5-Hydroxy-p-naphthoquinone

5-Hydroxy-p-naphthoquinone - Names and Identifiers

Name	5-Hydroxy-p-naphthoquinone
Synonyms	Juglone C.I. 75500 C.I. Natural Brown 7 5-Hydroxynaphthoquinone 5-hydroxy-4-naphthoquinone 5-Hydroxy-p-naphthoquinone 8-HYDROXY-1,4-NAPHTHOQUINONE 5-hydroxy-4-naphthalenedione 5-hydrocy-1,4-naphthoquinone 5-HYDROXY-1,4-NAPHTHOQUINONE 5-Hydroxy-1,4-naphthoquinone 5-HYDROXY-1,4-NAPHTHLENEDIONE 8-Hydroxy-1,4-naphthalenedione 5-hydroxynaphthalene-1,4-dione 5-HYDROXY-1,4-NAPHTHALENEDIONE 5-Hydroxy-1,4-naphthalenedione
CAS	481-39-0
EINECS	207-567-5
InChI	InChI=1/C10H6O3/c11-7-4-5-9(13)10-6(7)2-1-3-8(10)12/h1-5,12H

5-Hydroxy-p-naphthoquinone - Physico-chemical Properties

Molecular Formula	C10H6O3
Molar Mass	174.15
Density	1.2346 (rough estimate)
Melting Point	161-163 °C (lit.)
Boling Point	265.11°C (rough estimate)
Flash Point	201.3°C
Water Solubility	SOLUBLE IN HOT WATER
Solubility	Easily soluble in chloroform and benzene, soluble in alcohol and ether, purple-red in alkali solution, slightly soluble in hot water. It can be sublimated and volatilized with water vapor.
Vapor Presure	1.67E-06mmHg at 25°C
Appearance	Yellow needle crystal
Color	Orange to brown
Merck	14,5269
BRN	1909764
pKa	6.59±0.20(Predicted)
Storage Condition	Keep in dark place,Sealed in dry,Room Temperature
Sensitive	Light Sensitive
Refractive Index	1.5036 (estimate)
MDL	MFCD00001684
Physical and Chemical Properties	Yellow needle-like crystals. Melting point 155 °c. Soluble in chloroform, benzene, soluble in alcohol, ether, soluble in alkali solution was purple, slightly soluble in hot water. Can be sublimated, can be volatilized with water vapor.

5-Hydroxy-p-naphthoquinone - Risk and Safety

Hazard Symbols	T - Toxic
Risk Codes	R25 - Toxic if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description	S22 - Do not breathe dust. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S37/39 - Wear suitable gloves and eye/face protection S28A -
UN IDs	UN 2811 6.1/PG 3
WGK Germany	3
RTECS	QJ5775000
HS Code	29146990
Hazard Class	6.1
Packing Group	III
Toxicity	LD50 oral in rat: 112mg/kg

5-Hydroxy-p-naphthoquinone - Reference

Reference

1. Zhang Lihua, Li Yan, Zhang Pei, etc. Effects of drying methods on juglone content and antibacterial activity of walnut green husk [J]. Science and Technology of food industry, 2017, 38(10):141-145.
2. Zhou, Lin, et al. "Knock down of LMW-PTP losses stress resistance in Caenorhabditis elegans." International journal of biological macromoles 113 (2018): 1015-1023.https:// doi.org/10.1016/j. Ijbiomac. [IF = 6.953] Lin Zhou et al. "Knock down of LMW-PTP losses stress resistance in Caenorhabditis elegans." Int J Biol Macromol. 2018 Jul;113:1015
4. [IF=4.411] Fang Sheng et al."The Analysis of Phenolic Compounds in Walnut Husk and Pellicle by UPLC-Q-Orbitrap HRMS and HPLC."Molecules. 2021 Jan;26(10):3013
5. [IF=3.943] Yongzhi Hua et al."Juglone regulates gut microbiota and Th17/Treg balance in DSS-induced ulcerative colitis."Int Immunopharmacol. 2021 Aug;97:107683
6. [IF=3.512] Yahong Chen et al."Identification of Potential Human Ryanodine Receptor 1 Agonists and Molecular Mechanisms of Natural Small-Molecule Phenols as Anxiolytics."Acs Omega. 2021;XXXX(XXX):XXX-XXX
7. [IF=5.81] Yihui Yin et al.The Molecular Mechanism of Antioxidation of Huolisu Oral Liquid Based on Serum Analysis and Network Analysis.Front Pharmacol. 2021 Nov 1;12:710976

5-Hydroxy-p-naphthoquinone - Reference Information

NIST chemical information	Information provided by: webbook.nist.gov (external link)
EPA chemical information	Information provided by: ofmpub.epa.gov (external link)
biological activity	Juglone is a yellow dye found in black walnut Juglans regia and has antibacterial ability.
use	juglone has hemostatic and antibacterial activities, and has also been used to treat eczema, cowhide and tinea. As a pH indicator. dyes and pigments; Fragrance raw materials; pH indicator; Hemostatic agents for medicine and drugs for psoriasis.
Production method	Juglone is present as a glycoside of hydrogenated Juglone (trihydroxynaphthalene) in the Juglans family plant Juglans and its same genus black walnut In the immature exocarp (green peel). It can be separated from natural substances or chemically synthesized.

Last Update：2024-04-09 20:52:54