(-)-Cleistenolide (Synonyms: Cleistenolide)

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

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(-)-Cleistenolide Chemical Structure

CAS No. : 1003600-48-3

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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]
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]
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]
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]
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]
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]
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]
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]
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]

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.

Molecular Weight

362.33

Formula

C₁₈H₁₈O₈

CAS No.

1003600-48-3

SMILES

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

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

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]

(-)-Cleistenolide Related Classifications

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The molarity calculator equation

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

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The dilution calculator equation

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

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

Concentration _(start)	×	Volume _(start)	=	Concentration _(final)	×	Volume _(final)
	×		=		×
C1		V1		C2		V2

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.

Keywords:

(-)-Cleistenolide1003600-48-3CleistenolideBacterialAntibacteriaAntitumorCleistochlamys kirkiiMDA-MB 231HeLaA549Inhibitorinhibitorinhibit

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