13-Oxyingenol-13-dodecanoate
13-Oxyingenol-dodecanoate (13OD) is a tumor suppressor agent. 13-Oxyingenol-dodecanoate has anti-HIV-1 activity with EC50 value of 33.7 nM.13-Oxyingenol-dodecanoate can induce the expression of ULK1 to effect mitochondrial dysfunction and cellular autophagy. 13-Oxyingenol-dodecanoate also increases the expression of BAX and suppresses the expression of BCL-2 to effect apoptosis.
For research use only. We do not sell to patients.
- Purity: 95.73%
- CAS No.: 54706-70-6
- Formula: C32H50O7
- Molecular Weight:546.74
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Storage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| A549 | IC50 |
17.52 μM
Compound: 13-OD
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Antiproliferative activity against human A549 cells assessed as inhibition of cell growth incubated for 48 hrs by CCK8 assay
Antiproliferative activity against human A549 cells assessed as inhibition of cell growth incubated for 48 hrs by CCK8 assay
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[PMID: 38552425] |
| A549 | IC50 |
3.9 μM
Compound: 13-OD
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Antiproliferative activity against human A549 cells assessed as inhibition of cell growth incubated for 24 to 72 hrs by CCK8 assay
Antiproliferative activity against human A549 cells assessed as inhibition of cell growth incubated for 24 to 72 hrs by CCK8 assay
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[PMID: 38552425] |
| A549 | IC50 |
8.673 μM
Compound: 13-OD
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Antiproliferative activity against human A549 cells assessed as inhibition of cell growth incubated for 24 hrs by CCK8 assay
Antiproliferative activity against human A549 cells assessed as inhibition of cell growth incubated for 24 hrs by CCK8 assay
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[PMID: 38552425] |
| HepG2 | IC50 |
5.3 μM
Compound: 13-OD
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Antiproliferative activity against human HepG2 cells assessed as inhibition of cell growth incubated for 24 to 72 hrs by CCK8 assay
Antiproliferative activity against human HepG2 cells assessed as inhibition of cell growth incubated for 24 to 72 hrs by CCK8 assay
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[PMID: 38552425] |
| MT4 | CC50 |
>9.2 μM
Compound: 11
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Cytotoxicity against human MT4 cells after 3 days by CytoTox-Glo assay
Cytotoxicity against human MT4 cells after 3 days by CytoTox-Glo assay
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[PMID: 30031972] |
| NCI-H460 | IC50 |
7 μM
Compound: 13-OD
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Antiproliferative activity against human NCI-H460 cells assessed as inhibition of cell growth incubated for 24 to 72 hrs by CCK8 assay
Antiproliferative activity against human NCI-H460 cells assessed as inhibition of cell growth incubated for 24 to 72 hrs by CCK8 assay
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[PMID: 38552425] |
13-Oxyingenol-dodecanoate (0, 3.125, 6.25, 12.5, 25 and 50 µM, 72 h) significantly reduces A549, H460, and BEAS-2B cells cell proliferation[2].
13-Oxyingenol-dodecanoate (0, 5, 10 and 20 µM, 72 h) can inhibit the antiapoptotic protein BCL-2 and increasing the pro-apoptotic protein BAX in NSCLC cells[2].
13-Oxyingenol-dodecanoate (0, 5, 10 and 20 µM, 72 h) influences the effect on the intracellular redox state redox state, 13-Oxyingenol-dodecanoate leads to a loss of mitochondrial membrane potential, 13-Oxyingenol-dodecanoate causes concentration-dependent mitochondrial dysfunction in A549 and H460 cells[2].
13-Oxyingenol-dodecanoate (0, 5, 10 and 20 µM, 72 h) induces significant up-regulation of ATG5, degradation of p62, and dose-dependent conversion of LC3 I to LC3 II. 13-Oxyingenol-dodecanoate induces concentration-dependent autophagy in A549 and H460 cells[2].
13-Oxyingenol-dodecanoate (0, 5, 10 and 20µ M, 72 h) significantly increased the expression of ULK1 in NSCLC cells[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:A549 and H460 cells
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Concentration:0, 3.125, 6.25, 12.5, 25, and 50 µM
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Incubation Time:72 h
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Result:Increased significantly the antitumor activity of A549 and H460 cells.
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Cell Line:A549 and H460 cells
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Concentration:0, 5, 10, 20 µM
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Incubation Time:72 h
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Result:Induced significant up-regulation of ATG5, degradation of p62, and dose-dependent conversion of LC3 I to LC3 II.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:xenograft model by injecting H460 cells into nude mice [2]
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Dosage:2.5 mg/kg and 5 mg/kg; every two days for two weeks
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Administration:Intraperitoneal injection (i.p.)
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Result:nhibited the growth of transplanted tumors in nude mice and had no significant toxic effects on organ function.
Chemical Information
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CAS No. 54706-70-6
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Appearance Solid
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Molecular Weight 546.74
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Formula C32H50O7
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Color White to off-white
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SMILES
CCCCCCCCCCCC(O[C@@]12C[C@@H](C)[C@@](C=C(C)[C@@H]3O)(C4=O)[C@]3(O)[C@H](O)C(CO)=C[C@@]4([H])[C@]1([H])C2(C)C)=O
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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
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Purity & Documentation
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Data Sheet (275 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]. Liu Q, et al. Identification, structural modification, and dichotomous effects on human immunodeficiency virus type 1 (HIV-1) replication of ingenane esters from Euphorbia kansui. Eur J Med Chem. 2018 Aug 5;156:618-627. [Content Brief]
[2]. Xin-Ye Wang, et al. 13-Oxyingenol-dodecanoate inhibits the growth of non-small cell lung cancer cells by targeting ULK1. Bioorganic Chemistry. June 2024, Volume 147, 107367. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
13-Oxyingenol-13-dodecanoate Related Classifications
HY-N0867 Related Classifications
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