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(-)-Cleistenolide

(Synonyms: Cleistenolide)

(-)-Cleistenolide is a α,β-unsaturated δ-lactone isolated from Cleistochlamys kirkii Oliver. (-)-Cleistenolide has antibacterial and antitumor activity.

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

CAS No.: 1003600-48-3
Formula: C₁₈H₁₈O₈
Molecular Weight:362.33

Storage:

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

Data Sheet (271 KB)

(-)-Cleistenolide Chemical Structure

CAS No.: 1003600-48-3

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Biological Activity
- Description
- Cellular Effect
- In Vitro
Chemical Information
Purity & Documentation
References
Calculators
Help & FAQs
Bioz

Biological Activity

Description

(-)-Cleistenolide is a α,β-unsaturated δ-lactone isolated from Cleistochlamys kirkii Oliver. (-)-Cleistenolide has antibacterial and antitumor activity^[1].

Cellular Effect

Cell Line	Type	Value	Description	References
A549	IC₅₀	16.34 μM Compound: 1	Cytotoxicity against human A549 cells assessed as cell growth inhibition after 72 hrs by MTT assay Cytotoxicity against human A549 cells assessed as cell growth inhibition after 72 hrs by MTT assay	[PMID: 27231128]
A549	IC₅₀	16.34 μM Compound: 1	Antiproliferative activity against human A549 cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay Antiproliferative activity against human A549 cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay	[PMID: 39067378]
HeLa	IC₅₀	7.32 μM Compound: 1	Cytotoxicity against human HeLa cells assessed as cell growth inhibition after 72 hrs by MTT assay Cytotoxicity against human HeLa cells assessed as cell growth inhibition after 72 hrs by MTT assay	[PMID: 27231128]
HeLa	IC₅₀	7.32 μM Compound: 1	Antiproliferative activity against human HeLa cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay Antiproliferative activity against human HeLa cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay	[PMID: 39067378]
HL-60	IC₅₀	1.21 μM Compound: 1	Cytotoxicity against human HL60 cells assessed as cell growth inhibition after 72 hrs by MTT assay Cytotoxicity against human HL60 cells assessed as cell growth inhibition after 72 hrs by MTT assay	[PMID: 27231128]
HL-60	IC₅₀	1.21 μM Compound: 1	Antiproliferative activity against human HL-60 cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay Antiproliferative activity against human HL-60 cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay	[PMID: 39067378]
Jurkat	IC₅₀	14.22 μM Compound: 1	Cytotoxicity against human Jurkat cells assessed as cell growth inhibition after 72 hrs by MTT assay Cytotoxicity against human Jurkat cells assessed as cell growth inhibition after 72 hrs by MTT assay	[PMID: 27231128]
Jurkat	IC₅₀	14.22 μM Compound: 1	Antiproliferative activity against human Jurkat cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay Antiproliferative activity against human Jurkat cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay	[PMID: 39067378]
K562	IC₅₀	7.65 μM Compound: 1	Cytotoxicity against human K562 cells assessed as cell growth inhibition after 72 hrs by MTT assay Cytotoxicity against human K562 cells assessed as cell growth inhibition after 72 hrs by MTT assay	[PMID: 27231128]
K562	IC₅₀	7.65 μM Compound: 1	Antiproliferative activity against human K562 cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay Antiproliferative activity against human K562 cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay	[PMID: 39067378]
MCF7	IC₅₀	26.07 μM Compound: 1	Cytotoxicity against human MCF7 cells assessed as cell growth inhibition after 72 hrs by MTT assay Cytotoxicity against human MCF7 cells assessed as cell growth inhibition after 72 hrs by MTT assay	[PMID: 27231128]
MCF7	IC₅₀	26.07 μM Compound: 1	Antiproliferative activity against estrogen receptor positive human MCF7 cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay Antiproliferative activity against estrogen receptor positive human MCF7 cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay	[PMID: 39067378]
MDA-MB-231	IC₅₀	2.25 μM Compound: 1	Cytotoxicity against human MDA-MB-231 cells assessed as cell growth inhibition after 72 hrs by MTT assay Cytotoxicity against human MDA-MB-231 cells assessed as cell growth inhibition after 72 hrs by MTT assay	[PMID: 27231128]
MDA-MB-231	IC₅₀	2.25 μM Compound: 1	Antiproliferative activity against estrogen receptor negative human MDA-MB-231 cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay Antiproliferative activity against estrogen receptor negative human MDA-MB-231 cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay	[PMID: 39067378]
MRC5	IC₅₀	>100 μM Compound: 1	Cytotoxicity against human MRC5 cells assessed as cell growth inhibition after 72 hrs by MTT assay Cytotoxicity against human MRC5 cells assessed as cell growth inhibition after 72 hrs by MTT assay	[PMID: 27231128]
MRC5	IC₅₀	>100 μM Compound: 1	Cytotoxicity against human MRC5 cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay Cytotoxicity against human MRC5 cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay	[PMID: 39067378]
Raji	IC₅₀	36.94 μM Compound: 1	Cytotoxicity against human Raji cells assessed as cell growth inhibition after 72 hrs by MTT assay Cytotoxicity against human Raji cells assessed as cell growth inhibition after 72 hrs by MTT assay	[PMID: 27231128]
Raji	IC₅₀	36.94 μM Compound: 1	Antiproliferative activity against human Raji cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay Antiproliferative activity against human Raji cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay	[PMID: 39067378]

In Vitro

(-)-Cleistenolide (compound 1) exhibits potent cytotoxicity against cancer cell lines and low cytotoxicity in normal cells MRC-5^[1].

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

Cell Cytotoxicity Assay

Cell Line:

K562, HL-60, Jurkat, Raji, MCF-7, MDA-MB 231, HeLa, A549 and MRC-5^[1]
Concentration:

0-100 μM
Incubation Time:
Result:

Exhibited potent cytotoxicity against cancer cell lines with IC₅₀s of 7.65 μM, 1.21 μM, 14.22 μM, 36.94 μM, 26.07 μM, 2.25 μM, 7.32 μM and 16.34 μM in K562, HL-60, Jurkat, Raji, MCF-7, MDA-MB 231, HeLa and A549, respectively; and had low cytotoxicity in normal cells MRC-5 with an IC₅₀ over 100 μM.

Chemical Information

CAS No. 1003600-48-3
Molecular Weight 362.33
Formula C₁₈H₁₈O₈
SMILES

CC(O[C@@H]1C=CC(O[C@@H]1[C@H](OC(C)=O)COC(C2=CC=CC=C2)=O)=O)=O
Synonyms

Cleistenolide
Structure Classification
- Ketones, Aldehydes, Acids
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

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

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (271 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)

References

[1]. Benedeković G, et al. Synthesis, antiproliferative activity and SAR analysis of (-)-cleistenolide and analogues. Eur J Med Chem. 2020;202:112597. [Content Brief]

Calculators

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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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