Lonicerin (BioDeep_00000270477)

Main id: BioDeep_00000004310

 

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


7-[[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-2-tetrahydropyranyl]oxy]-2-tetrahydropyranyl]oxy]-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-chromenone

化学式: C27H30O15 (594.1585)
中文名称: 忍冬苷
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c(C(=O)5)(c1OC(=C5)c(c4)cc(c(c4)O)O)c(O)cc(OC(C2OC(O3)C(C(O)C(O)C(C)3)O)OC(CO)C(C2O)O)c1
InChI: InChI=1S/C27H30O15/c1-9-20(33)22(35)24(37)26(38-9)42-25-23(36)21(34)18(8-28)41-27(25)39-11-5-14(31)19-15(32)7-16(40-17(19)6-11)10-2-3-12(29)13(30)4-10/h2-7,9,18,20-31,33-37H,8H2,1H3/t9-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1

描述信息

Lonicerin is an anti-algE (alginate secretion protein) flavonoid with inhibitory activity for P. aeruginosa. Lonicerin prevents inflammation and apoptosis in LPS-induced acute lung injury[1][2].
Lonicerin is an anti-algE (alginate secretion protein) flavonoid with inhibitory activity for P. aeruginosa. Lonicerin prevents inflammation and apoptosis in LPS-induced acute lung injury[1][2].

同义名列表

20 个代谢物同义名

7-[[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-2-tetrahydropyranyl]oxy]-2-tetrahydropyranyl]oxy]-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-chromenone; 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-chromen-4-one; 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-methylol-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-chromone; 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy-oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-chromen-4-one; 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxychromen-4-one; 7-((2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4H-1-benzopyran-4-one; 2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside; Luteolin 7-O-neohesperidoside; luteolin 7-neohesperidoside; luteoline-7-rhamnoglucoside; luteolin-7-O-rhamnoside; Luteolin-7-rutinoside; veronicastroside; Scolymoside; CHEBI:31788; 25694-72-8; Lonicerin; C12630; 2- (3,4-Dihydroxyphenyl) -5-hydroxy-7- [ 2-O- (6-deoxy-alpha-L-mannopyranosyl) -beta-D-glucopyranosyloxy ] -4H-1-benzopyran-4-one; Scolymoside



数据库引用编号

13 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

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)

162 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。

亚细胞结构定位 关联基因列表
Cytoplasm 8 ATG5, EGFR, IL13, IL18, MYD88, NLRP3, SIRT1, TLR4
Peripheral membrane protein 2 ATG5, GORASP1
Endosome membrane 3 EGFR, MYD88, TLR4
Endoplasmic reticulum membrane 2 CD59, EGFR
Nucleus 5 EGFR, EZH2, MYD88, NLRP3, SIRT1
autophagosome 1 ATG5
cytosol 6 ATG5, GPT, IL18, MYD88, NLRP3, SIRT1
nucleoplasm 2 EZH2, SIRT1
Cell membrane 4 CD59, EGFR, TLR4, TNF
Cytoplasmic side 1 GORASP1
ruffle membrane 1 EGFR
Early endosome membrane 1 EGFR
Golgi apparatus membrane 2 GORASP1, NLRP3
Synapse 1 EZH2
cell junction 1 EGFR
cell surface 5 CD59, EGFR, MYD88, TLR4, TNF
glutamatergic synapse 2 ATG5, EGFR
Golgi apparatus 1 GORASP1
Golgi membrane 4 CD59, EGFR, GORASP1, NLRP3
neuronal cell body 1 TNF
postsynapse 1 ATG5
Cytoplasm, cytosol 2 IL18, NLRP3
endosome 1 EGFR
plasma membrane 8 CD59, EGFR, IFNLR1, IGHE, MUC5AC, MYD88, TLR4, TNF
Membrane 6 ATG5, CD59, EGFR, IFNLR1, NLRP3, TLR4
apical plasma membrane 1 EGFR
axon 1 ATG5
basolateral plasma membrane 1 EGFR
extracellular exosome 3 CD59, GPT, MUC5AC
endoplasmic reticulum 1 NLRP3
extracellular space 11 CCL11, CD59, EGFR, IGHE, IL13, IL18, IL4, IL5, IL6, MUC5AC, TNF
perinuclear region of cytoplasm 2 EGFR, TLR4
Schaffer collateral - CA1 synapse 1 ATG5
mitochondrion 2 NLRP3, SIRT1
protein-containing complex 3 ATG5, EGFR, MYD88
chromatin silencing complex 2 EZH2, SIRT1
ESC/E(Z) complex 1 EZH2
pericentric heterochromatin 1 EZH2
pronucleus 1 EZH2
Single-pass type I membrane protein 4 EGFR, IFNLR1, IGHE, TLR4
Secreted 8 CCL11, IL13, IL18, IL4, IL5, IL6, MUC5AC, NLRP3
extracellular region 10 CCL11, IGHE, IL13, IL18, IL4, IL5, IL6, MUC5AC, NLRP3, TNF
nuclear membrane 1 EGFR
external side of plasma membrane 4 CD59, IL13, TLR4, TNF
nucleolus 1 SIRT1
Early endosome 1 TLR4
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 CD59
heterochromatin 1 SIRT1
Membrane raft 2 EGFR, TNF
focal adhesion 2 CD59, EGFR
cis-Golgi network 1 GORASP1
extracellular matrix 1 MUC5AC
intracellular vesicle 1 EGFR
Nucleus, PML body 1 SIRT1
PML body 1 SIRT1
axoneme 1 ATG5
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 1 NLRP3
nuclear inner membrane 1 SIRT1
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 2 EGFR, TLR4
chromatin 2 EZH2, SIRT1
IgE immunoglobulin complex 1 IGHE
phagocytic cup 2 TLR4, TNF
phagocytic vesicle membrane 1 ATG5
Chromosome 1 EZH2
chromosome, telomeric region 1 EZH2
Lipid-anchor, GPI-anchor 1 CD59
[Isoform 2]: Cell membrane 1 IGHE
fibrillar center 1 SIRT1
nuclear envelope 1 SIRT1
Endomembrane system 1 NLRP3
microtubule organizing center 1 NLRP3
Preautophagosomal structure membrane 1 ATG5
Atg12-Atg5-Atg16 complex 1 ATG5
mitochondria-associated endoplasmic reticulum membrane contact site 1 ATG5
phagophore assembly site membrane 1 ATG5
specific granule membrane 1 CD59
tertiary granule membrane 1 CD59
euchromatin 1 SIRT1
side of membrane 1 CD59
basal plasma membrane 1 EGFR
synaptic membrane 1 EGFR
lipopolysaccharide receptor complex 1 TLR4
Golgi lumen 1 MUC5AC
endoplasmic reticulum lumen 1 IL6
transport vesicle 1 CD59
Endoplasmic reticulum-Golgi intermediate compartment membrane 2 CD59, GORASP1
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
ER to Golgi transport vesicle membrane 1 CD59
clathrin-coated endocytic vesicle membrane 1 EGFR
extrinsic component of cytoplasmic side of plasma membrane 1 MYD88
eNoSc complex 1 SIRT1
rDNA heterochromatin 1 SIRT1
extrinsic component of plasma membrane 1 MYD88
mucus layer 1 MUC5AC
[Isoform 3]: Cell membrane 1 IGHE
transferase complex 1 ATG5
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
[Isoform 1]: Secreted 1 IGHE
IgE B cell receptor complex 1 IGHE
immunoglobulin complex, circulating 1 IGHE
interleukin-6 receptor complex 1 IL6
interleukin-28 receptor complex 1 IFNLR1
phagophore 1 ATG5
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
[SirtT1 75 kDa fragment]: Cytoplasm 1 SIRT1


文献列表

  • Li-Zhi Gu, Hong Sun. Lonicerin prevents inflammation and apoptosis in LPS-induced acute lung injury. Frontiers in bioscience (Landmark edition). 2020 01; 25(3):480-497. doi: 10.2741/4815. [PMID: 31585898]
  • In-Chul Lee, Jong-Sup Bae. Hepatoprotective effects of vicenin-2 and scolymoside through the modulation of inflammatory pathways. Journal of natural medicines. 2020 Jan; 74(1):90-97. doi: 10.1007/s11418-019-01348-x. [PMID: 31350693]
  • Zhongren Xu, Kun Li, Taowen Pan, Jing Liu, Bin Li, Chuanxun Li, Shouyu Wang, Yunpeng Diao, Xinguang Liu. Lonicerin, an anti-algE flavonoid against Pseudomonas aeruginosa virulence screened from Shuanghuanglian formula by molecule docking based strategy. Journal of ethnopharmacology. 2019 Jul; 239(?):111909. doi: 10.1016/j.jep.2019.111909. [PMID: 31026553]
  • In-Chul Lee, Jong-Sup Bae. Anti-inflammatory effects of vicenin-2 and scolymoside on polyphosphate-mediated vascular inflammatory responses. Inflammation research : official journal of the European Histamine Research Society ... [et al.]. 2016 Mar; 65(3):203-12. doi: 10.1007/s00011-015-0906-x. [PMID: 26621502]
  • Wonhwa Lee, Sae-Kwang Ku, Jong-Sup Bae. Ameliorative Effect of Vicenin-2 and Scolymoside on TGFBIp-Induced Septic Responses. Inflammation. 2015 Dec; 38(6):2166-77. doi: 10.1007/s10753-015-0199-9. [PMID: 26084452]
  • Wonhwa Lee, Eun-Kyung Yoon, Kyung-Min Kim, Dong Ho Park, Jong-Sup Bae. Antiseptic effect of vicenin-2 and scolymoside from Cyclopia subternata (honeybush) in response to HMGB1 as a late sepsis mediator in vitro and in vivo. Canadian journal of physiology and pharmacology. 2015 Aug; 93(8):709-20. doi: 10.1139/cjpp-2015-0021. [PMID: 26243020]
  • Donatella Negro, Vincenzo Montesano, Sabrina Grieco, Pasquale Crupi, Giulio Sarli, Antonino De Lisi, Gabriella Sonnante. Polyphenol compounds in artichoke plant tissues and varieties. Journal of food science. 2012 Feb; 77(2):C244-52. doi: 10.1111/j.1750-3841.2011.02531.x. [PMID: 22251096]
  • Elizabeth Joubert, Marena Manley, Christina Maicu, Dalene de Beer. Effect of pre-drying treatments and storage on color and phenolic composition of green honeybush (Cyclopia subternata) herbal tea. Journal of agricultural and food chemistry. 2010 Jan; 58(1):338-44. doi: 10.1021/jf902754b. [PMID: 19916502]
  • Cong Zhang, Zhiqi Yin, Wencai Ye, Yuzhen Guan, Lian Guo, Jian Zhang, Wenbin Shen. [Chemical constituents from stems of Lonicera japonica]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Dec; 34(23):3051-3. doi: . [PMID: 20222422]
  • Milan Nagy, Lívia Krizková, Pavel Mucaji, Zuzana Kontseková, Frantisek Sersen, Juraj Krajcovic. Antimutagenic activity and radical scavenging activity of water infusions and phenolics from ligustrum plants leaves. Molecules (Basel, Switzerland). 2009 Jan; 14(1):509-18. doi: 10.3390/molecules14010509. [PMID: 19169198]
  • Jian-Liang Zhou, Zheng-Ming Qian, Yong-Dong Luo, Dan Tang, Hong Chen, Ling Yi, Ping Li. Screening and mechanism study of components targeting DNA from the Chinese herb Lonicera japonica by liquid chromatography/mass spectrometry and fluorescence spectroscopy. Biomedical chromatography : BMC. 2008 Oct; 22(10):1164-72. doi: 10.1002/bmc.1040. [PMID: 18506743]
  • Dan Tang, Hui-Jun Li, Jun Chen, Chao-Wei Guo, Ping Li. Rapid and simple method for screening of natural antioxidants from Chinese herb Flos Lonicerae Japonicae by DPPH-HPLC-DAD-TOF/MS. Journal of separation science. 2008 Oct; 31(20):3519-26. doi: 10.1002/jssc.200800173. [PMID: 18830958]
  • Zheng-Ming Qian, Su-Juan Qin, Ling Yi, Hui-Jun Li, Ping Li, Xiao-Dong Wen. Binding study of Flos Lonicerae Japonicae with bovine serum albumin using centrifugal ultrafiltration and liquid chromatography. Biomedical chromatography : BMC. 2008 Feb; 22(2):202-6. doi: 10.1002/bmc.916. [PMID: 18004737]
  • Zheng-Ming Qian, Hui-Jun Li, Ping Li, Mei-Ting Ren, Dan Tang. Simultaneous qualitation and quantification of thirteen bioactive compounds in Flos lonicerae by high-performance liquid chromatography with diode array detector and mass spectrometry. Chemical & pharmaceutical bulletin. 2007 Jul; 55(7):1073-6. doi: 10.1248/cpb.55.1073. [PMID: 17603205]
  • Xianfeng Zhu, Hongxun Zhang, Raymond Lo. Phenolic compounds from the leaf extract of artichoke (Cynara scolymus L.) and their antimicrobial activities. Journal of agricultural and food chemistry. 2004 Dec; 52(24):7272-8. doi: 10.1021/jf0490192. [PMID: 15563206]
  • B Irene Kamara, D Jacobus Brand, E Vincent Brandt, Elizabeth Joubert. Phenolic metabolites from honeybush tea (Cyclopia subternata). Journal of agricultural and food chemistry. 2004 Aug; 52(17):5391-5. doi: 10.1021/jf040097z. [PMID: 15315375]
  • F M Hammouda, M M Seif el-Nasr, A A Shahat. Flavonoids of Cynara scolymus L. cultivated in Egypt. Plant foods for human nutrition (Dordrecht, Netherlands). 1993 Sep; 44(2):163-9. doi: 10.1007/bf01088381. [PMID: 8378274]
  • I Inagaki, A Sakushima, S Hisada, S Nishibe, N Morita. [Comparison of lonicerin and veronicastroside (author's transl)]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 1974 Apr; 94(4):524-5. doi: 10.1248/yakushi1947.94.4_524. [PMID: 4473018]