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Juglone

Juglone structure

CAS No:
481-39-0
Formula:
C10H6O3
Chemical Name:
Juglone
Synonyms:
1,4-Naphthalenedione,5-hydroxy-;Juglone;1,4-Naphthoquinone,5-hydroxy-;5-Hydroxy-1,4-naphthalenedione;C.I. 75500;Akhnot;C.I. Natural Brown 7;5-Hydroxy-1,4-naphthoquinone;Juglon;Nucin;Regianin;Walnut Extract;5-Hydroxynaphthoquinone;8-Hydroxy-1,4-naphthoquinone;1,4-Dihydro-1,4-dioxo-5-hydroxynaphthalene;NSC 153189;NSC 34266;NSC 622948;Natural Brown 7
Categories:
Organic Chemistry > Heterocyclic Ring

Description

Juglone is a yellow pigment found in black walnut (Juglans regia). Juglone also shows antimicrobial activity[1].

Solid

Juglone is a hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone in which the hydrogen at position 5 has been replaced by a hydroxy group. A plant-derived 1,4-naphthoquinone with confirmed antibacterial and antitumor activities. It has a role as a herbicide, a reactive oxygen species generator and a geroprotector.

Juglone Basic Attributes

Molecular Weight：

174.15

Exact Mass：

174.15

EC Number：

207-567-5

UNII：

W6Q80SK9L6

NSC Number：

622948|153189|34266

DSSTox ID：

DTXSID0031504

HScode：

2914690090

Characteristics

PSA：

54.4

XLogP3：

1.92 (LogP)

Appearance：

Orange to brown Crystalline Powder

Density：

1.4±0.1 g/cm3

Melting Point：

155 °C

Boiling Point：

265.11°C (rough estimate)

Flash Point：

201.3±24.4 °C

Refractive Index：

1.662

Water Solubility：

soluble in hot water

Storage Conditions：

Refrigerator (+4°C)

Vapor Pressure：

1.67E-06mmHg at 25°C

Toxicity：

LD50 oral in rat: 112mg/kg

Collision Cross Section：

131.2 Å² [M-H]- [CCS Type: DT, Method: stepped-field]|130.8 Å² [M-H]-

Safety Information

Packing level：

III

Hazard category：

6.1

Transport codes：

UN 2811 6.1/PG 3

wgk germany：

hazard class code：

25-36/37/38

safety instructions：

22-26-36/37/39-45-37/39-28A

RTECS Number：

QJ5775000

Marks：

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Precautionary statement(s)：

P261-P273-P301 + P310-P305 + P351 + P338

Hazard Statements：

H301-H315-H319-H335-H400

Drug Information

MeSH：

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)|Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)|Substances that are toxic to cells; they may be involved in immunity or may be contained in venoms. These are distinguished from CYTOSTATIC AGENTS in degree of effect. Some of them are used as CYTOTOXIC ANTIBIOTICS. The mechanism of action of many of these are as ALKYLATING AGENTS or MITOSIS MODULATORS. (See all compounds classified as Cytotoxins.)|Substances capable of inhibiting, retarding or arresting the process of fermentation, acidification or other deterioration of foods. (See all compounds classified as Food Preservatives.)

MeSH Entry Terms：

5-hydroxy-1,4-naphthoquinone

Juglone Use and Manufacturing

Methods of Manufacturing

Pecan quinone exists as the glycoside of hydrogenated pecan quinone (trihydroxynaphthalene) in the immature outer peel (green peel) of the walnut family of walnuts and the black walnut of the same genus. It can be separated from natural materials or chemically synthesized.

Uses

antineoplastic, antifungal, antioxidant, Pin 1 inhibitor

Computed Properties

Molecular Weight:174.15
XLogP3:1.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:174.031694049
Monoisotopic Mass:174.031694049
Topological Polar Surface Area:54.4
Heavy Atom Count:13
Complexity:280
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Recommended Suppliers of Juglone

Shaanxi Cuikang Pharmaceutical Technolog Contact Supplier

CN
4 YRS

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5-Hydroxy-1,4-naphthalenedione

CAS No.: 481-39-0

Grade: Industrial Grade

Content: 99%

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Shaanxi Dideu Medichem Co. Ltd Contact Supplier

CN
5 YRS

Business licensed Certified factory

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5-Hydroxy-1,4-naphthalenedione

CAS No.: 481-39-0

Grade: Industrial Grade

Content: 99%

Inquiry