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Art. -Nr.: HY-N10661

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Ipomoeassin F

(Synonyms: Ipom-F)

Ipomoeassin F is a potent and selective endoplasmic reticulum (ER) protein-translocation inhibitor by targeting the pore-forming subunit of the Sec61 complex (Sec61α) at the ER membrane. Ipomoeassin F selectively inhibits the ER membrane translocation of SARS-CoV-2 proteins. Ipomoeassin F block the ER translocation of secretory proteins and type I transmembrane proteins (TMPs), but not type III TMPs.

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CAS. Nr.: 915392-44-8
Formel: C₄₄H₆₂O₁₅
Molecular Weight:830.95

Speicherung:

Please store the product under the recommended conditions in the Certificate of Analysis.

Data Sheet (276 KB)

Ipomoeassin F Chemical Structure

CAS. Nr.: 915392-44-8

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Biologische Aktivität
- Beschreibung
- Cellular Effect
- In Vitro
Chemical Information
Reinheit & Dokumentation
Verweise
Calculators
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

Cellular Effect

Cell Line	Type	Value	Description	References
A2780	IC₅₀	36 nM Compound: Ipomoeassin F	Cytotoxicity against human A2780 cells after 72 hrs Cytotoxicity against human A2780 cells after 72 hrs	[PMID: 29291442]
HeLa	IC₅₀	16.4 nM Compound: 188	Cytotoxicity against human HeLa cells assessed as cell growth inhibition incubated for 3 days by MTT assay Cytotoxicity against human HeLa cells assessed as cell growth inhibition incubated for 3 days by MTT assay	[PMID: 29126728]
HeLa	IC₅₀	16.4 nM Compound: Ipomoeassin F	Antiproliferative activity against human HeLa cells Antiproliferative activity against human HeLa cells	[PMID: 28465102]
HT-29	IC₅₀	4.2 nM Compound: Ipomoeassin F	Cytotoxicity against human HT-29 cells after 72 hrs Cytotoxicity against human HT-29 cells after 72 hrs	[PMID: 29291442]
Jurkat	IC₅₀	6.1 nM Compound: 188	Cytotoxicity against human Jurkat cells assessed as cell growth inhibition incubated for 3 days by MTT assay Cytotoxicity against human Jurkat cells assessed as cell growth inhibition incubated for 3 days by MTT assay	[PMID: 29126728]
Jurkat	IC₅₀	6.1 nM Compound: Ipomoeassin F	Antiproliferative activity against human Jurkat cells Antiproliferative activity against human Jurkat cells	[PMID: 28465102]
L929	IC₅₀	7.4 nM Compound: Ipomoeassin F	Cytotoxicity against mouse L929 cells after 72 hrs Cytotoxicity against mouse L929 cells after 72 hrs	[PMID: 29291442]
MCF-10A	IC₅₀	5.1 nM Compound: Ipomoeassin F	Cytotoxicity against human MCF10A cells assessed as reduction in cell viability after 72 hrs by Alamar Blue assay Cytotoxicity against human MCF10A cells assessed as reduction in cell viability after 72 hrs by Alamar Blue assay	[PMID: 29291442]
MCF-10A	IC₅₀	5.4 nM Compound: 188	Cytotoxicity against human MCF-10A cells assessed as cell growth inhibition incubated for 3 days by MTT assay Cytotoxicity against human MCF-10A cells assessed as cell growth inhibition incubated for 3 days by MTT assay	[PMID: 29126728]
MCF7	IC₅₀	36.4 nM Compound: Ipomoeassin F	Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 72 hrs by MTT assay Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 72 hrs by MTT assay	[PMID: 29291442]
MCF7	IC₅₀	43.7 nM Compound: 188	Cytotoxicity against human MCF7 cells assessed as cell growth inhibition incubated for 3 days by MTT assay Cytotoxicity against human MCF7 cells assessed as cell growth inhibition incubated for 3 days by MTT assay	[PMID: 29126728]
MCF7	IC₅₀	43.7 nM Compound: Ipomoeassin F	Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay	[PMID: 28465102]
MDA-MB-231	IC₅₀	6.5 nM Compound: 188	Cytotoxicity against human MDA-MB-231 cells assessed as cell growth inhibition incubated for 3 days by MTT assay Cytotoxicity against human MDA-MB-231 cells assessed as cell growth inhibition incubated for 3 days by MTT assay	[PMID: 29126728]
MDA-MB-231	IC₅₀	6.5 nM Compound: Ipomoeassin F	Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by alamarBlue assay Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by alamarBlue assay	[PMID: 28465102]
MDA-MB-231	IC₅₀	7.7 nM Compound: Ipomoeassin F	Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viability after 72 hrs by Alamar Blue assay Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viability after 72 hrs by Alamar Blue assay	[PMID: 29291442]
MDA-MB-435	IC₅₀	9.4 nM Compound: Ipomoeassin F	Cytotoxicity against human MDA-MB-435 cells after 72 hrs Cytotoxicity against human MDA-MB-435 cells after 72 hrs	[PMID: 29291442]
NIH3T3	IC₅₀	16.8 nM Compound: 188	Cytotoxicity against mouse NIH/3T3 cells assessed as cell growth inhibition incubated for 3 days by MTT assay Cytotoxicity against mouse NIH/3T3 cells assessed as cell growth inhibition incubated for 3 days by MTT assay	[PMID: 29126728]
Panel NCI-60 (60 carcinoma cell lines)	GI₅₀	30 nM Compound: Ipomoeassin F	Growth inhibition of human NCI60 cells after 48 hrs by SRB assay Growth inhibition of human NCI60 cells after 48 hrs by SRB assay	[PMID: 29291442]
Panel NCI-60 cells	GI₅₀	30 nM Compound: Ipomoeassin F	Growth inhibition of human NCI60 cells after 48 hrs by SRB assay Growth inhibition of human NCI60 cells after 48 hrs by SRB assay	[PMID: 29291442]
U-937	IC₅₀	2.6 nM Compound: Ipomoeassin F	Cytotoxicity against human U937 cells after 72 hrs Cytotoxicity against human U937 cells after 72 hrs	[PMID: 29291442]
U-937	IC₅₀	5.4 nM Compound: 188	Cytotoxicity against human U-937 cells assessed as cell growth inhibition incubated for 3 days by MTT assay Cytotoxicity against human U-937 cells assessed as cell growth inhibition incubated for 3 days by MTT assay	[PMID: 29126728]
U-937	IC₅₀	5.4 nM Compound: Ipomoeassin F	Antiproliferative activity against human U937 cells Antiproliferative activity against human U937 cells	[PMID: 28465102]

In Vitro

Ipomoeassin F (1-500 nM; 24 h) potently inhibits α1AT translocation into the ER^[1].
Ipomoeassin F is strongly active in the A2780 (human ovarian cancer cell line) assay with an IC₅₀ value of 0.036 μM^[2].

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

Western Blot Analysis^[1]

Cell Line:

HepG2 cells
Concentration:

1, 5, 10, 25, 50, 75, 100, 250, 500 nM
Incubation Time:

24 h
Result:

Downregulated cellular ATP levels and inhibited Sec61-mediated protein translocation with comparable potency.

Chemical Information

CAS. Nr. 915392-44-8
Molecular Weight 830.95
Formel C₄₄H₆₂O₁₅
SMILES

O=C(/C=C/C1=CC=CC=C1)O[C@H]([C@](COC(CCC(CCCCCC2)=O)=O)([H])O[C@](O[C@@]([C@@H](O)[C@H]3OC(C)=O)([H])[C@](O[C@@H]3C)([H])O[C@H]2CCCCC)([H])[C@@H]4O)[C@@H]4OC(/C(C)=C/C)=O
Synonyms

Ipom-F
Structure Classification
- Others
Initial Source
Versand

Room temperature in continental US; may vary elsewhere.
Speicherung

Please store the product under the recommended conditions in the Certificate of Analysis.

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (276 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)
Handling Instructions (2659 KB)

Verweise

[1]. Peristera Roboti, et al.Ipomoeassin-F disrupts multiple aspects of secretory protein biogenesis. Sci Rep. 2021 Jun 2;11(1):11562. [Content Brief]

[2]. Shugeng Cao, et al. Ipomoeassin F, a new cytotoxic macrocyclic glycoresin from the leaves of Ipomoea squamosa from the Suriname rainforest.Nat Prod Res. 2007 Aug;21(10):872-6. [Content Brief]

[3]. Sarah O'Keefe, et al. Ipomoeassin-F inhibits the in vitro biogenesis of the SARS-CoV-2 spike protein and its host cell membrane receptor. J Cell Sci. 2021 Feb 19;134(4):jcs257758. [Content Brief]

Calculators

Molaritätsrechner

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

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

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.

Keywords

100 mg

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