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Chemical Structure| 84-79-7 Chemical Structure| 84-79-7

Structure of Lapachol
CAS No.: 84-79-7

Chemical Structure| 84-79-7

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Lapachol is a naturally occuring phenolic compound isolated from the bark of the lapacho tree, with anti-inflammatory, analgesic and antibiotic properties.

Synonyms: C.I. 75490; Tecomin; NSC 629756

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Product Details of Lapachol

CAS No. :84-79-7
Formula : C15H14O3
M.W : 242.27
SMILES Code : O=C1C(O)=C(C/C=C(C)\C)C(C2=C1C=CC=C2)=O
Synonyms :
C.I. 75490; Tecomin; NSC 629756
MDL No. :MFCD00001679
InChI Key :CWPGNVFCJOPXFB-UHFFFAOYSA-N
Pubchem ID :3884

Safety of Lapachol

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302+H312+H332-H315-H319-H335
Precautionary Statements:P261-P280-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
rat C6 glioma cells 1, 5, 10 μM 48 hours To evaluate the effect of Lapachol on DNA damage in C6 cells, results showed that Lapachol significantly induced DNA damage in a concentration-related manner. J Exp Clin Cancer Res. 2016 Nov 16;35(1):178
rat C6 glioma cells 1, 5, 10 μM 48 hours To evaluate the effect of Lapachol on C6 cell apoptosis, results showed that Lapachol significantly induced apoptosis in C6 cells in a dose-dependent manner. J Exp Clin Cancer Res. 2016 Nov 16;35(1):178
rat C6 glioma cells 1.25, 2.5, 5, 10, 20 μM 48 hours To evaluate the inhibitory effect of Lapachol on C6 cell proliferation, results showed that Lapachol significantly inhibited C6 cell proliferation in a dose-dependent manner with an IC50 of 3.7 ± 1.4 μM. J Exp Clin Cancer Res. 2016 Nov 16;35(1):178
Mycobacterium phlei membrane vesicles 0.4 mM 10 minutes Restoration of proton gradient, membrane potential, and active solute transport Proc Natl Acad Sci U S A. 1980 Jan;77(1):102-6
human CD4 T cells 10, 30, 100 μM 4 days LAP inhibited human CD4 T cell proliferation in a dose-dependent manner, with superior efficacy compared to LEF Arthritis Res Ther. 2017 Mar 7;19(1):47
murine CD4 T cells 10, 30, 100 μM 4 days LAP inhibited murine CD4 T cell proliferation in a dose-dependent manner, with superior efficacy compared to LEF Arthritis Res Ther. 2017 Mar 7;19(1):47
Primary human gingival fibroblasts 101.6 µM 48 hours To evaluate the cytotoxic effect of Lapachol on primary human gingival fibroblasts, showing an IC50 of 101.6 µM Molecules. 2022 Dec 30;28(1):309
SCC-25 85.85 µM 48 hours To evaluate the cytotoxic effect of Lapachol on SCC-25 cells, showing an IC50 of 85.85 µM Molecules. 2022 Dec 30;28(1):309
SCC-9 42.1 µM 48 hours To evaluate the cytotoxic effect of Lapachol on SCC-9 cells, showing an IC50 of 42.1 µM Molecules. 2022 Dec 30;28(1):309
SCC-4 42.12 µM 48 hours To evaluate the cytotoxic effect of Lapachol on SCC-4 cells, showing an IC50 of 42.12 µM Molecules. 2022 Dec 30;28(1):309
MDA-MB-231 cells 7.29 ± 1.79 μM 48 hours Evaluate the cytotoxicity of LAP and NE-LAP on MDA-MB-231 cells, results showed IC50 of NE-LAP was 7.29 ± 1.79 μM Biomed Pharmacother. 2021 Jan;133:110936
4T1 cells 10.34 ± 1.06 μM 48 hours Evaluate the cytotoxicity of LAP and NE-LAP on 4T1 cells, results showed IC50 of NE-LAP was 10.34 ± 1.06 μM Biomed Pharmacother. 2021 Jan;133:110936

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Wistar rats Rat C6 glioma model Intragastric administration 5, 25, 100 mg/kg Once daily for 13 days To evaluate the inhibitory effect of Lapachol on C6 glioma growth, results showed that high-dose Lapachol (100 mg/kg) significantly reduced tumor volume without affecting body weight. J Exp Clin Cancer Res. 2016 Nov 16;35(1):178
BALB/c mice 4T1 breast cancer tumor model Intravenous injection 5 mg/kg Every 2 days for a total of 5 administrations Evaluate the antitumor activity and toxicity of NE-LAP in the 4T1 breast cancer model, results showed NE-LAP had higher antitumor activity than the free drug and did not result in any signs of toxicity Biomed Pharmacother. 2021 Jan;133:110936
DBA1/J mice Collagen-induced arthritis (CIA) Oral 3 mg/kg and 10 mg/kg Once daily for 4 weeks LAP significantly attenuated arthritis severity in CIA mice, reducing joint inflammation and tissue damage Arthritis Res Ther. 2017 Mar 7;19(1):47

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

4.13mL

0.83mL

0.41mL

20.64mL

4.13mL

2.06mL

41.28mL

8.26mL

4.13mL

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