基本情報
- CAS
481-39-0- 標準SMILES
O=C1C=CC(=O)c2c(O)cccc21- InChIKey
KQPYUDDGWXQXHS-UHFFFAOYSA-N- 分子式
- C10H6O3
- 平均分子量
- 174.15 g/mol
- 単同位体質量
- 174.03169405
概要
Juglone is a hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone in which the hydrogen at position 5 has been replaced by a hydroxy group.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 geroprotector, a herbicide and a reactive oxygen species generator.
名称と識別子
- 優先名称
- Juglone
- IUPAC
- 5-hydroxynaphthalene-1,4-dione
- 現地名
- 5-ヒドロキシ-1,4-ナフトキノン
- 英語名
- 5-Hydroxy-1,4-naphthalenedione
- 分子式
- C10H6O3
- 分子量
- 174.15
名称と別名
juglone481-39-05-Hydroxy-1,4-naphthalenedione5-Hydroxy-1,4-naphthoquinone5-Hydroxynaphthalene-1,4-dioneRegianinNucin8-Hydroxy-1,4-naphthoquinoneC.I. Natural Brown 7C.I. 75500W6Q80SK9L6DTXSID0031504
名称をさらに表示
5-ヒドロキシ-1,4-ナフトキノン5-ヒドロキシ-P-ナフトキノン5‐ヒドロキシ‐P‐ナフトキノンジュグロン8-ヒドロキシ-1,4-ナフトキノンユグロンレジアニンレギアニン5-ヒドロキシ-1,4-ジヒドロナフタレン-1,4-ジオン8-ヒドロキシナフタレン-1,4-ジオンヌシン5-ヒドロキシ-1,4-ナフタレンジオン5-ヒドロキシナフタレン-1,4-ジオンC.I.ナチュラルブラウン7IuglonYuglonJuglaneJugnlon
CHEBI:15794NSC-153189NSC-622948RefChem:792551DTXCID8011504207-567-5JuglonAkhnot
データベース識別子
- CAS
481-39-0
物性
構造計算による物性
- XLogP
- 1.9
- 極性表面積
- 54.4 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 3
- 回転可能結合数
- 0
- 重原子数
- 13
- 形式電荷
- 0
- 複雑度
- 280
実験および物理化学的性質
SpringerMaterials PropertiesChemical shift
LogP
1.92
1.92
Melting Point155 °C
Physical DescriptionSolid
Collision Cross Section
131.2 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
130.8 Ų [M-H]-
物理化学的性質
- 融点
- 161 · 161-163 °C (lit.)
- 沸点
- 265.11 °C · 265.11°C (rough estimate)
- 比重(密度)
- 1.2346 · 1.2346 (rough estimate)
- 屈折率
- 1.5036 · 1.5036 (estimate)
- 貯蔵温度
- Keep in dark place,Sealed in dry,Room Temperature
- 溶解性
- 10 mg/ml; · DMSO: 10 mg/ml; Ethanol: 10 mg/ml
- 外見
- 結晶性粉末
- 酸解離定数(Pka)
- 6.59 · 6.59±0.20(Predicted)
- 色
- オレンジからブラウン
- 水溶解度
- 熱湯に溶ける
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 79 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information1,4-Naphthalenedione, 5-hydroxy-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and CategoriesAcute Tox. 3 (100%)
安全データ
- wgk
- 3
- rtecs
- QJ5775000
- ridadr
- UN 2811 6.1/PG 3
- 毒性
- LD50 oral in rat: 112mg/kg
- hs_code
- 29146990
- risk_code
- 25-36/37/38
- 化審法
- (4)-375
- hazard_code
- T
- safety_code
- 22-26-36/37/39-45-37/39-28A
- hazard_class
- 6.1
- packing_group
- III
- Hazard Classifications
- Acute Tox. 3 Oral
- ストレージクラス
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
化学と産業
薬理情報
MeSH Pharmacological Classification
Substances that inhibit or prevent the proliferation of NEOPLASMS.
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.
Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Substances capable of inhibiting, retarding or arresting the process of fermentation, acidification or other deterioration of foods.
Cellular LocationsCytoplasm
応用分野
説明Juglone (5-hydroxynapthoquinone), is found in the leaves and other parts of walnut, hickory and pecan (1,2). Juglone is synthesized from isochorismic acid (a product of the shikimic acid pathway) and 2-oxo-glutaric acid (3). In plant tissue juglone exists as a free compound or as a glycoside (3,4). Action of a glucosidase releases 1,4,5-trihydroxynapthalene, which is then oxidized to juglone (3,4).
使用antineoplastic, antifungal, antioxidant, Pin 1 inhibitor
一般的な説明This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG
調製方法
純化方法Crystallise Juglone from *benzene/pet ether or pet ether. [Beilstein 8 III 2558, 8 IV 2368.]
上流・下流製品情報
上流原料
関連反応
4 件
化合物ノート
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