β-Nor-lapachone

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β-Nor-lapachone is a Candida glabrata antibiofilm agent. β-Nor-lapachone can stimulate ROS production, inhibits efflux activity, adhesion, biofilm formation and the metabolism of mature biofilms of Candida glabrata. β-Nor-lapachone has antifungal activity.

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β-Nor-lapachone Chemical Structure

CAS No. : 52436-88-1

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Biological Activity
Purity & Documentation
References
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Description

IC₅₀ & Target

Candida glabrata, ROS^[1]

Cellular Effect

Cell Line	Type	Value	Description	References
A549	IC₅₀	10 μM Compound: 3	Cytotoxicity against human A549 cells after 72 hrs by MTT assay Cytotoxicity against human A549 cells after 72 hrs by MTT assay	[PMID: 25677663]
A549	IC₅₀	20 μM Compound: 3	Cytotoxicity against human A549 cells after 72 hrs by MTT assay in presence of NQO1 inhibitor dicoumarol Cytotoxicity against human A549 cells after 72 hrs by MTT assay in presence of NQO1 inhibitor dicoumarol	[PMID: 25677663]
CCRF-CEM	IC₅₀	15.2 μM Compound: 8	Cytotoxicity against human CCRF-CEM cells after 48 hrs by Alamar blue assay Cytotoxicity against human CCRF-CEM cells after 48 hrs by Alamar blue assay	[PMID: 25064348]
DU-145	IC₅₀	1.386 μM Compound: Page 1994, R38C1	Cytotoxicity against human DU145 cells assessed as decrease in cell viability after 72 hrs by MTT assay Cytotoxicity against human DU145 cells assessed as decrease in cell viability after 72 hrs by MTT assay	[PMID: 30108718]
DU-145	IC₅₀	2.382 μM Compound: Page 1994, R38C1	Cytotoxicity against human DU145 cells assessed as decrease in cell viability using compound loaded PLGA microcapsule after 72 hrs by MTT assay Cytotoxicity against human DU145 cells assessed as decrease in cell viability using compound loaded PLGA microcapsule after 72 hrs by MTT assay	[PMID: 30108718]
Erythrocyte	EC₅₀	> 50 μg/mL Compound: 2	Toxicity in mouse erythrocytes assessed as hemolytic activity after 30 mins by spectrophotometry Toxicity in mouse erythrocytes assessed as hemolytic activity after 30 mins by spectrophotometry	[PMID: 19947600]
HCT-116	IC₅₀	1.41 μM Compound: Nor-beta-lapachone	Cytotoxicity against human HCT116 cells after 72 hrs by MTT assay Cytotoxicity against human HCT116 cells after 72 hrs by MTT assay	10.1039/C4MD00371C
HCT-116	IC₅₀	1.575 μM Compound: Page 1994, R38C1	Cytotoxicity against human HCT116 cells assessed as decrease in cell viability after 72 hrs by MTT assay Cytotoxicity against human HCT116 cells assessed as decrease in cell viability after 72 hrs by MTT assay	[PMID: 30108718]
HCT-116	IC₅₀	7.482 μM Compound: Page 1994, R38C1	Cytotoxicity against human HCT116 cells assessed as decrease in cell viability using compound loaded PLGA microcapsule after 72 hrs by MTT assay Cytotoxicity against human HCT116 cells assessed as decrease in cell viability using compound loaded PLGA microcapsule after 72 hrs by MTT assay	[PMID: 30108718]
HCT-8	IC₅₀	0.31 μg/mL Compound: 2a, beta-lapachone	Cytotoxicity against human HCT8 cells after 72 hrs by MTT assay Cytotoxicity against human HCT8 cells after 72 hrs by MTT assay	[PMID: 17827021]
HCT-8	IC₅₀	1.36 μM Compound: 26	Cytotoxicity against human HCT-8 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay Cytotoxicity against human HCT-8 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay	[PMID: 33158575]
HCT-8	IC₅₀	1.36 μM Compound: Nor-beta-lapachone	Cytotoxicity against human HCT8 cells after 72 hrs by MTT assay Cytotoxicity against human HCT8 cells after 72 hrs by MTT assay	[PMID: 21115213]
HCT-8	IC₅₀	1.36 μM Compound: 2	Cytotoxicity against human HCT8 cells after 72 hrs by MTT assay Cytotoxicity against human HCT8 cells after 72 hrs by MTT assay	[PMID: 19947600]
HL-60	IC₅₀	0.4 μg/mL Compound: 2a, beta-lapachone	Cytotoxicity against human HL60 cells after 72 hrs by MTT assay Cytotoxicity against human HL60 cells after 72 hrs by MTT assay	[PMID: 17827021]
HL-60	IC₅₀	1.75 μM Compound: Nor-beta-lapachone	Cytotoxicity against human HL60 cells after 72 hrs by MTT assay Cytotoxicity against human HL60 cells after 72 hrs by MTT assay	10.1039/C4MD00371C
HL-60	IC₅₀	1.75 μM Compound: 26	Cytotoxicity against human HL-60 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay Cytotoxicity against human HL-60 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay	[PMID: 33158575]
HL-60	IC₅₀	1.75 μM Compound: Nor-beta-lapachone	Cytotoxicity against human HL60 cells after 72 hrs by MTT assay Cytotoxicity against human HL60 cells after 72 hrs by MTT assay	[PMID: 21115213]
HL-60	IC₅₀	1.75 μM Compound: 2	Cytotoxicity against human HL60 cells after 72 hrs by MTT assay Cytotoxicity against human HL60 cells after 72 hrs by MTT assay	[PMID: 19947600]
J774.A1	IC₅₀	3.69 μg/mL Compound: 5a; nor-beta-lap	Cytotoxicity against mouse J774.A1 cells measured after 24 hrs by resazurin based assay Cytotoxicity against mouse J774.A1 cells measured after 24 hrs by resazurin based assay	[PMID: 31378595]
Jurkat	IC₅₀	1.34 μM Compound: 26	Cytotoxicity against human Jurkat cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay Cytotoxicity against human Jurkat cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay	[PMID: 33158575]
K562	IC₅₀	2.28 μM Compound: 8	Cytotoxicity against human K562 cells after 48 hrs by Alamar blue assay Cytotoxicity against human K562 cells after 48 hrs by Alamar blue assay	[PMID: 25064348]
KG-1	IC₅₀	17.2 μM Compound: 8	Cytotoxicity against human KG1 cells after 48 hrs by Alamar blue assay Cytotoxicity against human KG1 cells after 48 hrs by Alamar blue assay	[PMID: 25064348]
MDA-MB-435	IC₅₀	0.07 μg/mL Compound: 2a, beta-lapachone	Cytotoxicity against human MDA-MB-435 cells after 72 hrs by MTT assay Cytotoxicity against human MDA-MB-435 cells after 72 hrs by MTT assay	[PMID: 17827021]
MDA-MB-435	IC₅₀	0.31 μM Compound: 26	Cytotoxicity against human MDA-MB-435 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay Cytotoxicity against human MDA-MB-435 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay	[PMID: 33158575]
MDA-MB-435	IC₅₀	0.31 μM Compound: Nor-beta-lapachone	Cytotoxicity against human MDA-MB-435 cells after 72 hrs by MTT assay Cytotoxicity against human MDA-MB-435 cells after 72 hrs by MTT assay	[PMID: 21115213]
MDA-MB-435	IC₅₀	0.31 μM Compound: 2	Cytotoxicity against human MDA-MB-435 cells after 72 hrs by MTT assay Cytotoxicity against human MDA-MB-435 cells after 72 hrs by MTT assay	[PMID: 19947600]
MOLT-4	IC₅₀	13.6 μM Compound: 8	Cytotoxicity against human MOLT4 cells after 48 hrs by Alamar blue assay Cytotoxicity against human MOLT4 cells after 48 hrs by Alamar blue assay	[PMID: 25064348]
OVCAR-8	IC₅₀	1.25 μM Compound: Nor-beta-lapachone	Cytotoxicity against human OVCAR8 cells after 72 hrs by MTT assay Cytotoxicity against human OVCAR8 cells after 72 hrs by MTT assay	10.1039/C4MD00371C
OVCAR-8	IC₅₀	13.737 μM Compound: Page 1994, R38C1	Cytotoxicity against human OVCAR8 cells assessed as decrease in cell viability using compound loaded PLGA microcapsule after 72 hrs by MTT assay Cytotoxicity against human OVCAR8 cells assessed as decrease in cell viability using compound loaded PLGA microcapsule after 72 hrs by MTT assay	[PMID: 30108718]
OVCAR-8	IC₅₀	2.579 μM Compound: Page 1994, R38C1	Cytotoxicity against human OVCAR8 cells assessed as decrease in cell viability after 72 hrs by MTT assay Cytotoxicity against human OVCAR8 cells assessed as decrease in cell viability after 72 hrs by MTT assay	[PMID: 30108718]
PBMC	IC₅₀	> 21.9 μM Compound: Nor-beta-lapachone	Cytotoxicity against human PBMC cells after 72 hrs by Alamar Blue assay Cytotoxicity against human PBMC cells after 72 hrs by Alamar Blue assay	[PMID: 21115213]
PBMC	IC₅₀	> 21.9 μM Compound: 2	Cytotoxicity against human PBMC after 72 hrs by alamar blue assay Cytotoxicity against human PBMC after 72 hrs by alamar blue assay	[PMID: 19947600]
PBMC	IC₅₀	> 21.9 μM Compound: Nor-beta-lapachone	Cytotoxicity against human PBMC cells after 72 hrs by MTT assay Cytotoxicity against human PBMC cells after 72 hrs by MTT assay	10.1039/C4MD00371C
PBMC	IC₅₀	10 μM Compound: Page 1994, R38C1	Cytotoxicity against human PBMC assessed as decrease in cell viability after 72 hrs by Alamar blue assay Cytotoxicity against human PBMC assessed as decrease in cell viability after 72 hrs by Alamar blue assay	[PMID: 30108718]
PBMC	IC₅₀	10 μM Compound: Page 1994, R38C1	Cytotoxicity against human PBMC assessed as decrease in cell viability using compound loaded PLGA microcapsule after 72 hrs by Alamar blue assay Cytotoxicity against human PBMC assessed as decrease in cell viability using compound loaded PLGA microcapsule after 72 hrs by Alamar blue assay	[PMID: 30108718]
PBMC	IC₅₀	2.1 μM Compound: 28, Nor-beta-lapachone	Cytotoxicity against human PBMC after 72 hrs by alamar blue assay Cytotoxicity against human PBMC after 72 hrs by alamar blue assay	[PMID: 20378360]
PC-3	IC₅₀	1.453 μM Compound: Page 1994, R38C1	Cytotoxicity against human PC3 cells assessed as decrease in cell viability after 72 hrs by MTT assay Cytotoxicity against human PC3 cells assessed as decrease in cell viability after 72 hrs by MTT assay	[PMID: 30108718]
PC-3	IC₅₀	1.854 μM Compound: Page 1994, R38C1	Cytotoxicity against human PC3 cells assessed as decrease in cell viability using compound loaded PLGA microcapsule after 72 hrs by MTT assay Cytotoxicity against human PC3 cells assessed as decrease in cell viability using compound loaded PLGA microcapsule after 72 hrs by MTT assay	[PMID: 30108718]
PC-3M	IC₅₀	1.401 μg/mL Compound: Page 1994, R38C1	Cytotoxicity against human PC3M cells assessed as decrease in cell viability using compound loaded PLGA microcapsule after 96 hrs by MTT assay Cytotoxicity against human PC3M cells assessed as decrease in cell viability using compound loaded PLGA microcapsule after 96 hrs by MTT assay	[PMID: 30108718]
PC-3M	IC₅₀	1.787 μg/mL Compound: Page 1994, R38C1	Cytotoxicity against human PC3M cells assessed as decrease in cell viability after 96 hrs by MTT assay Cytotoxicity against human PC3M cells assessed as decrease in cell viability after 96 hrs by MTT assay	[PMID: 30108718]
PC-3M	IC₅₀	1.887 μg/mL Compound: Page 1994, R38C1	Cytotoxicity against human PC3M cells assessed as decrease in cell viability after 24 hrs by MTT assay Cytotoxicity against human PC3M cells assessed as decrease in cell viability after 24 hrs by MTT assay	[PMID: 30108718]
PC-3M	IC₅₀	2.442 μg/mL Compound: Page 1994, R38C1	Cytotoxicity against human PC3M cells assessed as decrease in cell viability using compound loaded PLGA microcapsule after 24 hrs by MTT assay Cytotoxicity against human PC3M cells assessed as decrease in cell viability using compound loaded PLGA microcapsule after 24 hrs by MTT assay	[PMID: 30108718]
PC-3M	IC₅₀	4.587 μM Compound: Page 1994, R38C1	Cytotoxicity against human PC3M cells assessed as decrease in cell viability using compound loaded PLGA microcapsule after 72 hrs by MTT assay Cytotoxicity against human PC3M cells assessed as decrease in cell viability using compound loaded PLGA microcapsule after 72 hrs by MTT assay	[PMID: 30108718]
PC-3M	IC₅₀	8.969 μM Compound: Page 1994, R38C1	Cytotoxicity against human PC3M cells assessed as decrease in cell viability after 72 hrs by MTT assay Cytotoxicity against human PC3M cells assessed as decrease in cell viability after 72 hrs by MTT assay	[PMID: 30108718]
Peritoneal macrophage cell	CC₅₀	1.55 μM Compound: Nor-beta-lapachone	Cytotoxicity against Swiss mouse peritoneal macrophages after 24 hrs by MTT assay Cytotoxicity against Swiss mouse peritoneal macrophages after 24 hrs by MTT assay	[PMID: 23535320]
SF-295	IC₅₀	0.36 μg/mL Compound: 2a, beta-lapachone	Cytotoxicity against human SF295 cells after 72 hrs by MTT assay Cytotoxicity against human SF295 cells after 72 hrs by MTT assay	[PMID: 17827021]
SF-295	IC₅₀	1.447 μM Compound: Page 1994, R38C1	Cytotoxicity against human SF295 cells assessed as decrease in cell viability after 72 hrs by MTT assay Cytotoxicity against human SF295 cells assessed as decrease in cell viability after 72 hrs by MTT assay	[PMID: 30108718]
SF-295	IC₅₀	1.58 μM Compound: Nor-beta-lapachone	Cytotoxicity against human SF295 cells after 72 hrs by MTT assay Cytotoxicity against human SF295 cells after 72 hrs by MTT assay	10.1039/C4MD00371C
SF-295	IC₅₀	1.58 μM Compound: 26	Cytotoxicity against human SF-295 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay Cytotoxicity against human SF-295 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay	[PMID: 33158575]
SF-295	IC₅₀	1.58 μM Compound: Nor-beta-lapachone	Cytotoxicity against human SF295 cells after 72 hrs by MTT assay Cytotoxicity against human SF295 cells after 72 hrs by MTT assay	[PMID: 21115213]
SF-295	IC₅₀	1.58 μM Compound: 2	Cytotoxicity against human SF295 cells after 72 hrs by MTT assay Cytotoxicity against human SF295 cells after 72 hrs by MTT assay	[PMID: 19947600]
SF-295	IC₅₀	7.404 μM Compound: Page 1994, R38C1	Cytotoxicity against human SF295 cells assessed as decrease in cell viability using compound loaded PLGA microcapsule after 72 hrs by MTT assay Cytotoxicity against human SF295 cells assessed as decrease in cell viability using compound loaded PLGA microcapsule after 72 hrs by MTT assay	[PMID: 30108718]

Molecular Weight

228.24

Formula

C₁₄H₁₂O₃

CAS No.

52436-88-1

SMILES

O=C(C1=C2OC(C)(C)C1)C(C3=C2C=CC=C3)=O

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]. Clemente de Moraes D, et al. Effects of β-lapachone and β-nor-lapachone on multidrug efflux transporters and biofilms of Candida glabrata. Bioorg Med Chem. 2022;63:116749. [Content Brief]

β-Nor-lapachone Related Classifications

Infection

Molarity Calculator
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The molarity calculator equation

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

Mass		Concentration		Volume		Molecular Weight *
	=		×		×

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:

β-Nor-lapachone52436-88-1FungalReactive Oxygen SpeciesAntibiofilmAntifungalCandida glabrataInhibitorinhibitorinhibit

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