Afzelechin (BioDeep_00000000896)

 

Secondary id: BioDeep_00000269912

PANOMIX_OTCML-2023 natural product Volatile Flavor Compounds


代谢物信息卡片


2H-1-Benzopyran-3,5,7-triol, 3,4-dihydro-2-(4-hydroxyphenyl)-, (2R-trans)-

化学式: C15H14O5 (274.0841194)
中文名称: (+)-阿夫儿茶精, 阿夫儿茶精
谱图信息: 最多检出来源 Viridiplantae(plant) 0.23%

分子结构信息

SMILES: C1(O)C=C2O[C@]([H])(C3C=CC(O)=CC=3)[C@@]([H])(O)CC2=C(O)C=1
InChI: InChI=1S/C15H14O5/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15/h1-6,13,15-19H,7H2/t13-,15+/m0/s1

描述信息

Afzelechin is a tetrahydroxyflavan that is (2S)-flavan substituted by hydroxy groups at positions 3, 5, 7 and 4 respectively. It has a role as a plant metabolite and an EC 3.2.1.20 (alpha-glucosidase) inhibitor. It is a tetrahydroxyflavan and a catechin. It derives from a hydride of a (2S)-flavan.
Afzelechin is a natural product found in Cassipourea gummiflua, Bergenia ligulata, and other organisms with data available.
A tetrahydroxyflavan that is (2S)-flavan substituted by hydroxy groups at positions 3, 5, 7 and 4 respectively.

同义名列表

13 个代谢物同义名

2H-1-Benzopyran-3,5,7-triol, 3,4-dihydro-2-(4-hydroxyphenyl)-, (2R-trans)-; 2H-1-Benzopyran-3,5,7-triol, 3,4-dihydro-2-(4-hydroxyphenyl)-, (2R,3S)-; (2R,3S)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol; (2R,3R)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol; (2R,3S)-2-(4-Hydroxyphenyl)-3,5,7-chromanetriol; 3,5,7,4-Tetrahydroxyflavan; 3,4,5,7-Flavantetrol, (+)-; CHROMIUMPOTASSIUMSULFATE; (2R,3S)-afzelechin; (+)-Afzelechin; afzelechin; (+)-Afzelechin ;NSC 135065; Afzelechin



数据库引用编号

21 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(2)

代谢反应

6 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(5)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

95 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

  • Michał Gleńsk, Marta K Dudek, Maciej Ciach, Maciej Włodarczyk. Isolation and structural determination of flavan-3-ol derivatives from the Polypodium vulgare L. rhizomes water extract. Natural product research. 2021 May; 35(9):1474-1483. doi: 10.1080/14786419.2019.1655302. [PMID: 31538499]
  • Yang Zeng, Yu-Xia Sun, Xiu-Hua Meng, Tao Yu, Hong-Tao Zhu, Ying-Jun Zhang. A new methylene bisflavan-3-ol from the branches and leaves of Potentilla fruticosa. Natural product research. 2020 May; 34(9):1238-1245. doi: 10.1080/14786419.2018.1557169. [PMID: 30663382]
  • Xuemei Guo, Piaopiao Long, Qilu Meng, Chi-Tang Ho, Liang Zhang. An emerging strategy for evaluating the grades of Keemun black tea by combinatory liquid chromatography-Orbitrap mass spectrometry-based untargeted metabolomics and inhibition effects on α-glucosidase and α-amylase. Food chemistry. 2018 Apr; 246(?):74-81. doi: 10.1016/j.foodchem.2017.10.148. [PMID: 29291881]
  • Kengo Hori, Mikiyo Wada, Shoji Yahara, Takashi Watanabe, Hari Prasad Devkota. Antioxidant phenolic compounds from the rhizomes of Astilbe rivularis. Natural product research. 2018 Feb; 32(4):453-456. doi: 10.1080/14786419.2017.1309536. [PMID: 28361551]
  • Rui Fang, Sally P Redfern, Don Kirkup, Elaine A Porter, Geoffrey C Kite, Leon A Terry, Mark J Berry, Monique S J Simmonds. Variation of theanine, phenolic, and methylxanthine compounds in 21 cultivars of Camellia sinensis harvested in different seasons. Food chemistry. 2017 Apr; 220(?):517-526. doi: 10.1016/j.foodchem.2016.09.047. [PMID: 27855934]
  • Batsukh Odonbayar, Toshihiro Murata, Javzan Batkhuu, Kosho Yasunaga, Rina Goto, Kenroh Sasaki. Antioxidant Flavonols and Phenolic Compounds from Atraphaxis frutescens and Their Inhibitory Activities against Insect Phenoloxidase and Mushroom Tyrosinase. Journal of natural products. 2016 Dec; 79(12):3065-3071. doi: 10.1021/acs.jnatprod.6b00720. [PMID: 28006914]
  • J Andrew Jones, Shannon M Collins, Victoria R Vernacchio, Daniel M Lachance, Mattheos A G Koffas. Optimization of naringenin and p-coumaric acid hydroxylation using the native E. coli hydroxylase complex, HpaBC. Biotechnology progress. 2016 Jan; 32(1):21-5. doi: 10.1002/btpr.2185. [PMID: 26488898]
  • María Luisa Mateos-Martín, Elisabet Fuguet, Allan Jiménez-Ardón, Libia Herrero-Uribe, Giselle Tamayo-Castillo, Josep Lluís Torres. Identification of polyphenols from antiviral Chamaecrista nictitans extract using high-resolution LC-ESI-MS/MS. Analytical and bioanalytical chemistry. 2014 Sep; 406(22):5501-6. doi: 10.1007/s00216-014-7982-6. [PMID: 24969467]
  • Mohamed A Farag, Mohamed S Abdelfattah, Sherif E A Badr, Ludger A Wessjohann. Profiling the chemical content of Ficus lyrata extracts via UPLC-PDA-qTOF-MS and chemometrics. Natural product research. 2014; 28(19):1549-56. doi: 10.1080/14786419.2014.926353. [PMID: 24934244]
  • Ik-Soo Lee, Song Yi Yu, Seung-Hyun Jung, Yu-Ri Lee, Yun Mi Lee, Joo-Hwan Kim, Hang Sun, Jin Sook Kim. Proanthocyanidins from Spenceria ramalana and their effects on AGE formation in vitro and hyaloid-retinal vessel dilation in larval zebrafish in vivo. Journal of natural products. 2013 Oct; 76(10):1881-8. doi: 10.1021/np400442b. [PMID: 24131240]
  • Mingzhe Gao, Hongbin Xiao. Activity-guided isolation of antioxidant compounds from Rhizophora apiculata. Molecules (Basel, Switzerland). 2012 Sep; 17(9):10675-82. doi: 10.3390/molecules170910675. [PMID: 22955456]
  • Xingcui Li, Hongqing Wang, Chao Liu, Ruoyun Chen. [Chemical constituents of Acacia catechu]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2010 Jun; 35(11):1425-7. doi: . [PMID: 20822013]
  • Andrea Seccon, Daniela W Rosa, Rilton A Freitas, Maique W Biavatti, Tania B Creczynski-Pasa. Antioxidant activity and low cytotoxicity of extracts and isolated compounds from Araucaria angustifolia dead bark. Redox report : communications in free radical research. 2010; 15(6):234-42. doi: 10.1179/135100010x12826446921789. [PMID: 21208522]
  • Soumaya Kilani-Jaziri, Aicha Neffati, Ilef Limem, Jihed Boubaker, Ines Skandrani, Mohamed Ben Sghair, Ines Bouhlel, Wissem Bhouri, Anne Marie Mariotte, Kamel Ghedira, Marie-Genviève Dijoux Franca, Leila Chekir-Ghedira. Relationship correlation of antioxidant and antiproliferative capacity of Cyperus rotundus products towards K562 erythroleukemia cells. Chemico-biological interactions. 2009 Sep; 181(1):85-94. doi: 10.1016/j.cbi.2009.04.014. [PMID: 19446539]
  • Lauro M de Souza, Thales R Cipriani, Marcello Iacomini, Philip A J Gorin, Guilherme L Sassaki. HPLC/ESI-MS and NMR analysis of flavonoids and tannins in bioactive extract from leaves of Maytenus ilicifolia. Journal of pharmaceutical and biomedical analysis. 2008 May; 47(1):59-67. doi: 10.1016/j.jpba.2007.12.008. [PMID: 18215490]
  • Helena Correia, Ana González-Paramás, Maria Teresa Amaral, Celestino Santos-Buelga, Maria Teresa Batista. Characterisation of polyphenols by HPLC-PAD-ESI/MS and antioxidant activity in Equisetum telmateia. Phytochemical analysis : PCA. 2005 Sep; 16(5):380-7. doi: 10.1002/pca.864. [PMID: 16223097]
  • Gao Li, Byung-Sun Min, Changji Zheng, Joongku Lee, Sei-Ryang Oh, Kyung-Seop Ahn, Hyeong-Kyu Lee. Neuroprotective and free radical scavenging activities of phenolic compounds from Hovenia dulcis. Archives of pharmacal research. 2005 Jul; 28(7):804-9. doi: 10.1007/bf02977346. [PMID: 16114495]
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