Structure

CAS No. : 4176-97-0

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Based on 1 publication(s) in Google Scholar

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Description

14-Deoxyandrographolide is a diterpene with calcium channel blocking activity and acts as a uterine smooth muscle relaxant. 14-Deoxyandrographolide stimulates the release of nitric oxide (NO) in endothelial cells. 14-Deoxyandrographolide gradually desensitizes liver cells to TNF-α mediated apoptosis by inducing the release of TNFRSF1A[1][2][3].

IC50 & Target

Caspase 3

 

Cellular Effect
Cell Line Type Value Description References
HL-60 GI50
25.46 μM
Compound: 9
Antiproliferative activity against human HL60 cells by trypan blue assay
Antiproliferative activity against human HL60 cells by trypan blue assay
[PMID: 18357994]
NIH3T3 IC50
176.3 μM
Compound: 5
Antifibrotic activity against mouse NIH/3T3 cells assessed as inhibition of cell proliferation after 72 hrs by MTT assay
Antifibrotic activity against mouse NIH/3T3 cells assessed as inhibition of cell proliferation after 72 hrs by MTT assay
[PMID: 30144698]
NTUB1 IC50
> 100 μM
Compound: 4
Cytotoxicity against human NTUB1 cells after 48 hrs by MTT assay
Cytotoxicity against human NTUB1 cells after 48 hrs by MTT assay
[PMID: 25913115]
RAW264.7 IC50
21.01 μM
Compound: 1
Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production after 24 hrs by Griess method
Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production after 24 hrs by Griess method
[PMID: 22264489]
In Vitro

14-Deoxyandrographolide can reduce uterine smooth muscle contraction responses induced by 0.3 mM and 3.0 mM CaCl2, with IC50 values of 1.24 M and 5.94 M[1].
14-Deoxyandrographolide (0-15 nM, 1 h) shows no cytotoxicity in primary liver cells and prevents TNF-α induced cell death[2].
14-Deoxyandrographolide (5-15 nM, 1 h) inhibits the expression of caspase-3 in primary liver cells[2].
14-Deoxyandrographolide (10 nM, 1 h) suppressed the aggregation of TRADD, FADD and caspase-8 in TNF-a sensitized liver cells and inhibited the formation of the DISC[2].
14-Deoxyandrographolide (10 nM, 1 h) induces the release of TNFRSF1A from liver cells[2].
14-Deoxyandrographolide (0-100 μM, 24-48 h) stimulates endothelial cells to produce NO in a concentration-dependent manner[3].

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

Cell Viability Assay[2]

Cell Line: Primary hepatocytes
Concentration: 0, 2.5, 5, 7.5, 10, 12.5, 15 nM
Incubation Time: 1 h
Result: Reduced cell death rate.

Western Blot Analysis[2]

Cell Line: Primary hepatocytes
Concentration: 5, 10, 15 nM
Incubation Time: 1 h
Result: Inhibited the expression of caspase-3 in a concentration-dependent manner.
In Vivo

14-Deoxyandrographolide (40 mg/kg, intraperitoneal injection, single dose) makes rat liver cells resistant to apoptosis induced by TNF-α by downregulating the formation of death-inducing signaling complex. It enhances the activity of microsomal Ca-ATPase and increases calcium ion influx into the microsomal lumen through the NO/cGMP pathway, which in turn promotes the release of TNFRSF1A[2].

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

Animal Model: Male Sprague-Dawley rats[2]
Dosage: 40 mg/kg; single dose
Administration: Intraperitoneal injection (i.p.)
Result: Reduced ALT elevation caused by TNF-α/ActD, reduced the number of hepatocyte apoptosis, and reduced the amount of TNF-α retained in the liver.
Molecular Weight

334.45

Formula

C20H30O4

CAS No.
Appearance

Solid

Color

White to off-white

SMILES

O=C1OCC=C1CC[C@@H]2C(CC[C@]3([H])[C@](C)(CO)[C@H](O)CC[C@@]23C)=C

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, protect from light

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

Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (299.00 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 2.9900 mL 14.9499 mL 29.8998 mL
5 mM 0.5980 mL 2.9900 mL 5.9800 mL
View the 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.

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This equation is commonly abbreviated as: C1V1 = C2V2

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In Vivo:

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

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    90% (20% SBE-β-CD in Saline)

    Solubility: ≥ 2.5 mg/mL (7.47 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.

    Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
  • Protocol 2

    Add each solvent one by one:  10% DMSO    90% Corn Oil

    Solubility: ≥ 2.5 mg/mL (7.47 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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).
Calculation results:
Working solution concentration: mg/mL
Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).

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

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
 If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation
References

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 2.9900 mL 14.9499 mL 29.8998 mL 74.7496 mL
5 mM 0.5980 mL 2.9900 mL 5.9800 mL 14.9499 mL
10 mM 0.2990 mL 1.4950 mL 2.9900 mL 7.4750 mL
15 mM 0.1993 mL 0.9967 mL 1.9933 mL 4.9833 mL
20 mM 0.1495 mL 0.7475 mL 1.4950 mL 3.7375 mL
25 mM 0.1196 mL 0.5980 mL 1.1960 mL 2.9900 mL
30 mM 0.0997 mL 0.4983 mL 0.9967 mL 2.4917 mL
40 mM 0.0747 mL 0.3737 mL 0.7475 mL 1.8687 mL
50 mM 0.0598 mL 0.2990 mL 0.5980 mL 1.4950 mL
60 mM 0.0498 mL 0.2492 mL 0.4983 mL 1.2458 mL
80 mM 0.0374 mL 0.1869 mL 0.3737 mL 0.9344 mL
100 mM 0.0299 mL 0.1495 mL 0.2990 mL 0.7475 mL
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Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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14-Deoxyandrographolide
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