Rhamnazin (BioDeep_00000266238)

 

Secondary id: BioDeep_00000022147

PANOMIX_OTCML-2023


代谢物信息卡片


4H-1-Benzopyran-4-one, 3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-

化学式: C17H14O7 (330.0739494)
中文名称: 3,7-二甲氧基-3,4,5-三羟基黄酮, 3,7-二-O-甲基槲皮素
谱图信息: 最多检出来源 Viridiplantae(plant) 1.41%

分子结构信息

SMILES: c1(cc(c2c(c1)oc(c(c2=O)O)c1ccc(c(c1)OC)O)O)OC
InChI: InChI=1S/C17H14O7/c1-22-9-6-11(19)14-13(7-9)24-17(16(21)15(14)20)8-3-4-10(18)12(5-8)23-2/h3-7,18-19,21H,1-2H3

描述信息

Rhamnacene is a dimethoxyflavone that is quercetin in which the hydroxy groups at the 3 and 7 positions have been replaced by methoxy groups. It has a role as a plant metabolite and an antineoplastic agent. It is a dimethoxyflavone, a trihydroxyflavone, an aromatic ether and a member of phenols. It is functionally related to a quercetin. It is a conjugate acid of a rhamnacene-3-olate.
Rhamnazin is a natural product found in Ammi visnaga, Nymphoides indica, and other organisms with data available.
A dimethoxyflavone that is quercetin in which the hydroxy groups at the 3 and 7 positions have been replaced by methoxy groups.
Rhamnazin, also known as 3,7-dimethylquercetin or 3,5,4-trihydroxy-7,3-dimethoxyflavone, is a member of the class of compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, rhamnazin is considered to be a flavonoid lipid molecule. Rhamnazin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Rhamnazin can be synthesized from quercetin. Rhamnazin can also be synthesized into viscumneoside VII and viscumneoside IV. Rhamnazin can be found in lemon balm, which makes rhamnazin a potential biomarker for the consumption of this food product. Rhamnazin is an O-methylated flavonol, a type of chemical compound. It can be found in Rhamnus petiolaris, a buckthorn plant endemic to Sri Lanka .

同义名列表

31 个代谢物同义名

4H-1-Benzopyran-4-one, 3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-; 3,5-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-chromen-4-one #; 3,5-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-chromen-4-one; 3,5-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-7-methoxy-chromen-4-one; 3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxychromen-4-one; 3 inverted exclamation mark ,7-Di-O-methyl Quercetin; Flavone, 3,4,5-trihydroxy-3,7-dimethoxy-; 3,5,4-Trihydroxy-7,3-dimethoxyflavone; 3,7-DIMETHOXY-3,4,5-TRIHYDROXYFLAVONE; 3,4,5-Trihydroxy-3,7-dimethoxyflavone; 3,4-Trihydroxy-7,3-dimethoxyflavone; Quercetin 3,7-Dimethyl ether; quercetin 7,3-dimethyl ether; MYMGKIQXYXSRIJ-UHFFFAOYSA-N; Rhamnazin, >=99\\% (HPLC); 7,3-Di-O-methylquercetin; 3,7-Dimethylquercetin; 7,3-Dimethylquercetin; RHAMNAZIN with HPLC; NCI60_027977; rhamnacene; Rhamnacine; Rhamnazin; 3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4-chromenone; 3,5-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-7-methoxy-chromone; AIDS-147836; AIDS147836; NSC678106; 552-54-5; 3,5-Dihydroxy-2- (4-hydroxy-3-methoxyphenyl) -7-methoxy-4H-1-benzopyran-4-one; 3,5-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one



数据库引用编号

14 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

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)

111 个相关的物种来源信息

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

  • Fei Mei, Yuan Liu, Shuang Zheng. Rhamnazin Inhibits Hepatocellular Carcinoma Cell Aggressiveness in Vitro via Glutathione Peroxidase 4-Dependent Ferroptosis. The Tohoku journal of experimental medicine. 2022 Sep; 258(2):111-120. doi: 10.1620/tjem.2022.j061. [PMID: 35896364]
  • Xue-Yi Wu, Tian Wang, Hui-Xin Hu, Kan Zhang, Yu Zhao, Bao-Bing Zhao, Hong-Xiang Lou, Xiao-Ning Wang, Tao Shen. The alleviative effect of flavonol-type Nrf2 activator rhamnazin from Physalis alkekengi L. var. franchetii (Mast.) Makino on pulmonary disorders. Phytotherapy research : PTR. 2022 Apr; 36(4):1692-1707. doi: 10.1002/ptr.7403. [PMID: 35129872]
  • Wenjuan Wang, Yuanyuan Liu, Fenfang Che, Hao Li, Jiangang Liu, Nan Wu, Yanxiang Gu, Yun Wei. Isolation and purification of flavonoids from Euonymus alatus by high-speed countercurrent chromatography and neuroprotective effect of rhamnazin-3-O-rutinoside in vitro. Journal of separation science. 2021 Dec; 44(24):4422-4430. doi: 10.1002/jssc.202100607. [PMID: 34670011]
  • Tran Manh Hung, Joo Sang Lee, Nguyen Ngoc Chuong, Jeong Ah Kim, Sang Ho Oh, Mi Hee Woo, Jae Sue Choi, Byung Sun Min. Kinetics and molecular docking studies of cholinesterase inhibitors derived from water layer of Lycopodiella cernua (L.) Pic. Serm. (II). Chemico-biological interactions. 2015 Oct; 240(?):74-82. doi: 10.1016/j.cbi.2015.07.008. [PMID: 26297990]
  • Li Zhang, Chen-chen Zhu, Zhong-xiang Zhao, Chao-zhan Lin. [Simultaneous determination of seven flavonoids in Nervilia fordii with HPLC]. Yao xue xue bao = Acta pharmaceutica Sinica. 2011 Oct; 46(10):1237-40. doi: . [PMID: 22242457]
  • Jie Zhang, Baoquan Li, Feng Feng, Yuping Tang, Wenyuan Liu. [Chemical constituents from Callicarpa nudiflora and their hemostatic activity]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2010 Dec; 35(24):3297-301. doi: . [PMID: 21438394]
  • Li-Wen Tian, Ying Pei, Ying-Jun Zhang, Yi-Fei Wang, Chong-Ren Yang. 7-O-methylkaempferol and -quercetin glycosides from the whole plant of Nervilia fordii. Journal of natural products. 2009 Jun; 72(6):1057-60. doi: 10.1021/np800760p. [PMID: 19422205]
  • Guang-Xiong Zhou, Chuan-Li Lu, Heng-Shan Wang, Xin-Sheng Yao. An acetyl flavonol from Nervilia fordii (Hance) Schltr. Journal of Asian natural products research. 2009 Jun; 11(6):498-502. doi: 10.1080/10286020902893074. [PMID: 20183281]
  • Chuan-Li Lu, Guang-Xiong Zhou, Heng-Shan Wang, Yao-Lan Li, Xin-Sheng Yao. [Studies on the chemical constituents of Nerviliae fordii]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2009 Mar; 32(3):373-5. doi: . [PMID: 19565714]
  • Han-shen Zhen, Yan-yuan Zhou, Ye-fei Yuan, Huan-heng Mo, Zhen-guo Zhong, Chen-yan Liang. [Studies on the chemical constituents of the ethyl acetate portion of Nervilia fordii]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2007 Aug; 30(8):942-5. doi: . [PMID: 18074840]
  • N D Martini, D R P Katerere, J N Eloff. Biological activity of five antibacterial flavonoids from Combretum erythrophyllum (Combretaceae). Journal of ethnopharmacology. 2004 Aug; 93(2-3):207-12. doi: 10.1016/j.jep.2004.02.030. [PMID: 15234754]
  • M López-Lázaro, C Martín-Cordero, F Cortés, J Piñero, M J Ayuso. Cytotoxic activity of flavonoids and extracts from Retama sphaerocarpa Boissier. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2000 Jan; 55(1-2):40-3. doi: 10.1515/znc-2000-1-209. [PMID: 10739098]
  • H Haraguchi, I Ohmi, S Sakai, A Fukuda, Y Toihara, T Fujimoto, N Okamura, A Yagi. Effect of Polygonum hydropiper sulfated flavonoids on lens aldose reductase and related enzymes. Journal of natural products. 1996 Apr; 59(4):443-5. doi: 10.1021/np9601622. [PMID: 8699190]
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