Determine the necessary mass, volume, or concentration for preparing a solution.
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≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Argon charged Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 2 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Lapachol is a natural naphthoquinone compound. Lapachol has antimicrobial properties against many pathogens. It has anti-inflammatory, analgesic and antibiotic properties. It is inhibitor of epithelial tumors in Drosophila melanogaster heterozygote.
It was used in the synthesis of the lapachol metal complexes.
| Pubchem Sid | 504750726 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504750726 |
| Canonical Smiles | CC(=CCC1=C(C2=CC=CC=C2C(=O)C1=O)O)C |
| IUPAC Name | 4-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione |
| InChIKey | CWPGNVFCJOPXFB-UHFFFAOYSA-N |
| INCHI | 1S/C15H14O3/c1-9(2)7-8-12-13(16)10-5-3-4-6-11(10)14(17)15(12)18/h3-7,16H,8H2,1-2H3 |
| Isomeric SMILES | CC(=CCC1=C(C2=CC=CC=C2C(=O)C1=O)O)C |
| WGK Germany | 3 |
| RTECS | QL8750000 |
| Molecular Weight | 242.27 |
| Reaxy-Rn | 8149270 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8149270&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Naphthalenes |
| Subclass | Naphthoquinones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Naphthoquinones |
| Alternative Parents | Naphthols and derivatives Quinones Aryl ketones Vinylogous acids Enols Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic homopolycyclic compounds |
| Substituents | Naphthoquinone - 1-naphthol - Aryl ketone - Quinone - Vinylogous acid - Cyclic ketone - Ketone - Enol - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic homopolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as naphthoquinones. These are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone). |
| External Descriptors | Not available |
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| Solubility | Chloroform (Slightly), Methanol (Slightly) |
|---|---|
| Melt Point(°C) | 141-143℃ |
| Molecular Weight | 242.270 g/mol |
| XLogP3 | 2.800 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 2 |
| Exact Mass | 242.094 Da |
| Monoisotopic Mass | 242.094 Da |
| Topological Polar Surface Area | 54.400 Ų |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Complexity | 439.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Xiao-Fei Shang, Zhong-Min Zhao, Jun-Cai Li, Guan-Zhou Yang, Ying-Qian Liu, Li-Xia Dai, Zhi-Jun Zhang, Zhi-Gang Yang, Xiao-Lou Miao, Cheng-Jie Yang, Ji-Yu Zhang. (2019) Insecticidal and antifungal activities of Rheum palmatum L. anthraquinones and structurally related compounds. INDUSTRIAL CROPS AND PRODUCTS, [PMID:] [10.1016/j.indcrop.2019.05.055] |
| 2. Shang Xiao-Fei, Liu Ying-Qian, Guo Xiao, Miao Xiao-Lou, Chen Cheng, Zhang Jun-Xiang, Xu Xiao-Shan, Yang Guan-Zhou, Yang Cheng-Jie, Li Jun-Cai, Zhang Xiao-Shuai. (2018) Application of Sustainable Natural Resources in Agriculture: Acaricidal and Enzyme Inhibitory Activities of Naphthoquinones and Their Analogs against Psoroptes cuniculi. Scientific Reports, 8 (1): (1-9). [PMID:29371639] [10.1038/s41598-018-19964-0] |