1,4-Naphthoquinone (BioDeep_00000017294)
Main id: BioDeep_00000000301
human metabolite PANOMIX_OTCML-2023 Industrial Pollutants
代谢物信息卡片
化学式: C10H6O2 (158.0367776)
中文名称: 1,4-萘醌
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC=C2C(=O)C=CC(=O)C2=C1
InChI: InChI=1S/C10H6O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6H
描述信息
1,4-naphthoquinone appears as yellow needles or brownish green powder with an odor of benzoquinone. (NTP, 1992)
1,4-naphthoquinone is the parent structure of the family of 1,4-naphthoquinones, in which the oxo groups of the quinone moiety are at positions 1 and 4 of the naphthalene ring. Derivatives have pharmacological properties. It derives from a hydride of a naphthalene.
1,4-Naphthoquinone is a natural product found in Juglans nigra and Juglans regia with data available.
1,4-Naphthoquinone or para-naphthoquinone is an organic compound derived from naphthalene. Several isomeric naphthoquinones are known, notably 1,2-naphthoquinone. 1,4-Naphthoquinone forms volatile yellow triclinic crystals and has a sharp odor similar to benzoquinone. It is almost insoluble in cold water, slightly soluble in petroleum ether, and more soluble in polar organic solvents. In alkaline solutions it produces a reddish-brown color. Vitamin K is a derivative of 1,4-naphthoquinone. It is a planar molecule with one aromatic ring fused to a quinone subunit. Naphthalene is a constituent of jet fuel, diesel fuel and cigarette smoke. It is also a byproduct of incomplete combustion and hence is an ubiquitous environmental pollutant. The typical air concentration of naphthalene in cities is about 0.18 ppb.
1,4-Naphthoquinone is a potential pharmacophore for inhibition of both MAO (monoamine oxidase) and DNA topoisomerase activities, this latter associated with antitumor activity[1].
同义名列表
47 个代谢物同义名
1,4-Naphthoquinone, 97\\% (dry wt.), cont. up to 5\\% water; InChI=1/C10H6O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6; 1,4-Naphthoquinone, purum, >=96.5\\% (HPLC); 1,4-Dihydro-1,4-diketonaphthalene; 1,4-dihydronaphthalene-1,4-dione; 1,4-NAPHTHOQUINONE [HSDB]; 1,4-Naphthoquinone, 97\\%; 1,4-NAPHTHOQUINONE [MI]; 1,4-Naftochinon [Czech]; Dithianon metabolite NQ; .alpha.-Naphthoquinone; 1,4-naphtho-quinone, 3; naphthalene-1,4-dione; 1,4-naphthalene-dione; 1,4-diketonaphthalene; 1,4-Naphthalenedione; Naphthoquinone, 1,4-; alpha-Naphthoquinone; 1,4-Naphthylquinone; 1,4-naphtho-quinone; para-naphthoquinone; 1,4-Naphthoquinone; 1,4-Naphthaquinone; 1,4 naphthoquinone; 1,4-naphtoquinone; a-naphthoquinone; Naphthoquinone 1; p-Naphthoquinone; Spectrum2_000481; Spectrum3_000754; Spectrum4_001245; Naphthoquinone #; 1,4naphtaquinone; 1,4-Naftochinon; WLN: L66 BV EVJ; UNII-RBF5ZU7R7K; NAPHTHOQUINONE; napthoquinone; naphthalene-1; Tox21_303967; KBio3_001588; USAF CY-10; RBF5ZU7R7K; AI3-24292; Succivil; NQ-1; 1,4-Naphthoquinone
数据库引用编号
18 个数据库交叉引用编号
- ChEBI: CHEBI:27418
- KEGG: C02617
- KEGGdrug: D70977
- PubChem: 8530
- HMDB: HMDB0244221_nmr_one_2216
- ChEMBL: CHEMBL55934
- Wikipedia: 1,4-Naphthoquinone
- MeSH: 1,4-naphthoquinone
- ChemIDplus: 0000130154
- chemspider: 8215
- CAS: 130-15-4
- PubChem: 5602
- NIKKAJI: J5.430E
- RefMet: Naphthoquinone
- medchemexpress: HY-W015490
- KNApSAcK: 27418
- LOTUS: LTS0176662
- wikidata: Q161542
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
4 个相关的物种来源信息
- 9606 - Homo sapiens: -
- 16719 - Juglans nigra: 10.1016/S0031-9422(00)98092-0
- 51240 - Juglans regia:
- 141191 - Lawsonia inermis: -
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- Yukie Akutsu, Takaaki Fujiwara, Rintaro Suzuki, Yuki Nishigaya, Toshimasa Yamazaki. Juglone, a plant-derived 1,4-naphthoquinone, binds to hydroxylamine oxidoreductase and inhibits the electron transfer to cytochrome c554.
Applied and environmental microbiology.
2023 Dec; 89(12):e0129123. doi:
10.1128/aem.01291-23
. [PMID: 38009977] - Tatyana N Goleva, Konstantin G Lyamzaev, Anton G Rogov, Ljudmila S Khailova, Khoren K Epremyan, Galina P Shumakovich, Lidia V Domnina, Olga Yu Ivanova, Natalia V Marmiy, Tatiana V Zinevich, Dmitry S Esipov, Renata A Zvyagilskaya, Vladimir P Skulachev, Boris V Chernyak. Mitochondria-targeted 1,4-naphthoquinone (SkQN) is a powerful prooxidant and cytotoxic agent.
Biochimica et biophysica acta. Bioenergetics.
2020 08; 1861(8):148210. doi:
10.1016/j.bbabio.2020.148210
. [PMID: 32305410] - Daiva Majiene, Jolita Kuseliauskyte, Arturas Stimbirys, Aiste Jekabsone. Comparison of the Effect of Native 1,4-Naphthoquinones Plumbagin, Menadione, and Lawsone on Viability, Redox Status, and Mitochondrial Functions of C6 Glioblastoma Cells.
Nutrients.
2019 Jun; 11(6):. doi:
10.3390/nu11061294
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Chemico-biological interactions.
2019 May; 305(?):12-20. doi:
10.1016/j.cbi.2019.03.026
. [PMID: 30926317] - Małgorzata Rudnicka, Michał Ludynia, Waldemar Karcz. Effects of Naphthazarin (DHNQ) Combined with Lawsone (NQ-2-OH) or 1,4-Naphthoquinone (NQ) on the Auxin-Induced Growth of Zea mays L. Coleoptile Segments.
International journal of molecular sciences.
2019 Apr; 20(7):. doi:
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ChemMedChem.
2019 03; 14(5):532-544. doi:
10.1002/cmdc.201800749
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Journal of agricultural and food chemistry.
2018 Nov; 66(45):11968-11973. doi:
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Anti-cancer drugs.
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Molecular imaging and biology.
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Oxidative medicine and cellular longevity.
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Bioorganic & medicinal chemistry.
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Journal of colloid and interface science.
2013 Jul; 402(?):300-6. doi:
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The Analyst.
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Phytochemistry.
2012 Oct; 82(?):118-27. doi:
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The Plant journal : for cell and molecular biology.
2012 Jul; 71(2):205-15. doi:
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Chemistry & biodiversity.
2012 Jun; 9(6):1033-44. doi:
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The Journal of biological chemistry.
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Nutrition & metabolism.
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Journal of pharmacological sciences.
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Plant & cell physiology.
2012 Jan; 53(1):237-43. doi:
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2011 Dec; 10(4):3236-45. doi:
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Free radical biology & medicine.
2011 Dec; 51(12):2259-71. doi:
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Fitoterapia.
2011 Dec; 82(8):1285-9. doi:
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Toxins.
2011 12; 3(12):1569-605. doi:
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2011 Nov; 879(30):3592-8. doi:
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2011 Nov; 33(11):2309-16. doi:
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Planta medica.
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2011 Jun; 10(?):25. doi:
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Phytochemistry.
2011 Jun; 72(9):871-4. doi:
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Journal of bioenergetics and biomembranes.
2011 Apr; 43(2):203-15. doi:
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