Kaempferid (BioDeep_00000402862)

natural product PANOMIX_OTCML-2023 Antitumor activity BioNovoGene_Lab2019

代谢物信息卡片

4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-methoxyphenyl)- (9CI)

化学式: C16H12O6 (300.06338519999997)
中文名称: 山奈素, 山奈素, 山奈素, 山奈素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
InChI: InChI=1S/C16H12O6/c1-21-10-4-2-8(3-5-10)16-15(20)14(19)13-11(18)6-9(17)7-12(13)22-16/h2-7,17-18,20H,1H3

描述信息

Kaempferide is an O-methylated flavonol also found in kaempferol. Kaempferide has antiviral activity.
Kaempferide is an orally active flavonol isolated from Hippophae rhamnoides L. Kaempferide has anticancer, anti-inflammatory, antioxidant, antidiabetic, antiobesity, antihypertensive, and neuroprotective activities. Kaempferide induces apoptosis. Kaempferide promotes osteogenesis through antioxidants and can be used in osteoporosis research[1][2][3][4][5][6].
Kaempferide is an O-methylated flavonol also found in kaempferol. Kaempferide has antiviral activity.

同义名列表

31 个代谢物同义名

4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-methoxyphenyl)- (9CI); 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-methoxyphenyl)-; 3,5,7-Trihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one; 3,5,7-Trihydroxy-2-(4-methoxyphenyl)-4-benzopyrone; 3,5,7-trihydroxy-2-(4-methoxyphenyl)chromen-4-one; 3,5,7-trihydroxy-2-(4-methoxyphenyl)-4-chromenone; 5-18-05-00253 (Beilstein Handbook Reference); 3,5,7-trihydroxy-2-(4-methoxyphenyl)chromone; FLAVANONE, 4-METHOXY-3,5,7-TRIHYDROXY-; Flavone, 3,5,7-trihydroxy-4-methoxy-; 3,5,7-Trihydroxy-4-methoxyflavone; 4-Methoxy-3,5,7-trihydroxyflavone; WLN: T66 BO EVJ CR DO1& DQ GQ IQ; Kaempferol 4-methyl ether; 4-O-Methylkaempferol; 4-Methylkaempferol; EINECS 207-738-4; ZINC00391145; AIDS-071768; Kaempferide; BRN 0305378; CHEBI:6099; AIDS071768; Kaempferid; KAMPFERIDE; NSC 407294; ST5331656; NSC407294; 491-54-3; C10098; Kaempferol 4'-O-methyl ether

数据库引用编号

7 个数据库交叉引用编号

ChEBI: CHEBI:6099
PubChem: 5281666
ChEMBL: CHEMBL40919
CAS: 491-54-3
MoNA: PM001109
medchemexpress: HY-15449
BioNovoGene_Lab2019: BioNovoGene_Lab2019-753

分类词条

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)

66 个相关的物种来源信息

102750 - Ageratina altissima: 10.3987/COM-08-S(F)79
230216 - Agnorhiza bolanderi:
57912 - Agrimonia eupatoria: 10.1016/0031-9422(93)85262-P
3517 - Alnus glutinosa: 10.1016/0305-1978(91)90099-L
109063 - Alnus japonica: 10.1016/0031-9422(74)85049-1
105671 - Alpinia conchigera: 10.1016/S0031-9422(00)90374-1
94327 - Alpinia galanga: 10.3736/JCIM20111004
199623 - Alpinia officinarum:
199623 - Alpinia officinarum Hance: -
314052 - Anthemis candidissima: 10.1021/NP020472M
7459 - Apis: 10.3390/MOLECULES23040852
436195 - Arnica chamissonis: 10.1016/S0031-9422(00)83767-X
436210 - Arnica parryi: 10.1016/S0031-9422(00)83767-X
2707406 - Baccharis darwinii: 10.1016/S0031-9422(00)80758-X
72900 - Baccharis dracunculifolia: 10.1248/CPB.50.583
2707510 - Baccharis pseudovaccinioides: 10.1515/ZNC-1986-1-214
427666 - Baccharis salicifolia: 10.1515/ZNC-1986-1-214
230198 - Balsamorhiza deltoidea: 10.1016/0305-1978(87)90102-5
56060 - Butea monosperma: 10.3987/COM-11-12275
4058 - Catharanthus roseus: 10.1021/NP800378Q
363423 - Centaurea deflexa: 10.1016/J.EJMECH.2011.03.011
2894882 - Centromadia fitchii: 10.1016/0305-1978(87)90101-3
103745 - Chromolaena odorata:
335163 - Cistus albidus: 10.1515/ZNC-1984-3-418
335179 - Cistus laurifolius: 10.1515/ZNC-1991-1-207
335164 - Cistus parviflorus: 10.1055/S-2007-969315
328782 - Costus spicatus: 10.1016/S0031-9422(99)00441-0
589812 - Cota altissima: 10.1021/NP020472M
425860 - Deinandra arida: 10.1016/0305-1978(87)90101-3
149420 - Deinandra fasciculata: 10.1016/0305-1978(87)90101-3
425867 - Deinandra greeneana: 10.1016/0305-1978(87)90101-3
425868 - Deinandra halliana: 10.1016/0305-1978(87)90101-3
425870 - Deinandra kelloggii: 10.1016/0305-1978(87)90101-3
170371 - Deinandra lobbii: 10.1016/0305-1978(87)90101-3
425872 - Deinandra minthornii: 10.1016/0305-1978(87)90101-3
425874 - Deinandra pallida: 10.1016/0305-1978(87)90101-3
425876 - Deinandra paniculata: 10.1016/0305-1978(87)90101-3
425877 - Deinandra pentactis: 10.1016/0305-1978(87)90101-3
3570 - Dianthus caryophyllus: 10.1002/PTR.3105
217966 - Ericameria laricifolia: 10.1515/ZNC-1984-11-1233
79350 - Eriodictyon sessilifolium: 10.1515/ZNC-1988-5-603
1619452 - Eucryphia jinksii: 10.1016/S0305-1978(99)00045-9
49819 - Genista aetnensis: 10.1007/BF00598696
1114766 - Grindelia tarapacana: 10.1515/ZNC-1993-5-623
983334 - Gymnocarpium robertianum: 10.1016/S0031-9422(97)01003-0
71055 - Hazardia squarrosa: 10.1016/S0031-9422(00)83207-0
97750 - Kaempferia galanga L.: -
1424733 - Mirabilis viscosa: 10.1016/S0305-1978(96)00081-6
701256 - Nothofagus nervosa:
414630 - Notholaena standleyi: 10.1002/J.1537-2197.1983.TB12458.X
451078 - Pentagramma triangularis:
296033 - Phyllanthus virgatus: 10.1021/NP970336V
33090 - Plants: -
73824 - Populus balsamifera: 10.1515/ZNC-1989-5-603
1616482 - Populus candicans: 10.1515/ZNC-1989-5-603
113636 - Populus tremula: 10.1007/BF00599014
3693 - Populus tremuloides: 10.1139/V09-151
931589 - Propolis:
49657 - Smilax China: -
189799 - Tamarix nilotica: 10.1248/CPB.57.740
2544982 - Tamarix senegalensis: 10.1248/CPB.57.740
33090 - 山柰: -
33090 - 沙苑子: -
33090 - 荠菜: -
33090 - 菝葜: -
33090 - 西河柳: -

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

Muhammad Umar Ijaz, Zainab Rafi, Ali Hamza, Amany A Sayed, Ghadeer M Albadrani, Muath Q Al-Ghadi, Mohamed M Abdel-Daim. Mitigative potential of kaempferide against polyethylene microplastics induced testicular damage by activating Nrf-2/Keap-1 pathway. Ecotoxicology and environmental safety. 2024 Jan; 269(?):115746. doi: 10.1016/j.ecoenv.2023.115746. [PMID: 38035520]
Zetian Qiu, Xue Liu, Jia Li, Bin Qiao, Guang-Rong Zhao. Metabolic Division in an Escherichia coli Coculture System for Efficient Production of Kaempferide. ACS synthetic biology. 2022 03; 11(3):1213-1227. doi: 10.1021/acssynbio.1c00510. [PMID: 35167258]
Fangfang Tie, Jin Ding, Na Hu, Qi Dong, Zhi Chen, Honglun Wang. Kaempferol and Kaempferide Attenuate Oleic Acid-Induced Lipid Accumulation and Oxidative Stress in HepG2 Cells. International journal of molecular sciences. 2021 Aug; 22(16):. doi: 10.3390/ijms22168847. [PMID: 34445549]
Heng Tang, Qingfu Zeng, Ting Tang, Yunjie Wei, Peng Pu. Kaempferide improves glycolipid metabolism disorder by activating PPARγ in high-fat-diet-fed mice. Life sciences. 2021 Apr; 270(?):119133. doi: 10.1016/j.lfs.2021.119133. [PMID: 33508298]
Dasol Kim, Hui-Yun Hwang, Eun Sun Ji, Jin Young Kim, Jong Shin Yoo, Ho Jeong Kwon. Activation of mitochondrial TUFM ameliorates metabolic dysregulation through coordinating autophagy induction. Communications biology. 2021 01; 4(1):1. doi: 10.1038/s42003-020-01566-0. [PMID: 33398033]
Yin-Sheng Quan, Xiao-Yong Zhang, Xiu-Mei Yin, Si-Hong Wang, Li-Li Jin. Potential α-glucosidase inhibitor from Hylotelephium erythrostictum. Bioorganic & medicinal chemistry letters. 2020 12; 30(24):127665. doi: 10.1016/j.bmcl.2020.127665. [PMID: 33152378]
Rongrong Ou, Lianzhu Lin, Mouming Zhao, Zhiqing Xie. Action mechanisms and interaction of two key xanthine oxidase inhibitors in galangal: Combination of in vitro and in silico molecular docking studies. International journal of biological macromolecules. 2020 Nov; 162(?):1526-1535. doi: 10.1016/j.ijbiomac.2020.07.297. [PMID: 32777423]
Supakanya Kumkarnjana, Rutt Suttisri, Ubonthip Nimmannit, Apirada Sucontphunt, Mattaka Khongkow, Thongchai Koobkokkruad, Nontima Vardhanabhuti. Flavonoids kaempferide and 4,2'-dihydroxy-4',5',6'-trimethoxychalcone inhibit mitotic clonal expansion and induce apoptosis during the early phase of adipogenesis in 3T3-L1 cells. Journal of integrative medicine. 2019 Jul; 17(4):288-295. doi: 10.1016/j.joim.2019.04.004. [PMID: 31078439]
Wan-Xin Zhang, In-Cheng Chao, De-Jun Hu, Farid Shakerian, Liya Ge, Xiao Liang, Ying Wang, Jing Zhao, Shao-Ping Li. Comparison of Antioxidant Activity and Main Active Compounds Among Different Parts of Alpinia officinarum Hance Using High-Performance Thin Layer Chromatography-Bioautography. Journal of AOAC International. 2019 May; 102(3):726-733. doi: 10.5740/jaoacint.18-0307. [PMID: 30388970]
Conglei Pan, Haitao Lü. Preparative separation of quercetin, ombuin and kaempferide from Gynostemma pentaphyllum by high-speed countercurrent chromatography. Journal of chromatographic science. 2019 Mar; 57(3):265-271. doi: 10.1093/chromsci/bmy110. [PMID: 30566585]
Zixian Jiao, Weifeng Xu, Jisi Zheng, Pei Shen, An Qin, Shanyong Zhang, Chi Yang. Kaempferide Prevents Titanium Particle Induced Osteolysis by Suppressing JNK Activation during Osteoclast Formation. Scientific reports. 2017 11; 7(1):16665. doi: 10.1038/s41598-017-16853-w. [PMID: 29192233]
Ji Ye Wang, Hong Chen, Yin Yin Wang, Xiao Qin Wang, Han Ying Chen, Mei Zhang, Yun Tang, Bo Zhang. Network pharmacological mechanisms of Vernonia anthelmintica (L.) in the treatment of vitiligo: Isorhamnetin induction of melanogenesis via up-regulation of melanin-biosynthetic genes. BMC systems biology. 2017 Nov; 11(1):103. doi: 10.1186/s12918-017-0486-1. [PMID: 29145845]
Xianqian Zhao, Peiqiang Wang, Mingzhuo Li, Yeru Wang, Xiaolan Jiang, Lilan Cui, Yumei Qian, Juhua Zhuang, Liping Gao, Tao Xia. Functional Characterization of a New Tea (Camellia sinensis) Flavonoid Glycosyltransferase. Journal of agricultural and food chemistry. 2017 Mar; 65(10):2074-2083. doi: 10.1021/acs.jafc.6b05619. [PMID: 28220704]
Dong Wang, Xinjie Zhang, Defang Li, Wenjin Hao, Fanqing Meng, Bo Wang, Jichun Han, Qiusheng Zheng. Kaempferide Protects against Myocardial Ischemia/Reperfusion Injury through Activation of the PI3K/Akt/GSK-3β Pathway. Mediators of inflammation. 2017; 2017(?):5278218. doi: 10.1155/2017/5278218. [PMID: 28928604]
Yu Liu, Juan Yang, Yang-ling Tuo, Ting Wei, Yong Zeng, Ping Wang, Xian-li Meng. [Determination of plasma concentration of quercetin, kaempferid and isorhamnetin in Hippophae rhamnoides extract by HPLC-MS/MS and pharmacokinetics in rats]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2015 Oct; 40(19):3859-65. doi: . [PMID: 26975114]
Elke H Heiss, Thi Van Anh Tran, Kristin Zimmermann, Stefan Schwaiger, Corina Vouk, Barbara Mayerhofer, Clemens Malainer, Atanas G Atanasov, Hermann Stuppner, Verena M Dirsch. Identification of chromomoric acid C-I as an Nrf2 activator in Chromolaena odorata. Journal of natural products. 2014 Mar; 77(3):503-8. doi: 10.1021/np400778m. [PMID: 24476568]
Hui Cao, Xiaohui Jing, Donghui Wu, Yujun Shi. Methylation of genistein and kaempferol improves their affinities for proteins. International journal of food sciences and nutrition. 2013 Jun; 64(4):437-43. doi: 10.3109/09637486.2012.759186. [PMID: 23311465]
F Q Xu, Y Y Feng, L Guo, G L Guo, B L Yan. The effective method for investigation meridian tropism theory in rats. African journal of traditional, complementary, and alternative medicines : AJTCAM. 2013; 10(2):356-67. doi: 10.4314/ajtcam.v10i2.23. [PMID: 24146462]
Sebastian Granica, Jakub P Piwowarski, Magdalena Popławska, Marta Jakubowska, Joanna Borzym, Anna K Kiss. Novel insight into qualitative standardization of Polygoni avicularis herba (Ph. Eur.). Journal of pharmaceutical and biomedical analysis. 2013 Jan; 72(?):216-22. doi: 10.1016/j.jpba.2012.08.027. [PMID: 23021006]
Jianbo Xiao, Guoyin Kai, Xiaoqing Chen. Effect of CdTe QDs on the protein-drug interactions. Nanotoxicology. 2012 May; 6(3):304-14. doi: 10.3109/17435390.2011.579359. [PMID: 21554013]
María Elena Pahua-Ramos, Alicia Ortiz-Moreno, Germán Chamorro-Cevallos, María Dolores Hernández-Navarro, Leticia Garduño-Siciliano, Hugo Necoechea-Mondragón, Marcela Hernández-Ortega. Hypolipidemic effect of avocado (Persea americana Mill) seed in a hypercholesterolemic mouse model. Plant foods for human nutrition (Dordrecht, Netherlands). 2012 Mar; 67(1):10-6. doi: 10.1007/s11130-012-0280-6. [PMID: 22383066]
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Griangsak Eumkeb, Santi Sakdarat, Supatcharee Siriwong. Reversing β-lactam antibiotic resistance of Staphylococcus aureus with galangin from Alpinia officinarum Hance and synergism with ceftazidime. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2010 Dec; 18(1):40-5. doi: 10.1016/j.phymed.2010.09.003. [PMID: 21036573]
Marica Medić-Sarić, Vesna Rastija, Mirza Bojić, Zeljan Males. From functional food to medicinal product: systematic approach in analysis of polyphenolics from propolis and wine. Nutrition journal. 2009 Jul; 8(?):33. doi: 10.1186/1475-2891-8-33. [PMID: 19624827]
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Bruno B Silva, Pedro L Rosalen, Jaime A Cury, Masaharu Ikegaki, Vinícius C Souza, Alessandro Esteves, Severino M Alencar. Chemical composition and botanical origin of red propolis, a new type of brazilian propolis. Evidence-based complementary and alternative medicine : eCAM. 2008 Sep; 5(3):313-6. doi: 10.1093/ecam/nem059. [PMID: 18830449]
Denise Crispim Tavares, Walclécio Morais Lira, Camila Bastianini Santini, Catarina Satie Takahashi, Jairo Kenupp Bastos. Effects of propolis crude hydroalcoholic extract on chromosomal aberrations induced by doxorubicin in rats. Planta medica. 2007 Dec; 73(15):1531-6. doi: 10.1055/s-2007-993737. [PMID: 17999350]
Lawrence Onyango Arot Manguro, Peter Lemmen. Phenolics of Moringa oleifera leaves. Natural product research. 2007 Jan; 21(1):56-68. doi: 10.1080/14786410601035811. [PMID: 17365690]
S Singh, R K Upadhyay, M B Pandey, J P Singh, V B Pandey. Flavonoids from Echinops echinatus. Journal of Asian natural products research. 2006 Apr; 8(3):197-200. doi: 10.1080/1028602042000324826. [PMID: 16864424]
L M C Simões, L E Gregório, A A Da Silva Filho, M L de Souza, A E C S Azzolini, J K Bastos, Y M Lucisano-Valim. Effect of Brazilian green propolis on the production of reactive oxygen species by stimulated neutrophils. Journal of ethnopharmacology. 2004 Sep; 94(1):59-65. doi: 10.1016/j.jep.2004.04.026. [PMID: 15261964]
Juha-Pekka Salminen, Maria Lahtinen, Kyösti Lempa, Lauri Kapari, Erkki Haukioja, Kalevi Pihlaja. Metabolic modifications of birch leaf phenolics by an herbivorous insect: detoxification of flavonoid aglycones via glycosylation. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2004 May; 59(5-6):437-44. doi: 10.1515/znc-2004-5-627. [PMID: 18998416]
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