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5-hydroxy-4-naphthoquinone

5-Hydroxy-p-naphthoquinone

CAS: 481-39-0

Molecular Formula: C10H6O3

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5-hydroxy-4-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-4-naphthoquinone - Physico-chemical Properties

Molecular FormulaC10H6O3
Molar Mass174.15
Density1.2346 (rough estimate)
Melting Point161-163 °C (lit.)
Boling Point265.11°C (rough estimate)
Flash Point201.3°C
Water SolubilitySOLUBLE 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 Presure1.67E-06mmHg at 25°C
AppearanceYellow needle crystal
ColorOrange to brown
Merck14,5269
BRN1909764
pKa6.59±0.20(Predicted)
Storage ConditionKeep in dark place,Sealed in dry,Room Temperature
SensitiveLight Sensitive
Refractive Index1.5036 (estimate)
MDLMFCD00001684
Physical and Chemical PropertiesYellow 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-4-naphthoquinone - Risk and Safety

Hazard SymbolsT - Toxic
Toxic
Risk CodesR25 - Toxic if swallowed
R36/37/38 - Irritating to eyes, respiratory system and skin.
Safety DescriptionS22 - 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 IDsUN 2811 6.1/PG 3
WGK Germany3
RTECSQJ5775000
HS Code29146990
Hazard Class6.1
Packing GroupIII
ToxicityLD50 oral in rat: 112mg/kg

5-hydroxy-4-naphthoquinone - Reference

Reference
Show more
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-4-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
5-hydroxy-4-naphthoquinone
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CAS: 481-39-0
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View History
5-hydroxy-4-naphthoquinone
6971-97-7
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76115-06-5
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