Lapachol
From Wikipedia, the free encyclopedia
| Lapachol[1][2] | |
|---|---|
|
4-Hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione |
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| Identifiers | |
| CAS number | 84-79-7 |
| PubChem | 3884 |
| UNII | B221938VB6 |
| ChEMBL | CHEMBL15193 |
| Jmol-3D images | Image 1 |
|
|
| 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 references | |
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. doi:10.1016/S0010-7824(02)00356-6. 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:10.1002/ptr.2141. PMID 17421057.