Juglone

Juglone

Names
Preferred IUPAC name 5-Hydroxynaphthalene-1,4-dione
Other names 5-Hydroxy-1,4-naphthoquinone 5-Hydroxy-p-naphthoquinone Regianin 5-Hydroxynaphthoquinone Nucin NCI 2323 Oil Red BS C.I. Natural Brown 7
Identifiers
CAS Number	481-39-0 Y
3D model (JSmol)	Interactive image
Beilstein Reference	1909764
ChEBI	CHEBI:15794
ChEMBL	ChEMBL43612
ChemSpider	3674 Y
ECHA InfoCard	100.006.880
EC Number	207-567-5
PubChem CID	3806
RTECS number	QJ5775000
UNII	W6Q80SK9L6 Y
CompTox Dashboard (EPA)	DTXSID0031504
InChI InChI=1S/C10H6O3/c11-7-4-5-9(13)10-6(7)2-1-3-8(10)12/h1-5,12H N Key: KQPYUDDGWXQXHS-UHFFFAOYSA-N N InChI=1/C10H6O3/c11-7-4-5-9(13)10-6(7)2-1-3-8(10)12/h1-5,12H Key: KQPYUDDGWXQXHS-UHFFFAOYAH
SMILES O=C\2c1c(c(O)ccc1)C(=O)/C=C/2
Properties
Chemical formula	C10H6O3
Molar mass	174.155 g·mol−1
Appearance	Yellow solid
Melting point	162 to 163 °C (324 to 325 °F; 435 to 436 K)
Solubility in water	Slightly sol.
Related compounds
Related compounds	quinone
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Juglone, also called 5-hydroxy-1,4-naphthalenedione (IUPAC) is a phenolic organic compound with the molecular formula C₁₀H₆O₃. In the food industry, juglone is also known as C.I. Natural Brown 7 and C.I. 75500. It is insoluble in benzene but soluble in dioxane, from which it crystallizes as yellow needles. It is an isomer of lawsone, which is the active dye compound in the henna leaf.

Juglone occurs naturally in the leaves, roots, husks, fruit (the epicarp), and bark of plants in the Juglandaceae family, particularly the black walnut (Juglans nigra), and is toxic or growth-stunting to many types of plants.^[1] It is sometimes used as an herbicide, as a dye for cloth and inks, and as a coloring agent for foods and cosmetics.