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2-羟基-1,4-萘醌

3篇引用文献
  • ≥98%
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货号 (SKU) 包装规格 是否现货 价格 数量
H121701-5g
 5g 现货 Stock Image
H121701-25g
 25g 现货 Stock Image
H121701-100g
 100g 现货 Stock Image
H121701-500g
 500g 现货 Stock Image
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基本描述

别名 劳松黄 | 2-羟基-1,4-萘二酮 | 劳索酮 | 散沫花醌 | 指甲花醌 | 散沫花素 | 天然橙 6
英文别名 2-Hydroxy-p-naphthoquinone | Mendi | Spectrum4_001697 | KBio1_001522 | 2-Hydroxy-1,4-naphthalenedione | FT-0612520 | H0285 | AKOS000120111 | NSC-52500 | TLH4A6LV1W | 2-hydroxyl-1,4-naphthoquinone | LAWSONE [INCI] | NQ-6 | 1,4-Naphthoquinone, 2-hydroxy- |
规格或纯度 ≥98%
英文名称 2-Hydroxy-1,4-naphthoquinone
生化机理 2-Hydroxy-1,4-naphthoquinone (Lawsone) 是一种萘醌染料，从用于制作装饰性头发和皮肤染料的 Henna 植物 Lawsonia inermis 的叶子中分离出来。2-羟基-1,4-萘醌除了具有强烈的光相互作用（这是 Henna 美观特性的基础）外，还具有抗菌和抗氧化作用。据观察，2-羟基-1,4-萘醌参与自由基清除和次黄嘌呤/黄嘌呤氧化酶系统的氧化还原循环，这要归功于萘醌结构的电子元件。这种萘醌结构也赋予了 2-羟基-1,4-萘醌细胞毒性特性，并且在许多抗生素中都得到了保留，尽管这种特殊的细胞毒性机制并不涉及氧化还原循环。体外实验表明，2-羟基-1,4-萘醌可抑制醛氧化酶催化反应形成的过氧化氢和超氧自由基阴离子。
运输条件 常规运输
产品介绍

2-羟基-1,4-萘醌是用于指纹检测的法医试剂之一，已被用作血吸虫蠕虫培养的化合物。

2-羟基-1,4-萘醌是由惰性劳森氏菌产生的一种橙色染料。属萘醌类染料。2-羟基-1,4-萘醌用于染发和给纺织品着色。具有抗菌、抗真菌、抗炎、抗病毒和抗肿瘤等属性。2-羟基-1,4-萘醌抑制肿瘤细胞生长。刺激活性氧 (ROS) 的产生。

2-Hydroxy-1,4-naphthoquinone is one among the forensic reagents used for fingerprint detection 2-Hydroxy-1,4-naphthoquinone, produced from Lawsonia inermis, is an orange dye. It belongs to the class of naphthoquinone dyes. 2-Hydroxy-1,4-naphthoquinone is used to dye hair and to color textiles. It has antibacterial, antifungal, anti-inflammatory, antiviral and antineoplastic properties. 2-Hydroxy-1,4-naphthoquinone inhibits tumor cell growth. It stimulates the production of reactive oxygen species (ROS).[
An antimicrobial antioxidant dye isolated from Henna.

2-Hydroxy-1,4-naphthoquinone is used for preparing decorative hair and skin dyes. 2-Hydroxy-1,4-naphthoquinone also demonstrates antimicrobial and antioxidant effects. It also suppress the formation of hydrogen peroxide and superoxide radical anion by aldehyde oxidase-catalyzed reactions.

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作用机制

作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献

名称和识别符

PubChem SID 488180149
EC号 201-496-3
分子类型 小分子
IUPAC Name 4-hydroxynaphthalene-1,2-dione
INCHI InChI=1S/C10H6O3/c11-8-5-9(12)10(13)7-4-2-1-3-6(7)8/h1-5,11H
InChi Key WVCHIGAIXREVNS-UHFFFAOYSA-N
Canonical SMILES C1=CC=C2C(=C1)C(=CC(=O)C2=O)O
Isomeric SMILES C1=CC=C2C(=C1)C(=CC(=O)C2=O)O
WGK Germany 3
RTECS QL8200000
PubChem CID 6755
分子量 174.15
Beilstein号 1565260
Reaxy-Rn 1565260

化学和物理性质

溶解性 Soluble in water. 2 g/L at 20°C
熔点 193°C
分子量 174.150 g/mol
XLogP3 0.900
氢键供体数Hydrogen Bond Donor Count 1
氢键受体数Hydrogen Bond Acceptor Count 3
可旋转键计数Rotatable Bond Count 0
精确质量Exact Mass 174.032 Da
单同位素质量Monoisotopic Mass 174.032 Da
拓扑极表面积Topological Polar Surface Area 54.400 Ų
重原子数Heavy Atom Count 13
形式电荷Formal Charge 0
复杂度Complexity 291.000
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 0
未定义的原子立体中心计数Undefined Atom Stereocenter Count 0
定义的键立体中心计数Defined Bond Stereocenter Count 0
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 0
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性（GHS）

象形图 GHS07
信号词 Warning
危险声明

H315: 引起皮肤刺激

H319: 引起严重眼睛刺激

H335: 可能引起呼吸道刺激
预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P305+P351+P338: 如进入眼睛：用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出，取出隐形眼镜。继续冲洗。
WGK Germany 3
RTECS QL8200000
Reaxy-Rn 1565260
Merck Index 5393
个人防护装备 dust mask type N95 (US), Eyeshields, Gloves

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批号(Lot Number) 证书类型 日期 货号
F2109069 分析证书 25-03-04 H121701
F2109070 分析证书 25-03-04 H121701
C2512461 分析证书 24-10-10 H121701
K2024275 分析证书 24-09-11 H121701
D2407327 分析证书 24-03-15 H121701
C2409143 分析证书 24-03-05 H121701
C2409144 分析证书 24-03-05 H121701
C2409145 分析证书 24-03-05 H121701
C2409146 分析证书 24-03-05 H121701
I2328042 分析证书 23-09-14 H121701
I2328041 分析证书 23-09-14 H121701
I2328073 分析证书 23-09-14 H121701
I2328430 分析证书 23-09-14 H121701
G2320811 分析证书 23-07-15 H121701
G2320810 分析证书 23-07-15 H121701
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G2320800 分析证书 23-07-15 H121701
E2312242 分析证书 23-05-06 H121701
E2312444 分析证书 23-05-06 H121701
E2312221 分析证书 23-05-06 H121701
E2312187 分析证书 23-05-06 H121701
B2309154 分析证书 23-02-18 H121701
B2309142 分析证书 23-02-14 H121701
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H2202168 分析证书 22-07-03 H121701
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A2218482 分析证书 21-12-25 H121701

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此产品的引用文献

如何在您的发表作品中引用阿拉丁的产品和网站?
1. Yitao Lv, Yi Zhang, Yunyin Yang, Jingyan Li, Jiacheng Wang, Xilin Xiao, Min Zhang.  (2023)  Strategy of In Situ Electrochemical Regulation for Highly Enhanced Nonenzymatic Sensing of Carbaryl.  ANALYTICAL CHEMISTRY,  95  (8): (4015–4023).  [PMID:36802553] [10.1021/acs.analchem.2c04373]
2. Meng Li, Dong Wang, Xiaoduo Liu, Jingmei Sun.  (2019)  Evaluation and correction on quinones’ quantification errors: Derived from the coexistence of different quinone species and pH-sensitive feature.  CHEMOSPHERE,  230  (67).  [PMID:31102873] [10.1016/j.chemosphere.2019.04.146]
3. Yang Li, Cai Tianming, Ding Dahu, Cai Tianjin, Jiang Canlan, Li Hua, Yang Qian, Chen Liwei.  (2017)  Biodegradation of 2-hydroxyl-1,4 naphthoquinone (lawsone) by Pseudomonas taiwanensis LH-3 isolated from activated sludge.  Scientific Reports,  7  (1): (1-10).  [PMID:28754900] [10.1038/s41598-017-06338-1]

参考文献

1. Yitao Lv, Yi Zhang, Yunyin Yang, Jingyan Li, Jiacheng Wang, Xilin Xiao, Min Zhang.  (2023)  Strategy of In Situ Electrochemical Regulation for Highly Enhanced Nonenzymatic Sensing of Carbaryl.  ANALYTICAL CHEMISTRY,  95  (8): (4015–4023).  [PMID:36802553] [10.1021/acs.analchem.2c04373]
2. Meng Li, Dong Wang, Xiaoduo Liu, Jingmei Sun.  (2019)  Evaluation and correction on quinones’ quantification errors: Derived from the coexistence of different quinone species and pH-sensitive feature.  CHEMOSPHERE,  230  (67).  [PMID:31102873] [10.1016/j.chemosphere.2019.04.146]
3. Yang Li, Cai Tianming, Ding Dahu, Cai Tianjin, Jiang Canlan, Li Hua, Yang Qian, Chen Liwei.  (2017)  Biodegradation of 2-hydroxyl-1,4 naphthoquinone (lawsone) by Pseudomonas taiwanensis LH-3 isolated from activated sludge.  Scientific Reports,  7  (1): (1-10).  [PMID:28754900] [10.1038/s41598-017-06338-1]

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