Lapachol
From Wikipedia, the free encyclopedia
| Lapachol[1][2] | |
|---|---|
 |
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| IUPAC name | 4-Hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione |
| Identifiers | |
| CAS number | [84-79-7] |
| PubChem | |
| SMILES | CC(=CCC1=C(C2=CC=CC=C2C(=O)C1=O)O)C |
| Properties | |
| Molecular formula | C15H14O3 |
| Molar mass | 242.27 |
| Appearance | Yellow crystals |
| Melting point |
140 °C, 413 K, 284 °F |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Lapachol is a natural organic compound isolated from the lapacho tree (Tabebuia avellandedae)[3] Chemically, it is a derivative of naphthoquinone, related to vitamin K.
Once studied as a possible treatment for some types of cancer, lapachol's potential is now considered low due to its toxic side effects.[4][5][6][7]
[edit] References
- ^ [1] Lapochol at R&D Chemicals.
- ^ [2] Lapochol at CromaDex.
- ^ Record, Samuel J. Lapachol. Tropical Woods (1925), 1 7-9.
- ^ Felício AC, Chang CV, Brandão MA, Peters VM, Guerra Mde O (2002). "Fetal growth in rats treated with lapachol". Contraception 66 (4): 289–93. PMID 12413627.
- ^ Oral toxicology studies with lapachol. Morrison, Robert K.; Brown, Donald Emerson; Oleson, Jerome J.; Cooney, David A. Toxicology and Applied Pharmacology (1970), 17(1), 1-11.
- ^ Guerra Mde O, Mazoni AS, Brandão MA, Peters VM (2001). "Toxicology of Lapachol in rats: embryolethality". Brazilian journal of biology = Revista brasleira de biologia 61 (1): 171–4. PMID 11340475.
- ^ de Cássia da Silveira E Sá R, de Oliveira Guerra M (2007). "Reproductive toxicity of lapachol in adult male Wistar rats submitted to short-term treatment". Phytotherapy research : PTR 21 (7): 658–62. doi:. PMID 17421057.
