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Menadione - analytical standard, high purity , CAS No.58-27-5

21 Citations

analytical standard

CAS#: 58-27-5
Molecular Weight: 172.18
Beilstein Registry Number: 1908453
EC Number: 200-372-6
MDL number: MFCD00001681
PubChem CID: 4055

Item Number

M104151

Grouped product items
SKU	Size	Availability	Price	Qty
M104151-250mg	250mg	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$69.90

Phosphatase inhibitor; vitamin K prodrug

View related series

Endogenous Metabolite (0) Metabolic Enzyme/Protease (0)

Basic Description

Synonyms	Juva-K \| Kareon \| MENADIONE [MART.] \| 2-Methyl-1,4-naftochinon \| Menadione (Vitamin K3) 10 microg/mL in Acetonitrile \| Methyl-1,4-naphthoquinone \| Koaxin \| MLS000069420 \| Kaynone \| Menaquinone O \| Menadione (USP:BAN) \| 2-methyl-1,4-naphthoquinone, 5 \| Kap
Specifications & Purity	analytical standard
Biochemical and Physiological Mechanisms	Vitamin K produg able to inhibit protein tyrosine phosphatases and induce DNA strand breaks. Able to prevent erlotinib induced cell-cycle arrest. Generates ROS°. Active in vivo .
Storage Temp	Protected from light,Desiccated
Shipped In	Normal
Grade	analytical standard
Note	Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

AI Insight

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

IUPAC Name	2-methylnaphthalene-1,4-dione
INCHI	InChI=1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3
InChi Key	MJVAVZPDRWSRRC-UHFFFAOYSA-N
Canonical SMILES	CC1=CC(=O)C2=CC=CC=C2C1=O
Isomeric SMILES	CC1=CC(=O)C2=CC=CC=C2C1=O
WGK Germany	3
RTECS	QL9100000
PubChem CID	4055
UN Number	1325
Molecular Weight	172.18
Beilstein	1908453

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):

Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

4 results found

Lot Number	Certificate Type	Date	Item
I2406515	Certificate of Analysis	Aug 26, 2024	M104151
I2406516	Certificate of Analysis	Aug 26, 2024	M104151
G2221026	Certificate of Analysis	Apr 07, 2024	M104151
B2314516	Certificate of Analysis	Dec 13, 2022	M104151

Safety and Hazards(GHS)

Pictogram(s)	GHS08, GHS09, GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H341:Suspected of causing genetic defects H302:Harmful if swallowed H317:May cause an allergic skin reaction H400:Very toxic to aquatic life H410:Very toxic to aquatic life with long lasting effects H361:Suspected of damaging fertility or the unborn child
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P281:Use personal protective equipment as required. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P272:Contaminated work clothing should not be allowed out of the workplace. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention. P362+P364:Take off contaminated clothing and wash it before reuse. P391:Collect spillage. P330:Rinse mouth. P203:Obtain, read and follow all safety instructions before use. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. P318:if exposed or concerned, get medical advice. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell.
WGK Germany	3
RTECS	QL9100000
Merck Index	5831

Reviews

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Lei Jiang, Lin Yuan, Shan Gao, Yingying Xiang, Fei Song, Wensi Ma, Jing Wan, Xiuling Ji, Yujiao Tu. (2023) Facile hydrothermal synthesis of N-doped fluorescent carbon dots for selective detection of insecticide parathion. Analytical Methods, 15 (19): (2376-2381). [PMID:37132329] [10.1039/D3AY00124E]
2. Huijun Wang, Jianxun Li, Chaoyang Zhang, Baoshan Sun, Yawen Zhou, Yanyan Zhou, Haiyu Zhao. (2023) Metabolomics approach, in vitro and in vivo antioxidant activity assay provide insights into impact of multiple variations on the vine tea (Ampelopsis grossedentata). LWT-FOOD SCIENCE AND TECHNOLOGY, 177 (114578). [PMID:] [10.1016/j.lwt.2023.114578]
3. Chen Xu, Rijin Song, Pei Lu, Jianchun Chen, Yongqiang Zhou, Gang Shen, Minjun Jiang, Wei Zhang. (2023) A pH-Responsive Charge-Reversal Drug Delivery System with Tumor-Specific Drug Release and ROS Generation for Cancer Therapy. International Journal of Nanomedicine, [PMID:32021165] [10.2147/IJN.S230237]
4. Wang Hongkang, Ji Zhe, Feng Yanru, Yan Tianhua, Cao Yongbing, Lu Hui, Jiang Yuanying. (2022) Myriocin enhances the antifungal activity of fluconazole by blocking the membrane localization of the efflux pump Cdr1. Frontiers in Pharmacology, 13 [PMID:36618949] [10.3389/fphar.2022.1101553]
5. Yanjing Ou, Mingdong Yan, Guanglin Gao, Wenjie Wang, Qiaoqiao Lu, Jiang Chen. (2022) Cinnamaldehyde protects against ligature-induced periodontitis through the inhibition of microbial accumulation and inflammatory responses of host immune cells. Food & Function, 13 (15): (8091-8106). [PMID:35792680] [10.1039/D2FO00963C]
6. Jiahong Guo, Xiaoyu Ma, Fernando Bouffard, Sophia Yi Zhang. (2022) A Novel multi-fruit acids formula design on molecular basis for skin brightening via a system biology approach. Journal of Cosmetic Dermatology, 21 (11): (6145-6155). [PMID:35713107] [10.1111/jocd.15163]
7. Guoliang Ma, Zhiming Zheng, Han Wang, Li Wang, Genhai Zhao, Hengfang Tang, Xiumin Ding, Peng Wang. (2022) Preparation of Cellulose-Based Flocculant and Its Application in the Enrichment of Vitamin K2 in Fermentation Supernatant. Polymers, 14 (12): (2410). [PMID:35745984] [10.3390/polym14122410]
8. Fang Zhang, Fuwei Pan, Hairong Wang. (2022) Nisoldipine in Several Aqueous and Non-Aqueous Cosolvent Solutions: Solubility Modeling and Preferential Solvation Research. JOURNAL OF CHEMICAL AND ENGINEERING DATA, 67 (2): (510–520). [PMID:] [10.1021/acs.jced.1c00729]
9. Kai Zhang, Zhonghui Zhuo, Guorong Fan, Zongde Wang, Shangxing Chen, Lulu Xu, Yangping Wen, Peng Wang. (2021) Nano-ZnS decorated hierarchically porous carbon electrocatalyst with multiple enzyme-like activities as a nanozyme sensing platform for simultaneous detection of dopamine, uric acid, guanine, and adenine. Nanoscale, 13 (47): (20078-20090). [PMID:34846060] [10.1039/D1NR06017A]
10. Bingfeng Liang, Dangxia Zhou. (2021) ROS-Activated homodimeric podophyllotoxin nanomedicine with self-accelerating drug release for efficient cancer eradication. DRUG DELIVERY, 28 (1): (2361-2372). [PMID:34747277] [10.1080/10717544.2021.1995076]
11. Bailiang Wang, Liyang Zhou, Yishun Guo, Hanwen Guo, Yiming Zhong, Xiaomin Huang, Yifan Ge, Qingying Wang, Xiaoying Chu, Yingying Jin, Kaiyue Lan, Mei Yang, Jia Qu. (2022) Cyanobacteria-based self-oxygenated photodynamic therapy for anaerobic infection treatment and tissue repair. Bioactive Materials, 12 (314). [PMID:35128179] [10.1016/j.bioactmat.2021.10.032]
12. Zhao Chenyu, Wang Guangshu, Sun Mengtao, Cai Zewei, Yin Zichu, Cai Yurong. (2021) Bacterial Cellulose Immobilized S. cerevisiae as Microbial Sensor for Rapid BOD Detection. FIBERS AND POLYMERS, 22 (5): (1208-1217). [PMID:] [10.1007/s12221-021-0650-5]
13. Xiao Tu, Chenxi Duan, Siwei Wu, Shengli Fu, Jianmin Ye. (2021) Identification of plumbagin as an effective chemotherapeutic agent for treatment of Gyrodactylus infections. AQUACULTURE, 535 (736372). [PMID:] [10.1016/j.aquaculture.2021.736372]
14. Zhang Zhicheng, Ding Yawen, Li Jinbiao, Wang Li, Xin Xiaoyan, Yan Jing, Wu Jinhui, Yuan Ahu, Hu Yiqiao. (2021) Versatile iron-vitamin K3 derivative-based nanoscale coordination polymer augments tumor ferroptotic therapy. Nano Research, 14 (7): (2398-2409). [PMID:] [10.1007/s12274-020-3241-7]
15. Xiuling Ji, Suping Wang, Yiyong Luo, Xiaotian Yuan, Yunlin Wei, Qi Zhang, Kunhao Qin, Yujiao Tu. (2021) Green synthesis of weissella-derived fluorescence carbon dots for microbial staining, cell imaging and dual sensing of vitamin B12 and hexavalent chromium. DYES AND PIGMENTS, 184 (108818). [PMID:] [10.1016/j.dyepig.2020.108818]
16. Yi Yu, Fanfan Li, Shanghai Long, Li Xu, Guoji Liu. (2020) Solubility, thermodynamic properties, HSP, and molecular interactions of vitamin K3 in pure solvents. JOURNAL OF MOLECULAR LIQUIDS, 317 (113945). [PMID:] [10.1016/j.molliq.2020.113945]
17. Wei Qi, Mengjie Li, Long Zhao. (2020) Effect of radiation on interfacial properties and phase behavior of ionic liquid-based microemulsions. RADIATION PHYSICS AND CHEMISTRY, 168 (108596). [PMID:] [10.1016/j.radphyschem.2019.108596]
18. Lin Yanke, Wang Shuai, Zhou Ziyue, Guo Lianxia, Yu Fangjun, Wu Baojian. (2019) Bmal1 regulates circadian expression of cytochrome P450 3a11 and drug metabolism in mice. Communications Biology, 2 (1): (1-11). [PMID:31633069] [10.1038/s42003-019-0607-z]
19. Yi Yu, Xiaoqiang Gao, Zhouxuan Zang, Li Xu, Guoji Liu. (2019) Solid-liquid equilibrium for the ternary 2-naphthaldehyde + 2-methyl-1,4-naphthoquinone + ethanol system: Determination, correlation and molecular simulation. JOURNAL OF MOLECULAR LIQUIDS, 284 (131). [PMID:] [10.1016/j.molliq.2019.03.104]
20. Jia Wang, Guangzhi Zeng, Xiaobing Huang, Zhe Wang, Ninghua Tan. (2017) 1,4-Naphthoquinone Triggers Nematode Lethality by Inducing Oxidative Stress and Activating Insulin/IGF Signaling Pathway in Caenorhabditis elegans. MOLECULES, 22 (5): (798). [PMID:28505088] [10.3390/molecules22050798]
21. Fang Zhang, Long Wang, Yaocun Tang, Xiaoqiang Gao, Li Xu, Guoji Liu. (2016) Measurement and correlation of ternary solid–liquid equilibrium of 2-methyl-1,4-naphthoquinone + phthalic anhydride + acetone system. FLUID PHASE EQUILIBRIA, 409 (98). [PMID:] [10.1016/j.fluid.2015.09.019]

References

1. Lei Jiang, Lin Yuan, Shan Gao, Yingying Xiang, Fei Song, Wensi Ma, Jing Wan, Xiuling Ji, Yujiao Tu. (2023) Facile hydrothermal synthesis of N-doped fluorescent carbon dots for selective detection of insecticide parathion. Analytical Methods, 15 (19): (2376-2381). [PMID:37132329] [10.1039/D3AY00124E]
2. Huijun Wang, Jianxun Li, Chaoyang Zhang, Baoshan Sun, Yawen Zhou, Yanyan Zhou, Haiyu Zhao. (2023) Metabolomics approach, in vitro and in vivo antioxidant activity assay provide insights into impact of multiple variations on the vine tea (Ampelopsis grossedentata). LWT-FOOD SCIENCE AND TECHNOLOGY, 177 (114578). [PMID:] [10.1016/j.lwt.2023.114578]
3. Chen Xu, Rijin Song, Pei Lu, Jianchun Chen, Yongqiang Zhou, Gang Shen, Minjun Jiang, Wei Zhang. (2023) A pH-Responsive Charge-Reversal Drug Delivery System with Tumor-Specific Drug Release and ROS Generation for Cancer Therapy. International Journal of Nanomedicine, [PMID:32021165] [10.2147/IJN.S230237]
4. Wang Hongkang, Ji Zhe, Feng Yanru, Yan Tianhua, Cao Yongbing, Lu Hui, Jiang Yuanying. (2022) Myriocin enhances the antifungal activity of fluconazole by blocking the membrane localization of the efflux pump Cdr1. Frontiers in Pharmacology, 13 [PMID:36618949] [10.3389/fphar.2022.1101553]
5. Yanjing Ou, Mingdong Yan, Guanglin Gao, Wenjie Wang, Qiaoqiao Lu, Jiang Chen. (2022) Cinnamaldehyde protects against ligature-induced periodontitis through the inhibition of microbial accumulation and inflammatory responses of host immune cells. Food & Function, 13 (15): (8091-8106). [PMID:35792680] [10.1039/D2FO00963C]
6. Jiahong Guo, Xiaoyu Ma, Fernando Bouffard, Sophia Yi Zhang. (2022) A Novel multi-fruit acids formula design on molecular basis for skin brightening via a system biology approach. Journal of Cosmetic Dermatology, 21 (11): (6145-6155). [PMID:35713107] [10.1111/jocd.15163]
7. Guoliang Ma, Zhiming Zheng, Han Wang, Li Wang, Genhai Zhao, Hengfang Tang, Xiumin Ding, Peng Wang. (2022) Preparation of Cellulose-Based Flocculant and Its Application in the Enrichment of Vitamin K2 in Fermentation Supernatant. Polymers, 14 (12): (2410). [PMID:35745984] [10.3390/polym14122410]
8. Fang Zhang, Fuwei Pan, Hairong Wang. (2022) Nisoldipine in Several Aqueous and Non-Aqueous Cosolvent Solutions: Solubility Modeling and Preferential Solvation Research. JOURNAL OF CHEMICAL AND ENGINEERING DATA, 67 (2): (510–520). [PMID:] [10.1021/acs.jced.1c00729]
9. Kai Zhang, Zhonghui Zhuo, Guorong Fan, Zongde Wang, Shangxing Chen, Lulu Xu, Yangping Wen, Peng Wang. (2021) Nano-ZnS decorated hierarchically porous carbon electrocatalyst with multiple enzyme-like activities as a nanozyme sensing platform for simultaneous detection of dopamine, uric acid, guanine, and adenine. Nanoscale, 13 (47): (20078-20090). [PMID:34846060] [10.1039/D1NR06017A]
10. Bingfeng Liang, Dangxia Zhou. (2021) ROS-Activated homodimeric podophyllotoxin nanomedicine with self-accelerating drug release for efficient cancer eradication. DRUG DELIVERY, 28 (1): (2361-2372). [PMID:34747277] [10.1080/10717544.2021.1995076]
11. Bailiang Wang, Liyang Zhou, Yishun Guo, Hanwen Guo, Yiming Zhong, Xiaomin Huang, Yifan Ge, Qingying Wang, Xiaoying Chu, Yingying Jin, Kaiyue Lan, Mei Yang, Jia Qu. (2022) Cyanobacteria-based self-oxygenated photodynamic therapy for anaerobic infection treatment and tissue repair. Bioactive Materials, 12 (314). [PMID:35128179] [10.1016/j.bioactmat.2021.10.032]
12. Zhao Chenyu, Wang Guangshu, Sun Mengtao, Cai Zewei, Yin Zichu, Cai Yurong. (2021) Bacterial Cellulose Immobilized S. cerevisiae as Microbial Sensor for Rapid BOD Detection. FIBERS AND POLYMERS, 22 (5): (1208-1217). [PMID:] [10.1007/s12221-021-0650-5]
13. Xiao Tu, Chenxi Duan, Siwei Wu, Shengli Fu, Jianmin Ye. (2021) Identification of plumbagin as an effective chemotherapeutic agent for treatment of Gyrodactylus infections. AQUACULTURE, 535 (736372). [PMID:] [10.1016/j.aquaculture.2021.736372]
14. Zhang Zhicheng, Ding Yawen, Li Jinbiao, Wang Li, Xin Xiaoyan, Yan Jing, Wu Jinhui, Yuan Ahu, Hu Yiqiao. (2021) Versatile iron-vitamin K3 derivative-based nanoscale coordination polymer augments tumor ferroptotic therapy. Nano Research, 14 (7): (2398-2409). [PMID:] [10.1007/s12274-020-3241-7]
15. Xiuling Ji, Suping Wang, Yiyong Luo, Xiaotian Yuan, Yunlin Wei, Qi Zhang, Kunhao Qin, Yujiao Tu. (2021) Green synthesis of weissella-derived fluorescence carbon dots for microbial staining, cell imaging and dual sensing of vitamin B12 and hexavalent chromium. DYES AND PIGMENTS, 184 (108818). [PMID:] [10.1016/j.dyepig.2020.108818]
16. Yi Yu, Fanfan Li, Shanghai Long, Li Xu, Guoji Liu. (2020) Solubility, thermodynamic properties, HSP, and molecular interactions of vitamin K3 in pure solvents. JOURNAL OF MOLECULAR LIQUIDS, 317 (113945). [PMID:] [10.1016/j.molliq.2020.113945]
17. Wei Qi, Mengjie Li, Long Zhao. (2020) Effect of radiation on interfacial properties and phase behavior of ionic liquid-based microemulsions. RADIATION PHYSICS AND CHEMISTRY, 168 (108596). [PMID:] [10.1016/j.radphyschem.2019.108596]
18. Lin Yanke, Wang Shuai, Zhou Ziyue, Guo Lianxia, Yu Fangjun, Wu Baojian. (2019) Bmal1 regulates circadian expression of cytochrome P450 3a11 and drug metabolism in mice. Communications Biology, 2 (1): (1-11). [PMID:31633069] [10.1038/s42003-019-0607-z]
19. Yi Yu, Xiaoqiang Gao, Zhouxuan Zang, Li Xu, Guoji Liu. (2019) Solid-liquid equilibrium for the ternary 2-naphthaldehyde + 2-methyl-1,4-naphthoquinone + ethanol system: Determination, correlation and molecular simulation. JOURNAL OF MOLECULAR LIQUIDS, 284 (131). [PMID:] [10.1016/j.molliq.2019.03.104]
20. Jia Wang, Guangzhi Zeng, Xiaobing Huang, Zhe Wang, Ninghua Tan. (2017) 1,4-Naphthoquinone Triggers Nematode Lethality by Inducing Oxidative Stress and Activating Insulin/IGF Signaling Pathway in Caenorhabditis elegans. MOLECULES, 22 (5): (798). [PMID:28505088] [10.3390/molecules22050798]
21. Fang Zhang, Long Wang, Yaocun Tang, Xiaoqiang Gao, Li Xu, Guoji Liu. (2016) Measurement and correlation of ternary solid–liquid equilibrium of 2-methyl-1,4-naphthoquinone + phthalic anhydride + acetone system. FLUID PHASE EQUILIBRIA, 409 (98). [PMID:] [10.1016/j.fluid.2015.09.019]

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