galbelgin (BioDeep_00000000433)

 

Secondary id: BioDeep_00000399391, BioDeep_00000420935

PANOMIX_OTCML-2023


代谢物信息卡片


Furan, 2,4-bis(3,4-dimethoxyphenyl)tetrahydro-3,4-dimethyl-, (2alpha,3beta,4beta,5alpha)-

化学式: C22H28O5 (372.1937)
中文名称: 蔚瑞昆森, 加尔加拉文, 盖尔格拉文
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 42.98%

分子结构信息

SMILES: CC1C(C(OC1C2=CC(=C(C=C2)OC)OC)C3=CC(=C(C=C3)OC)OC)C
InChI: InChI=1S/C22H28O5/c1-13-14(2)22(16-8-10-18(24-4)20(12-16)26-6)27-21(13)15-7-9-17(23-3)19(11-15)25-5/h7-14,21-22H,1-6H3/t13-,14+,21-,22+

描述信息

Galgravin is a member of the class of aryltetrahydrofurans carrying two 3,4-dimethoxyphenyl substituents at positions 2 and 5 as well as two methyl groups at positions 3 and 4. It has a role as a bone density conservation agent, a neuroprotective agent, a platelet aggregation inhibitor and a plant metabolite. It is an aryltetrahydrofuran, a dimethoxybenzene, a ring assembly and a lignan.
Galgravin is a natural product found in Schisandra propinqua, Piper mullesua, and other organisms with data available.
A member of the class of aryltetrahydrofurans carrying two 3,4-dimethoxyphenyl substituents at positions 2 and 5 as well as two methyl groups at positions 3 and 4.
Veraguensin is a lignan. It has a role as a metabolite.
Veraguensin is a natural product found in Ocotea foetens, Illicium floridanum, and other organisms with data available.
A natural product found in Acorus gramineus.
Veraguensin is a lignan compound derived from Magnolia sp.. Veraguensin can inhibit bone resorption[1]
Veraguensin is a lignan compound derived from Magnolia sp.. Veraguensin can inhibit bone resorption[1]

同义名列表

29 个代谢物同义名

Furan, 2,4-bis(3,4-dimethoxyphenyl)tetrahydro-3,4-dimethyl-, (2alpha,3beta,4beta,5alpha)-; rel-(2R,3R,4S,5S)-2,5-Bis(3,4-dimethoxyphenyl)-3,4-dimethyltetrahydrofuran; (2R,3R,4S,5S)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyl-tetrahydrofuran; (2R,3R,4S,5S)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane; (2S,3S,4R,5R)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane; 2,5-Bis-(3,4-dimethoxy-phenyl)-3,4-dimethyl-tetrahydro-furan; galgravin, (2R-(2alpha,3alpha,4beta,5alpha))-isomer; galgravin, (2alpha,3alpha,4alpha,5beta)-(+-)-isomer; galgravin, (2S-(2alpha,3beta,4alpha,5beta))-isomer; galgravin, (2alpha,3alpha,4beta,5beta)-(+)-isomer; galgravin, (2alpha,3alpha,4alpha,5alpha)-isomer; galgravin, (2alpha,3alpha,4alpha,5beta)-isomer; galgravin, (2alpha,3alpha,4beta,5alpha)-isomer; galgravin, (2alpha,3beta,4alpha,5beta)-isomer; (invertedexclamationmarkA)-Galgravin; Veraguensin; galbelgin; galgravin; (2R,3S,4S,5S)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane; (2S,3S,4S,5R)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane; (+)-Veraguensin; Veraguensine; Veragensin; AC1L9DW5; (2R,3R,4S,5S)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyltetrahydrofuran; (2R,3R,4S,5S)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyl-oxolane; ZINC04104689; 528-63-2; (+)-Veraguensin



数据库引用编号

26 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)

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 11 AIMP2, ALB, BDNF, MAPK1, MAPKAPK2, MATK, NOS3, PTGS2, TLR4, TNFSF11, VEGFA
Peripheral membrane protein 1 PTGS2
Endosome membrane 1 TLR4
Endoplasmic reticulum membrane 1 PTGS2
Nucleus 8 AIMP2, ALB, FOS, MAPK1, MAPKAPK2, NOS3, PARP1, VEGFA
cytosol 10 AIMP2, ALB, FOS, GPT, IL1B, MAPK1, MAPKAPK2, MATK, NOS3, PARP1
dendrite 2 BDNF, GRM2
nuclear body 1 PARP1
centrosome 3 ALB, MAPK1, MAPKAPK2
nucleoplasm 5 FOS, MAPK1, MAPKAPK2, NOS3, PARP1
RNA polymerase II transcription regulator complex 1 FOS
Cell membrane 4 GRM2, TLR4, TNF, TNFSF11
Multi-pass membrane protein 1 GRM2
Synapse 2 GRM2, MAPK1
cell surface 3 TLR4, TNF, VEGFA
glutamatergic synapse 1 GRM2
Golgi apparatus 4 ALB, MAPK1, NOS3, VEGFA
Golgi membrane 1 NOS3
neuronal cell body 1 TNF
presynaptic membrane 1 GRM2
synaptic vesicle 1 BDNF
Cytoplasm, cytosol 3 AIMP2, IL1B, PARP1
Lysosome 1 IL1B
plasma membrane 7 GRM2, MAPK1, MATK, NOS3, TLR4, TNF, TNFSF11
Membrane 8 AIMP2, BDNF, GRM2, MATK, PARP1, TLR4, TNFSF11, VEGFA
axon 2 BDNF, GRM2
caveola 3 MAPK1, NOS3, PTGS2
extracellular exosome 4 ALB, GPT, MAPKAPK2, MMP9
endoplasmic reticulum 4 ALB, FOS, PTGS2, VEGFA
extracellular space 8 ALB, BDNF, IL1B, IL6, MMP9, TNF, TNFSF11, VEGFA
perinuclear region of cytoplasm 3 BDNF, NOS3, TLR4
adherens junction 1 VEGFA
mitochondrion 2 MAPK1, PARP1
protein-containing complex 3 ALB, PARP1, PTGS2
Microsome membrane 1 PTGS2
Single-pass type I membrane protein 1 TLR4
Secreted 6 ALB, BDNF, IL1B, IL6, TNFSF11, VEGFA
extracellular region 9 ALB, BDNF, IL1B, IL6, MAPK1, MMP9, TNF, TNFSF11, VEGFA
anchoring junction 1 ALB
transcription regulator complex 1 PARP1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 MAPK1
external side of plasma membrane 2 TLR4, TNF
Secreted, extracellular space, extracellular matrix 2 MMP9, VEGFA
nucleolus 1 PARP1
Cytoplasm, P-body 1 NOS3
P-body 1 NOS3
Early endosome 2 MAPK1, TLR4
recycling endosome 1 TNF
Single-pass type II membrane protein 2 TNF, TNFSF11
postsynaptic membrane 1 GRM2
Membrane raft 1 TNF
Cell junction, focal adhesion 1 MAPK1
Cytoplasm, cytoskeleton, spindle 1 MAPK1
focal adhesion 1 MAPK1
spindle 1 MAPK1
extracellular matrix 1 VEGFA
collagen-containing extracellular matrix 1 MMP9
secretory granule 2 IL1B, VEGFA
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Cell projection, ruffle 1 TLR4
Late endosome 1 MAPK1
ruffle 1 TLR4
receptor complex 1 TLR4
neuron projection 1 PTGS2
ciliary basal body 1 ALB
chromatin 2 FOS, PARP1
phagocytic cup 2 TLR4, TNF
mitotic spindle 1 MAPK1
Chromosome 1 PARP1
cytoskeleton 2 MAPK1, NOS3
centriole 1 ALB
Nucleus, nucleolus 1 PARP1
spindle pole 1 ALB
nuclear replication fork 1 PARP1
chromosome, telomeric region 1 PARP1
blood microparticle 1 ALB
site of double-strand break 1 PARP1
nuclear envelope 1 PARP1
Membrane, caveola 1 MAPK1
Cell projection, dendrite 1 GRM2
Cytoplasm, Stress granule 1 NOS3
cytoplasmic stress granule 1 NOS3
pseudopodium 1 MAPK1
lipopolysaccharide receptor complex 1 TLR4
ficolin-1-rich granule lumen 2 MAPK1, MMP9
endoplasmic reticulum lumen 5 ALB, BDNF, IL6, MAPK1, PTGS2
nuclear matrix 1 FOS
platelet alpha granule lumen 2 ALB, VEGFA
tertiary granule lumen 1 MMP9
endocytic vesicle membrane 1 NOS3
Secreted, extracellular exosome 1 IL1B
azurophil granule lumen 1 MAPK1
[Isoform 2]: Cytoplasm 1 TNFSF11
[Tumor necrosis factor ligand superfamily member 11, soluble form]: Secreted 1 TNFSF11
protein-DNA complex 2 FOS, PARP1
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
site of DNA damage 1 PARP1
astrocyte projection 1 GRM2
transcription factor AP-1 complex 1 FOS
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
interleukin-6 receptor complex 1 IL6
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF
ciliary transition fiber 1 ALB
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Shih-Ming Ou, Yin-Chieh Hsu, Shu-Ling Fu, Lie-Chwen Lin, Chao-Hsiung Lin. Galgravin Isolated from Piper kadsura Ameliorates Lipopolysaccharide (LPS)-Induced Endotoxemia in Mice. International journal of molecular sciences. 2023 Nov; 24(23):. doi: 10.3390/ijms242316572. [PMID: 38068895]
  • Lulu Zhao, Songrui Wang, Xuhua Huang, Yuqi Fan, Zixiang Xue, Dongyue Yang, Huizi Ouyang, Yanxu Chang, Jun He. Pharmacokinetic and Bioavailability Studies of Galgravin after Oral and Intravenous Administration to Rats Using HPLC-MS/MS Method. BioMed research international. 2021; 2021(?):9919789. doi: 10.1155/2021/9919789. [PMID: 34350295]
  • Choong Je Ma, Young Choong Kim, Sang Hyun Sung. Compounds with neuroprotective activity from the medicinal plant Machilus thunbergii. Journal of enzyme inhibition and medicinal chemistry. 2009 Oct; 24(5):1117-21. doi: 10.1080/14756360802632971. [PMID: 19555186]
  • Xiao-Nian Li, Jian-Xin Pu, Xue Du, Liu-Meng Yang, Hui-Mei An, Chun Lei, Fei He, Xiao Luo, Yong-Tang Zheng, Yang Lu, Wei-Lie Xiao, Han-Dong Sun. Lignans with anti-HIV activity from Schisandra propinqua var. sinensis. Journal of natural products. 2009 Jun; 72(6):1133-41. doi: 10.1021/np900123z. [PMID: 19413342]
  • Li-Jia Xu, Hai-Tao Liu, Yong Peng, Wei Xiao, Shi-Lin Chen, Si-Bao Chen, Pei-Gen Xiao. [Chemical constituents from stems of Schisandra propinqua]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2008 Mar; 33(5):521-3. doi: . [PMID: 18536373]
  • Ademar A da Silva Filho, Sérgio Albuquerque, Márcio L A e Silva, Marcos N Eberlin, Daniela M Tomazela, Jairo K Bastos. Tetrahydrofuran lignans from Nectandra megapotamica with trypanocidal activity. Journal of natural products. 2004 Jan; 67(1):42-5. doi: 10.1021/np0302697. [PMID: 14738383]
  • T Biftu, N F Gamble, T Doebber, S B Hwang, T Y Shen, J Snyder, J P Springer, R Stevenson. Conformation and activity of tetrahydrofuran lignans and analogues as specific platelet activating factor antagonists. Journal of medicinal chemistry. 1986 Oct; 29(10):1917-21. doi: 10.1021/jm00160a020. [PMID: 3020247]