Grandisin (BioDeep_00000002746)

   

natural product PANOMIX_OTCML-2023 PANOMIX_OTCML-2025


代谢物信息卡片


(2S,3S,4S,5S)-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)oxolane

  化学式: C24H32O7 (432.2148)
中文名称: 大木姜子素
  谱图信息: 最多检出来源 Viridiplantae(otcml) 19.14%

Reviewed

Last reviewed on 2025-06-05.

Cite this Page

Grandisin. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/grandisin (retrieved 2026-01-16) (BioDeep RN: BioDeep_00000002746). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CC1C(C(OC1C2=CC(=C(C(=C2)OC)OC)OC)C3=CC(=C(C(=C3)OC)OC)OC)C
InChI: InChI=1S/C24H32O7/c1-13-14(2)22(16-11-19(27-5)24(30-8)20(12-16)28-6)31-21(13)15-9-17(25-3)23(29-7)18(10-15)26-4/h9-14,21-22H,1-8H3


描述信息

同义名列表

10 个代谢物同义名

Grandisin; 3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)oxolane; (+)-Grandisin; Grandisin; (2S,3S,4S,5S)-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)oxolane; (2S,3S,4S,5S)-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)tetrahydrofuran; AC1L9DK8; Furan, tetrahydro-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)-, (2alpha,3beta,4alpha,5beta)-(-)-; ACon1_002138; MEGxp0_001262



数据库引用编号

16 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome()

BioCyc()

PlantCyc()

代谢反应

个相关的代谢反应过程信息。

Reactome()

BioCyc()

WikiPathways()

Plant Reactome()

INOH()

PlantCyc()

COVID-19 Disease Map()

PathBank()

PharmGKB()

64 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 7 CASP3, CYP2C9, CYP2D6, CYP2E1, CYP3A4, MAPKAPK2, VEGFA
Peripheral membrane protein 2 CYP1B1, CYP2E1
Endoplasmic reticulum membrane 7 CYP1A2, CYP1B1, CYP2C9, CYP2D6, CYP2E1, CYP3A4, CYP3A5
Nucleus 3 CASP3, MAPKAPK2, VEGFA
cytosol 2 CASP3, MAPKAPK2
centrosome 1 MAPKAPK2
nucleoplasm 2 CASP3, MAPKAPK2
Cell membrane 2 OPRD1, TNF
Multi-pass membrane protein 1 OPRD1
cell surface 2 TNF, VEGFA
glutamatergic synapse 1 CASP3
Golgi apparatus 1 VEGFA
mitochondrial inner membrane 1 CYP2E1
neuronal cell body 2 CASP3, TNF
presynaptic membrane 1 OPRD1
plasma membrane 4 CYP2C9, IFNLR1, OPRD1, TNF
synaptic vesicle membrane 1 OPRD1
Membrane 7 CYP1B1, CYP2D6, CYP3A4, CYP3A5, IFNLR1, OPRD1, VEGFA
extracellular exosome 1 MAPKAPK2
endoplasmic reticulum 2 CYP2D6, VEGFA
extracellular space 2 TNF, VEGFA
adherens junction 1 VEGFA
mitochondrion 2 CYP1B1, CYP2D6
intracellular membrane-bounded organelle 7 CYP1A2, CYP1B1, CYP2C9, CYP2D6, CYP2E1, CYP3A4, CYP3A5
Microsome membrane 7 CYP1A2, CYP1B1, CYP2C9, CYP2D6, CYP2E1, CYP3A4, CYP3A5
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 IFNLR1
Secreted 1 VEGFA
extracellular region 2 TNF, VEGFA
Single-pass membrane protein 1 CYP2D6
external side of plasma membrane 1 TNF
Secreted, extracellular space, extracellular matrix 1 VEGFA
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Mitochondrion inner membrane 1 CYP2E1
Membrane raft 1 TNF
extracellular matrix 1 VEGFA
secretory granule 1 VEGFA
neuron projection 1 OPRD1
phagocytic cup 1 TNF
platelet alpha granule lumen 1 VEGFA
axon terminus 1 OPRD1
postsynaptic density membrane 1 OPRD1
neuronal dense core vesicle 1 OPRD1
death-inducing signaling complex 1 CASP3
dendrite membrane 1 OPRD1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
[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
spine apparatus 1 OPRD1
interleukin-28 receptor complex 1 IFNLR1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Victor H B de Andrade, Erick Y M Rodrigues, Nayara A F Dias, Gabriela F C Ferreira, Diego B de Carvalho, Amarith R das Neves, Paola M V Coronel, Murilo K A Yonekawa, Eduardo B Parisotto, Edson A Dos Santos, Albert S Souza, Edgar J Paredes-Gamero, Kamylla S de Sousa, Letícia L de Souza, Leonardo B M Resstel, Adriano C M Baroni, Davi C Lagatta. Neuroprotective Profile of Triazole Grandisin Analogue against Amyloid-Beta Oligomer-Induced Cognitive Impairment. ACS chemical neuroscience. 2023 Dec; 14(24):4298-4310. doi: 10.1021/acschemneuro.3c00443. [PMID: 38048522]
  • André M Marques, Alexandre Siqueira da Rocha Queiroz, Elsie F Guimarães, Ana Carolina Mafud, Paulo de Sousa Carvalho, Yvonne Primerano Mascarenhas, Thais da Silva Barenco, Pâmella Dourila N Souza, David William Provance, José Hamilton M do Nascimento, Cristiano G Ponte, Maria Auxiliadora C Kaplan, Davyson de Lima Moreira, Maria Raquel Figueiredo. Piper tectoniifolium Kunth: A New Natural Source of the Bioactive Neolignan (-)-Grandisin. Molecules (Basel, Switzerland). 2022 Feb; 27(4):. doi: 10.3390/molecules27041151. [PMID: 35208941]
  • Sajin K Francis, Beena James, Sunil Varughese, Mangalam S Nair. Phytochemical investigation on Myristica fragrans stem bark. Natural product research. 2019 Apr; 33(8):1204-1208. doi: 10.1080/14786419.2018.1457670. [PMID: 29607669]
  • Maísa Daniela Habenschus, Fernanda de Lima Moreira, Norberto Peporine Lopes, Anderson R M de Oliveira. In Vitro Inhibition of Human CYP450s 1A2, 2C9, 3A4/5, 2D6 and 2E1 by Grandisin. Planta medica. 2017 May; 83(8):727-736. doi: 10.1055/s-0042-124615. [PMID: 28073119]
  • N M Hegazi, A N Hashim. Grandisin, 2-methoxy 6,7,2',6'-tetrahydroxy flavanone 6-O-glucoside, from Cassia grandis leaves - antioxidant and cytotoxic activities. Die Pharmazie. 2016 Sep; 71(9):544-547. doi: 10.1691/ph.2016.6634. [PMID: 29441853]
  • Leandro De Santis Ferreira, Daniel Roberto Callejon, Anna Engemann, Benedikt Cramer, Hans-Ulrich Humpf, Valéria Priscila de Barros, Marilda das Dores Assis, Denise Brentan da Silva, Sérgio de Albuquerque, Laura Tiemi Okano, Massuo Jorge Kato, Norberto Peporine Lopes. In vitro metabolism of grandisin, a lignan with anti-chagasic activity. Planta medica. 2012 Dec; 78(18):1939-41. doi: 10.1055/s-0032-1327876. [PMID: 23150073]
  • Clécio S Ramos, Massuo J Kato. Secondary metabolites from the phloem of Piper solmsianum (Piperaceae) in the honeydew of Edessa meditabunda. Phytochemical analysis : PCA. 2012 Nov; 23(6):604-6. doi: 10.1002/pca.2361. [PMID: 22407565]
  • Marcelo de Sousa Vieira, Valéria de Oliveira, Eliana Martins Lima, Massuo Jorge Kato, Marize C Valadares. In vitro basal cytotoxicity assay applied to estimate acute oral systemic toxicity of grandisin and its major metabolite. Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie. 2011 Jul; 63(5):505-10. doi: 10.1016/j.etp.2010.03.012. [PMID: 20466527]
  • Adryano A V Carvalho, Pablinny M Galdino, Marcus V M Nascimento, Massuo J Kato, Marize C Valadares, Luiz C Cunha, Elson A Costa. Antinociceptive and antiinflammatory activities of grandisin extracted from Virola surinamensis. Phytotherapy research : PTR. 2010 Jan; 24(1):113-8. doi: 10.1002/ptr.2882. [PMID: 19468987]
  • Marize C Valadares, Isabel Crhistyna Teles de Carvalho, Luiz de Oliveira Junior, Marcelo de Sousa Vieira, Polyana Lopes Benfica, Flávio Silva de Carvalho, Lorenna Vieira Silva Andrade, Eliana Martins Lima, Massuo Jorge Kato. Cytotoxicity and antiangiogenic activity of grandisin. The Journal of pharmacy and pharmacology. 2009 Dec; 61(12):1709-14. doi: 10.1211/jpp/61.12.0017. [PMID: 19958595]
  • Jian-Xin Pu, Xue-Mei Gao, Chun Lei, Wei-Lie Xiao, Rui-Rui Wang, Li-Bin Yang, Yong Zhao, Li-Mei Li, Sheng-Xiong Huang, Yong-Tang Zheng, Han-Dong Sun. Three new compounds from Kadsura longipedunculata. Chemical & pharmaceutical bulletin. 2008 Aug; 56(8):1143-6. doi: 10.1248/cpb.56.1143. [PMID: 18670115]