Rhamnetin (BioDeep_00000396881)

Main id: BioDeep_00000002499

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy- (9CI)

化学式: C16H12O7 (316.05830019999996)
中文名称: 鼠李素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1(OC)=CC2OC(C3C=C(O)C(O)=CC=3)=C(O)C(=O)C=2C(O)=C1
InChI: InChI=1/C16H12O7/c1-22-8-5-11(19)13-12(6-8)23-16(15(21)14(13)20)7-2-3-9(17)10(18)4-7/h2-6,17-19,21H,1H3

描述信息

Rhamnetin is a monomethoxyflavone that is quercetin methylated at position 7. It has a role as a metabolite, an antioxidant and an anti-inflammatory agent. It is a monomethoxyflavone and a tetrahydroxyflavone. It is functionally related to a quercetin. It is a conjugate acid of a rhamnetin-3-olate.
Rhamnetin is a natural product found in Ageratina altissima, Ammannia auriculata, and other organisms with data available.
A monomethoxyflavone that is quercetin methylated at position 7.
2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4h-chromen-4-one, also known as 7-methoxyquercetin or quercetin 7-methyl ether, 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, 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4h-chromen-4-one is considered to be a flavonoid lipid molecule. 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4h-chromen-4-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4h-chromen-4-one can be found in a number of food items such as tea, apple, sweet orange, and parsley, which makes 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4h-chromen-4-one a potential biomarker for the consumption of these food products.
Rhamnetin is a quercetin derivative found in Coriandrum sativum, inhibits secretory phospholipase A2, with antioxidant and anti-inflammatory activity[1].
Rhamnetin is a quercetin derivative found in Coriandrum sativum, inhibits secretory phospholipase A2, with antioxidant and anti-inflammatory activity[1].
Rhamnetin is a quercetin derivative found in Coriandrum sativum, inhibits secretory phospholipase A2, with antioxidant and anti-inflammatory activity[1].

同义名列表

67 个代谢物同义名

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-; 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4h-1-benzopyran-4-one; 4H-1-Benzopyran-4-one,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-; 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4H-chromen-4-one; 2-(3,4-dihydroxy-phenyl)-3,5-dihydroxy-7-methoxy-chromen-4-one; 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-chromen-4-one; 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxychromen-4-one; 5-18-05-00495 (Beilstein Handbook Reference); Flavone, 3,3,4,5-tetrahydroxy-7-methoxy-; FLAVONE, 7-METHOXY-3,3,4,5-TETRAHYDROXY-; Flavone,3,4,5-tetrahydroxy-7-methoxy-; 3,5,3,4-tetrahydroxy-7-methoxyflavone; 3,3,4,5-tetrahydroxy-7-methoxyflavone; 3,5,3,4-Tetrahydroxy-7-methoxyflaone; 3,4,5-Tetrahydroxy-7-methoxyflavone; Rhamnetin - Tech grade ca 50\\%; Rhamnetin, analytical standard; JGUZGNYPMHHYRK-UHFFFAOYSA-N; quercetin 7-methyl ether; 7-O-Methyl Quercetin; 7-O-methylquercetin; .beta.-Rhamnocitrin; 7-methoxy-quercetin; 7-methoxyquercetin; 7-methylquercetin; beta-rhamnocitrin; Spectrum3_001343; Spectrum2_000642; Spectrum5_000464; Spectrum4_001872; RHAMNETIN [MI]; DivK1c_006559; KBio2_004233; KBio1_001503; NCI60_001648; KBio2_001665; KBio2_006801; KBio3_002345; Rhamnetin; J8G; 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy- (9CI); 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4-chromenone; 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-chromone; Flavone, 3,3,4,5-tetrahydroxy-7-methoxy- (8CI); Flavonoid;.beta.-Rhamnocitrin; SDCCGMLS-0066624.P001; EINECS 201-974-1; NCGC00095624-01; SpecPlus_000463; Spectrum_001185; NCGC00095624-02; SPECTRUM310031; BSPBio_003125; KBioSS_001665; KBioGR_002367; SPBio_000643; BRN 0047741; AIDS-003059; 17799_FLUKA; CCRIS 3792; AIDS003059; C.I. 75690; NSC 19802; ST5331696; NSC19802; 90-19-7; C10176



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(2)

PlantCyc(2)

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)

87 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

  • Ö Bozkurt, S Yılmaz, Ş Alpa, M Nisari, A H Yay, T Ertekin, A Tokpınar, U Kökbaş, Ö Al, A Bozkurt, I Alkan, E Unur. Investigation of the effect of rhamnetin on mice injected with solid and ehrlich ascites tumor. Medical oncology (Northwood, London, England). 2023 Mar; 40(4):124. doi: 10.1007/s12032-023-01981-3. [PMID: 36947317]
  • Maya Rajan, Vinaya Chandran, Linu Mathew. Influence of methyl jasmonate and salicylic acid on Rhamnetin production in adventitious root cultures of Baccharoides anthelmintica (L.) Moench. Natural product research. 2022 Aug; 36(16):4182-4186. doi: 10.1080/14786419.2021.1961251. [PMID: 34350783]
  • Débora Lima Medeiros, Edson Thiago Gomes Lima, Jefferson Campos Silva, Mônica Alves Medeiros, Elayne Bessa Ferreira Pinheiro. Rhamnetin: a review of its pharmacology and toxicity. The Journal of pharmacy and pharmacology. 2022 Jun; 74(6):793-799. doi: 10.1093/jpp/rgab163. [PMID: 34931654]
  • Xiaoan Li, Tiantian Guo, Qian Feng, Tiantian Bai, Lei Wu, Yubo Liu, Xu Zheng, Jianzhong Jia, Jin Pei, Shaoping Wu, Yiming Song, Yongmin Zhang. Progress of thrombus formation and research on the structure-activity relationship for antithrombotic drugs. European journal of medicinal chemistry. 2022 Jan; 228(?):114035. doi: 10.1016/j.ejmech.2021.114035. [PMID: 34902735]
  • Chien-Chung Yang, Li-Der Hsiao, Ya-Fang Shih, Zih-Yao Yu, Chuen-Mao Yang. Anti-Inflammatory Effects of Rhamnetin on Bradykinin-Induced Matrix Metalloproteinase-9 Expression and Cell Migration in Rat Brain Astrocytes. International journal of molecular sciences. 2022 Jan; 23(2):. doi: 10.3390/ijms23020609. [PMID: 35054789]
  • Jiang Tao Zhou, Kai Da Ren, Jing Hou, Jie Chen, Guan'e Yang. α‑rhamnrtin‑3‑α‑rhamnoside exerts anti‑inflammatory effects on lipopolysaccharide‑stimulated RAW264.7 cells by abrogating NF‑κB and activating the Nrf2 signaling pathway. Molecular medicine reports. 2021 11; 24(5):. doi: 10.3892/mmr.2021.12439. [PMID: 34523697]
  • M Wang, Y Wu, W Li. Rhamnetin ameliorates macrophage-mediated inflammation and pro-atherosclerosis pathways in apolipoprotein E-deficient mice. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society. 2021 Apr; 72(2):. doi: 10.26402/jpp.2021.2.10. [PMID: 34374661]
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  • Joseph A Lutz, Manish Kulshrestha, Dennis T Rogers, John M Littleton. A nicotinic receptor-mediated anti-inflammatory effect of the flavonoid rhamnetin in BV2 microglia. Fitoterapia. 2014 Oct; 98(?):11-21. doi: 10.1016/j.fitote.2014.06.012. [PMID: 24972350]
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  • Ayako Kumagai, Nanao Horike, Yudai Satoh, Tatsuya Uebi, Tsutomu Sasaki, Yumi Itoh, Yoshiyuki Hirata, Kozue Uchio-Yamada, Kazuo Kitagawa, Shinichi Uesato, Hidehisa Kawahara, Hiroshi Takemori, Yasuo Nagaoka. A potent inhibitor of SIK2, 3, 3', 7-trihydroxy-4'-methoxyflavon (4'-O-methylfisetin), promotes melanogenesis in B16F10 melanoma cells. PloS one. 2011; 6(10):e26148. doi: 10.1371/journal.pone.0026148. [PMID: 22022544]
  • Hari Prasad Devkota, Masato Watanabe, Takashi Watanabe, Shoji Yahara. Flavonoids from the aerial parts of Diplomorpha canescens. Chemical & pharmaceutical bulletin. 2010 Jun; 58(6):859-61. doi: 10.1248/cpb.58.859. [PMID: 20523001]
  • 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]
  • Mohamed S Marzouk, Fatma A Moharram, Rabab A El Dib, Siham M El-Shenawy, Ahmed F Tawfike. Polyphenolic profile and bioactivity study of Oenothera speciosa Nutt. aerial parts. Molecules (Basel, Switzerland). 2009 Apr; 14(4):1456-67. doi: 10.3390/molecules14041456. [PMID: 19384277]
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