Basic Description

Synonyms	[r-[r,R-(E)]]-2-Methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-napthalenedione \| Orakay \| vitamin K1, 11 \| 1,4-Naphthalenedione, 2-methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-, (R-(R,R-(E)))- \| BIDD:GT0793 \| DTXCID003472 \| MFCD00214063 \| SCHEMB
Specifications & Purity	analytical standard
Storage Temp	Store at 2-8°C,Protected from light
Shipped In	Wet ice
Grade	analytical standard

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-methyl-3-[(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-enyl]naphthalene-1,4-dione
INCHI	InChI=1S/C31H46O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+/t23-,24-/m1/s1
InChi Key	MBWXNTAXLNYFJB-NKFFZRIASA-N
Canonical SMILES	CC1=C(C(=O)C2=CC=CC=C2C1=O)CC=C(C)CCCC(C)CCCC(C)CCCC(C)C
Isomeric SMILES	CC1=C(C(=O)C2=CC=CC=C2C1=O)C/C=C(\C)/CCC[C@H](C)CCC[C@H](C)CCCC(C)C
WGK Germany	2
RTECS	QJ5800000
Alternate CAS	12001-79-5
PubChem CID	5284607
Molecular Weight	450.7
Beilstein	2568820
Reaxy-Rn	2568816

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.

3 results found

Lot Number	Certificate Type	Date	Item
A2522276	Certificate of Analysis	Jan 13, 2025	V104148
I2306783	Certificate of Analysis	Aug 30, 2023	V104148
F2208184	Certificate of Analysis	May 25, 2022	V104148

Safety and Hazards(GHS)

WGK Germany	2
RTECS	QJ5800000
Reaxy-Rn	2568816
Merck Index	7380

Reviews

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Ji Zhang, Ziliang He, Yang He, Jing Xie, Guigui Yang, Zhiqiang Niu, Ting Shen, Fu Li. (2024) Fecal fermentation behavior and immunomodulatory activity of arabinoxylan from wheat bran. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 256 (16): (128283). [PMID:38007031] [10.1016/j.ijbiomac.2023.128283]
2. Hongpeng Wang, Ruibin Bai, Danqi Hu, Wenxin Chen, Zhuqian Xiao, Jun Huang, Xiufu Wan, Jian Yang, Xuelan Yu. (2023) Structure analysis and in vitro evaluation of probiotic properties for polysaccharides from Phellinus baumii extracted with phosphotungstic acid assistance. LWT-FOOD SCIENCE AND TECHNOLOGY, 188 (29): (115367). [PMID:24396869] [10.1016/j.lwt.2023.115367]
3. Qinghua Cao, Xiang Xiao, Chengcheng Tao, Rui Shi, Rui Lv, Ruochen Guo, Xinyi Li, Baiyan Sui, Xin Liu, Jian Liu. (2023) Efficient clearance of periodontitis pathogens by S. gordonii membrane-coated H2O2 self-supplied nanocomposites in a “Jenga” style. Biomaterials Science, [PMID:37439322] [10.1039/D3BM00641G]
4. Bowen Qin, Yijun Yao, Jing Zhang, Lifeng Wang. (2023) Bioavailability of Coix Seed Polyphenols in a MKN28/Caco-2 Continuous Transport Model and Their Lipid-Lowering Effects via Modulating Adipocyte Differentiation of 3T3-L1 Cells. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 71 (22): (8425–8436). [PMID:37233613] [10.1021/acs.jafc.2c08388]
5. Linlin Gao, Lin Zhang, Huan Liu, Jielun Hu. (2023) In vitro gastrointestinal digestion of whole grain noodles supplemented with soluble dietary fiber and their effects on children fecal microbiota. Food Bioscience, 53 (102600). [PMID:] [10.1016/j.fbio.2023.102600]
6. Sun Hanyu, Li Pugeng, Kong Qingci, Deng Feilong, Yu Xiaolin. (2023) Zoledronic acid affects the process of Porphyromonas gingivalis infecting oral mucosal epithelial barrier: An in-vivo and in-vitro study. Frontiers in Cellular and Infection Microbiology, 13 [PMID:37056703] [10.3389/fcimb.2023.1104826]
7. Ke Lan, Huabing Yang, Junping Zheng, Haiming Hu, Tianxiang Zhu, Xiaojuan Zou, Baifei Hu, Hongtao Liu. (2023) Poria cocos oligosaccharides ameliorate dextran sodium sulfate-induced colitis mice by regulating gut microbiota dysbiosis. Food & Function, 14 (2): (857-873). [PMID:36537246] [10.1039/D2FO03424G]
8. Fang Fang, Yuxin He, Jutang Zhao, Yanli Zhang, Chunhua Chen, Huijun He, Quanyong Wu, Mengwei Hu, Shaoping Nie, Mingyong Xie, Jielun Hu. (2023) Effects of boiling and steaming process on dietary fiber components and in vitro fermentation characteristics of 9 kinds of whole grains. FOOD RESEARCH INTERNATIONAL, 164 (112328). [PMID:36737921] [10.1016/j.foodres.2022.112328]
9. Yulian Chen, Qian Zhang, Xuan Qin, Jin Li, Yantao Zhao, Yang Xia. (2022) Superparamagnetic Iron Oxide Nanoparticles Protect Human Gingival Fibroblasts from Porphyromonas gingivalis Invasion and Inflammatory Stimulation. International Journal of Nanomedicine, [PMID:35027826] [10.2147/IJN.S333496]
10. Zhijia Wang, Wen Li, Jihui Lu, Zhihua Yuan, Wenmin Pi, Yaozhi Zhang, Haimin Lei, Wenguang Jing, Penglong Wang. (2023) Revealing the active ingredients of the traditional Chinese medicine decoction by the supramolecular strategies and multitechnologies. JOURNAL OF ETHNOPHARMACOLOGY, 300 (115704). [PMID:36096345] [10.1016/j.jep.2022.115704]
11. Yun-Shan Wei, Kun Feng, Shu-Fang Li, Teng-Gen Hu, Min-Hua Zong, Hong Wu. (2022) Highly-hydrophobic nanofiber mat for efficient colonic delivery of lactoferrin: Preparation, characterization and release mechanism. Innovative Food Science & Emerging Technologies, 78 (103015). [PMID:] [10.1016/j.ifset.2022.103015]
12. Xueting Guan, Yujing Feng, Yunyao Jiang, Yeye Hu, Ji Zhang, Zhengpeng Li, Chao Song, Fu Li, Jincai Hou, Ting Shen, Weicheng Hu. (2022) Simulated digestion and in vitro fermentation of a polysaccharide from lotus (Nelumbo nucifera Gaertn.) root residue by the human gut microbiota. FOOD RESEARCH INTERNATIONAL, 155 (111074). [PMID:35400452] [10.1016/j.foodres.2022.111074]
13. Peilin Chen, Suzhen Lei, Mingyao Tong, Qing Chang, Baodong Zheng, Yi Zhang, Hongliang Zeng. (2022) Effect of polysaccharide fractions from Fortunella margarita on the fecal microbiota of mice and SCFA production in vitro. Food Science and Human Wellness, 11 (97). [PMID:] [10.1016/j.fshw.2021.07.011]
14. Song Li, Baojie Zhang, Jielun Hu, Yadong Zhong, Yonggan Sun, Shaoping Nie. (2021) Utilization of four galactans by Bacteroides thetaiotaomicron A4 based on transcriptome. Food Frontiers, 2 (2): (218-231). [PMID:] [10.1002/fft2.82]
15. Li-na Xu, Xiao-yu Yu, Wan-qing Chen, Song-mei Zhang, Jing Qiu. (2020) Biocorrosion of pure and SLA titanium surfaces in the presence of Porphyromonas gingivalis and its effects on osteoblast behavior. RSC Advances, 10 (14): (8198-8206). [PMID:35497867] [10.1039/D0RA00154F]
16. Xiao-Fei Shang, Zhong-Min Zhao, Jun-Cai Li, Guan-Zhou Yang, Ying-Qian Liu, Li-Xia Dai, Zhi-Jun Zhang, Zhi-Gang Yang, Xiao-Lou Miao, Cheng-Jie Yang, Ji-Yu Zhang. (2019) Insecticidal and antifungal activities of Rheum palmatum L. anthraquinones and structurally related compounds. INDUSTRIAL CROPS AND PRODUCTS, 137 (508). [PMID:] [10.1016/j.indcrop.2019.05.055]
17. Benkai Qin, Lei Liu, Yangyang Pan, Yingchun Zhu, Xiaohe Wu, Shiyong Song, Guang Han. (2017) PEGylated Solanesol for Oral Delivery of Coenzyme Q10. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 65 (16): (3360–3367). [PMID:28418660] [10.1021/acs.jafc.7b00165]
18. Xiao-Fei Shang,Ying-Qian Liu,Xiao Guo,Xiao-Lou Miao,Cheng Chen,Jun-Xiang Zhang,Xiao-Shan Xu,Guan-Zhou Yang,Cheng-Jie Yang,Jun-Cai Li,Xiao-Shuai Zhang. (2018-01-27) Application of Sustainable Natural Resources in Agriculture: Acaricidal and Enzyme Inhibitory Activities of Naphthoquinones and Their Analogs against Psoroptes cuniculi.. Scientific reports, 8 ((1)): (1609-1609). [PMID:29371639]

References

1. Ji Zhang, Ziliang He, Yang He, Jing Xie, Guigui Yang, Zhiqiang Niu, Ting Shen, Fu Li. (2024) Fecal fermentation behavior and immunomodulatory activity of arabinoxylan from wheat bran. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 256 (16): (128283). [PMID:38007031] [10.1016/j.ijbiomac.2023.128283]
2. Hongpeng Wang, Ruibin Bai, Danqi Hu, Wenxin Chen, Zhuqian Xiao, Jun Huang, Xiufu Wan, Jian Yang, Xuelan Yu. (2023) Structure analysis and in vitro evaluation of probiotic properties for polysaccharides from Phellinus baumii extracted with phosphotungstic acid assistance. LWT-FOOD SCIENCE AND TECHNOLOGY, 188 (29): (115367). [PMID:24396869] [10.1016/j.lwt.2023.115367]
3. Qinghua Cao, Xiang Xiao, Chengcheng Tao, Rui Shi, Rui Lv, Ruochen Guo, Xinyi Li, Baiyan Sui, Xin Liu, Jian Liu. (2023) Efficient clearance of periodontitis pathogens by S. gordonii membrane-coated H2O2 self-supplied nanocomposites in a “Jenga” style. Biomaterials Science, [PMID:37439322] [10.1039/D3BM00641G]
4. Bowen Qin, Yijun Yao, Jing Zhang, Lifeng Wang. (2023) Bioavailability of Coix Seed Polyphenols in a MKN28/Caco-2 Continuous Transport Model and Their Lipid-Lowering Effects via Modulating Adipocyte Differentiation of 3T3-L1 Cells. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 71 (22): (8425–8436). [PMID:37233613] [10.1021/acs.jafc.2c08388]
5. Linlin Gao, Lin Zhang, Huan Liu, Jielun Hu. (2023) In vitro gastrointestinal digestion of whole grain noodles supplemented with soluble dietary fiber and their effects on children fecal microbiota. Food Bioscience, 53 (102600). [PMID:] [10.1016/j.fbio.2023.102600]
6. Sun Hanyu, Li Pugeng, Kong Qingci, Deng Feilong, Yu Xiaolin. (2023) Zoledronic acid affects the process of Porphyromonas gingivalis infecting oral mucosal epithelial barrier: An in-vivo and in-vitro study. Frontiers in Cellular and Infection Microbiology, 13 [PMID:37056703] [10.3389/fcimb.2023.1104826]
7. Ke Lan, Huabing Yang, Junping Zheng, Haiming Hu, Tianxiang Zhu, Xiaojuan Zou, Baifei Hu, Hongtao Liu. (2023) Poria cocos oligosaccharides ameliorate dextran sodium sulfate-induced colitis mice by regulating gut microbiota dysbiosis. Food & Function, 14 (2): (857-873). [PMID:36537246] [10.1039/D2FO03424G]
8. Fang Fang, Yuxin He, Jutang Zhao, Yanli Zhang, Chunhua Chen, Huijun He, Quanyong Wu, Mengwei Hu, Shaoping Nie, Mingyong Xie, Jielun Hu. (2023) Effects of boiling and steaming process on dietary fiber components and in vitro fermentation characteristics of 9 kinds of whole grains. FOOD RESEARCH INTERNATIONAL, 164 (112328). [PMID:36737921] [10.1016/j.foodres.2022.112328]
9. Yulian Chen, Qian Zhang, Xuan Qin, Jin Li, Yantao Zhao, Yang Xia. (2022) Superparamagnetic Iron Oxide Nanoparticles Protect Human Gingival Fibroblasts from Porphyromonas gingivalis Invasion and Inflammatory Stimulation. International Journal of Nanomedicine, [PMID:35027826] [10.2147/IJN.S333496]
10. Zhijia Wang, Wen Li, Jihui Lu, Zhihua Yuan, Wenmin Pi, Yaozhi Zhang, Haimin Lei, Wenguang Jing, Penglong Wang. (2023) Revealing the active ingredients of the traditional Chinese medicine decoction by the supramolecular strategies and multitechnologies. JOURNAL OF ETHNOPHARMACOLOGY, 300 (115704). [PMID:36096345] [10.1016/j.jep.2022.115704]
11. Yun-Shan Wei, Kun Feng, Shu-Fang Li, Teng-Gen Hu, Min-Hua Zong, Hong Wu. (2022) Highly-hydrophobic nanofiber mat for efficient colonic delivery of lactoferrin: Preparation, characterization and release mechanism. Innovative Food Science & Emerging Technologies, 78 (103015). [PMID:] [10.1016/j.ifset.2022.103015]
12. Xueting Guan, Yujing Feng, Yunyao Jiang, Yeye Hu, Ji Zhang, Zhengpeng Li, Chao Song, Fu Li, Jincai Hou, Ting Shen, Weicheng Hu. (2022) Simulated digestion and in vitro fermentation of a polysaccharide from lotus (Nelumbo nucifera Gaertn.) root residue by the human gut microbiota. FOOD RESEARCH INTERNATIONAL, 155 (111074). [PMID:35400452] [10.1016/j.foodres.2022.111074]
13. Peilin Chen, Suzhen Lei, Mingyao Tong, Qing Chang, Baodong Zheng, Yi Zhang, Hongliang Zeng. (2022) Effect of polysaccharide fractions from Fortunella margarita on the fecal microbiota of mice and SCFA production in vitro. Food Science and Human Wellness, 11 (97). [PMID:] [10.1016/j.fshw.2021.07.011]
14. Song Li, Baojie Zhang, Jielun Hu, Yadong Zhong, Yonggan Sun, Shaoping Nie. (2021) Utilization of four galactans by Bacteroides thetaiotaomicron A4 based on transcriptome. Food Frontiers, 2 (2): (218-231). [PMID:] [10.1002/fft2.82]
15. Li-na Xu, Xiao-yu Yu, Wan-qing Chen, Song-mei Zhang, Jing Qiu. (2020) Biocorrosion of pure and SLA titanium surfaces in the presence of Porphyromonas gingivalis and its effects on osteoblast behavior. RSC Advances, 10 (14): (8198-8206). [PMID:35497867] [10.1039/D0RA00154F]
16. Xiao-Fei Shang, Zhong-Min Zhao, Jun-Cai Li, Guan-Zhou Yang, Ying-Qian Liu, Li-Xia Dai, Zhi-Jun Zhang, Zhi-Gang Yang, Xiao-Lou Miao, Cheng-Jie Yang, Ji-Yu Zhang. (2019) Insecticidal and antifungal activities of Rheum palmatum L. anthraquinones and structurally related compounds. INDUSTRIAL CROPS AND PRODUCTS, 137 (508). [PMID:] [10.1016/j.indcrop.2019.05.055]
17. Benkai Qin, Lei Liu, Yangyang Pan, Yingchun Zhu, Xiaohe Wu, Shiyong Song, Guang Han. (2017) PEGylated Solanesol for Oral Delivery of Coenzyme Q10. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 65 (16): (3360–3367). [PMID:28418660] [10.1021/acs.jafc.7b00165]
18. Xiao-Fei Shang,Ying-Qian Liu,Xiao Guo,Xiao-Lou Miao,Cheng Chen,Jun-Xiang Zhang,Xiao-Shan Xu,Guan-Zhou Yang,Cheng-Jie Yang,Jun-Cai Li,Xiao-Shuai Zhang. (2018-01-27) Application of Sustainable Natural Resources in Agriculture: Acaricidal and Enzyme Inhibitory Activities of Naphthoquinones and Their Analogs against Psoroptes cuniculi.. Scientific reports, 8 ((1)): (1609-1609). [PMID:29371639]

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Vitamin K1 - analytical standard, high purity , CAS No.84-80-0