Lapachol

Source: Wikipedia, the free encyclopedia.
Lapachol[1][2]
Ball-and-stick model of lapachol
Names
Preferred IUPAC name
2-Hydroxy-3-(3-methylbut-2-en-1-yl)naphthalene-1,4-dione
Identifiers
3D model (
JSmol
)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard
 100.001.421 Edit this at Wikidata
EC Number
  • 201-563-7
UNII
  • InChI=1S/C15H14O3/c1-9(2)7-8-12-13(16)10-5-3-4-6-11(10)14(17)15(12)18/h3-7,18H,8H2,1-2H3 ☒N
    Key: CIEYTVIYYGTCCI-UHFFFAOYSA-N ☒N
  • InChI=1/C15H14O3/c1-9(2)7-8-12-13(16)10-5-3-4-6-11(10)14(17)15(12)18/h3-7,18H,8H2,1-2H3
    Key: CIEYTVIYYGTCCI-UHFFFAOYAS
  • CC(=CCC1=C(C2=CC=CC=C2C(=O)C1=O)O)C
Properties
C15H14O3
Molar mass 242.27
Appearance Yellow crystals
Melting point 140 °C (284 °F; 413 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Lapachol is a

known botanically as Handroanthus impetiginosus, but was formerly known by various other botanical names such as Tabebuia avellanedae.[4]
Lapachol is also found in other species of Handroanthus.

Lapachol is usually encountered as a yellow, skin-irritating powder from wood. Chemically, it is a derivative of vitamin K.[5]

Once studied as a possible treatment for some types of cancer, it is now considered too toxic for use.[6][7][8][9]

See also

References

  1. ^ [1] Lapochol at R&D Chemicals.
  2. ^ "ChromaDex Incorporated General Product Information for LAPACHOL(RG)". Archived from the original on 2007-09-28. Retrieved 2007-07-06. Lapochol at CromaDex.
  3. ^ Record, Samuel J.. "Lapachol" pages 17-19. In: Tropical Woods (1925).
  4. S2CID 8824926
    .
  5. ^ Louis F.Fieser. The Scientific Method pages 163-191. Reinhold Publishing Corporation, New York, 1964
  6. PMID 12413627
    .
  7. ^ 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.
  8. PMID 11340475
    .
  9. PMID 17421057
    .
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