Vincosamide (BioDeep_00000003755)

 

Secondary id: BioDeep_00000396297

natural product PANOMIX_OTCML-2023


代谢物信息卡片


(1R,18S,19R,20S)-19-Ethenyl-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-14-one

化学式: C26H30N2O8 (498.2002)
中文名称: 喜果苷, 异长春花苷内酰胺
谱图信息: 最多检出来源 Viridiplantae(plant) 83.19%

Reviewed

Last reviewed on 2024-08-14.

Cite this Page

Vincosamide. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/vincosamide (retrieved 2025-01-06) (BioDeep RN: BioDeep_00000003755). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C=CC1C(OC2OC(CO)C(O)C(O)C2O)OC=C2C(=O)N3CCc4c([nH]c5ccccc45)C3CC21
InChI: InChI=1S/C26H30N2O8/c1-2-12-15-9-18-20-14(13-5-3-4-6-17(13)27-20)7-8-28(18)24(33)16(15)11-34-25(12)36-26-23(32)22(31)21(30)19(10-29)35-26/h2-6,11-12,15,18-19,21-23,25-27,29-32H,1,7-10H2/t12-,15+,18-,19-,21-,22+,23-,25+,26+/m1/s1

描述信息

Vincosamide is a monoterpenoid indole alkaloid.
Vincosamide is a natural product found in Camptotheca acuminata, Sinoadina racemosa, and other organisms with data available.
Strictosamide has important effects on inflammation and inflammatory pain. Strictosamide possesses antiplasmodial and antifungal activities[1].
Strictosamide has important effects on inflammation and inflammatory pain. Strictosamide possesses antiplasmodial and antifungal activities[1].
Vincosamide, an alkaloid from Psychotria leiocarpa extract, inhibits the acetylcholinesterase (AChE) activity with anti-inflammatory activity[1].
Vincosamide, an alkaloid from Psychotria leiocarpa extract, inhibits the acetylcholinesterase (AChE) activity with anti-inflammatory activity[1].

同义名列表

8 个代谢物同义名

(1R,18S,19R,20S)-19-Ethenyl-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-14-one; Oxayohimban-21-one, 19,20-didehydro-16-ethenyl-17-(beta-D-glucopyranosyloxy)-, (3beta,15beta,16alpha,17beta)-; Vincosamide, >=90\\% (LC/MS-ELSD); AC-LYS(AC)-D-ALA-D-LACTICACID; Vincoside lactam; Vincosamide; (3?,15?,16?)-21-Oxo-16-vinyl-19,20-didehydro-18-oxayohimban-17-yl ?-D-glucopyranoside; Strictosamide



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(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 7 AIMP2, CASP3, CHUK, CXCR4, MTOR, PIK3CA, VEGFA
Peripheral membrane protein 3 ACHE, GORASP1, MTOR
Endoplasmic reticulum membrane 2 KTN1, MTOR
Nucleus 7 ACHE, AIMP2, CASP3, CHUK, MPO, MTOR, VEGFA
cytosol 6 AIMP2, CASP3, CD44, CHUK, MTOR, PIK3CA
dendrite 1 MTOR
phagocytic vesicle 1 MTOR
nucleoplasm 4 CASP3, CHUK, MPO, MTOR
Cell membrane 3 ACHE, CD44, CXCR4
Cytoplasmic side 2 GORASP1, MTOR
lamellipodium 1 PIK3CA
Multi-pass membrane protein 2 CXCR4, PROM1
Golgi apparatus membrane 2 GORASP1, MTOR
Synapse 1 ACHE
cell junction 1 CXCR4
cell surface 6 ACHE, CD44, CXCR4, EPCAM, PROM1, VEGFA
glutamatergic synapse 1 CASP3
Golgi apparatus 4 ACHE, CD44, GORASP1, VEGFA
Golgi membrane 2 GORASP1, MTOR
lysosomal membrane 2 GAA, MTOR
neuromuscular junction 1 ACHE
neuronal cell body 1 CASP3
Cytoplasm, cytosol 1 AIMP2
Lysosome 4 CXCR4, GAA, MPO, MTOR
plasma membrane 9 ACHE, BCHE, CD44, CXCR4, EPCAM, GAA, KTN1, PIK3CA, PROM1
Membrane 8 ACHE, AIMP2, CD44, CXCR4, GAA, KTN1, MTOR, VEGFA
apical plasma membrane 3 CD44, EPCAM, PROM1
basolateral plasma membrane 2 CD44, EPCAM
extracellular exosome 7 CD44, CXCR4, EPCAM, GAA, MMP9, MPO, PROM1
Lysosome membrane 2 GAA, MTOR
endoplasmic reticulum 3 KTN1, PROM1, VEGFA
extracellular space 7 ACHE, BCHE, GDF1, MMP9, MPO, PROM1, VEGFA
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 2 ACHE, PIK3CA
Cell junction, tight junction 1 EPCAM
adherens junction 1 VEGFA
bicellular tight junction 1 EPCAM
intercalated disc 1 PIK3CA
protein-containing complex 1 CXCR4
intracellular membrane-bounded organelle 2 GAA, MPO
Microsome membrane 1 MTOR
postsynaptic density 1 CASP3
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 2 CD44, EPCAM
Secreted 5 ACHE, BCHE, CD44, GAA, VEGFA
extracellular region 7 ACHE, BCHE, CD44, GAA, MMP9, MPO, VEGFA
cytoplasmic side of plasma membrane 1 CHUK
Mitochondrion outer membrane 1 MTOR
Single-pass membrane protein 2 CD44, KTN1
mitochondrial outer membrane 1 MTOR
Extracellular side 1 ACHE
anchoring junction 1 CXCR4
photoreceptor outer segment 1 PROM1
CD40 receptor complex 1 CHUK
external side of plasma membrane 1 CXCR4
Secreted, extracellular space, extracellular matrix 2 MMP9, VEGFA
cytoplasmic vesicle 1 CXCR4
Early endosome 1 CXCR4
vesicle 1 PROM1
Apical cell membrane 1 PROM1
focal adhesion 1 CD44
cis-Golgi network 1 GORASP1
extracellular matrix 1 VEGFA
basement membrane 1 ACHE
Nucleus, PML body 1 MTOR
PML body 1 MTOR
collagen-containing extracellular matrix 1 MMP9
secretory granule 2 MPO, VEGFA
lateral plasma membrane 1 EPCAM
Late endosome 1 CXCR4
cilium 1 PROM1
cell leading edge 1 CXCR4
cell projection 1 CD44
Cell projection, cilium, photoreceptor outer segment 1 PROM1
blood microparticle 1 BCHE
Lipid-anchor, GPI-anchor 1 ACHE
Cell projection, microvillus membrane 1 PROM1
microvillus membrane 1 PROM1
nuclear envelope 1 MTOR
Endomembrane system 1 MTOR
microvillus 2 CD44, PROM1
Cell projection, microvillus 1 CD44
tertiary granule membrane 1 GAA
side of membrane 1 ACHE
azurophil granule 1 MPO
ficolin-1-rich granule lumen 1 MMP9
secretory granule membrane 1 CD44
endoplasmic reticulum lumen 2 BCHE, KTN1
platelet alpha granule lumen 1 VEGFA
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
tertiary granule lumen 1 MMP9
azurophil granule membrane 1 GAA
azurophil granule lumen 1 MPO
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 GORASP1
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
nuclear envelope lumen 1 BCHE
IkappaB kinase complex 1 CHUK
phagocytic vesicle lumen 1 MPO
endoplasmic reticulum-Golgi intermediate compartment 1 PROM1
synaptic cleft 1 ACHE
Lateral cell membrane 1 EPCAM
ficolin-1-rich granule membrane 1 GAA
death-inducing signaling complex 1 CASP3
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
photoreceptor outer segment membrane 1 PROM1
prominosome 1 PROM1
Cytoplasmic vesicle, phagosome 1 MTOR
lamellipodium membrane 1 CD44
macrophage migration inhibitory factor receptor complex 1 CD44
autolysosome lumen 1 GAA
[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
[Isoform H]: Cell membrane 1 ACHE
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA


文献列表

  • Segun A Aderibigbe, Sunday O Idowu, Ajibola A Olaniyi, Colin W Wright, Amos A Fatokun. Bioactivity and cytotoxicity profiling of vincosamide and strictosamide, anthelmintic epimers from Sarcocephalus latifolius (Smith) Bruce leaf. Journal of ethnopharmacology. 2021 Jan; 265(?):113142. doi: 10.1016/j.jep.2020.113142. [PMID: 32697959]
  • Anelise Samara Nazari Formagio, Carla Roberta Ferreira Volobuff, Candida Aparecida Leite Kassuya, Claudia Andréa Lima Cardoso, Maria do Carmo Vieira, Zefa Valdevina Pereira, Mariane Cristovão Bagatin, Gisele de Freitas Gauze. Psychotria leiocarpa Extract and Vincosamide Reduce Chemically-Induced Inflammation in Mice and Inhibit the Acetylcholinesterase Activity. Inflammation. 2019 Oct; 42(5):1561-1574. doi: 10.1007/s10753-019-01018-w. [PMID: 31102122]
  • Mostafa Cheraghi, Mehrdad Namdari, Hadis Daraee, Babak Negahdari. Cardioprotective effect of magnetic hydrogel nanocomposite loaded N,α-L-rhamnopyranosyl vincosamide isolated from Moringa oleifera leaves against doxorubicin-induced cardiac toxicity in rats: in vitro and in vivo studies. Journal of microencapsulation. 2017 Jun; 34(4):335-341. doi: 10.1080/02652048.2017.1311955. [PMID: 28406043]
  • Ashish Kumar, Somenath Roy Chowdhury, Kumar Kalyan Jatte, Tulika Chakrabarti, Hemanta K Majumder, Tarun Jha, Sibabrata Mukhopadhyay. Anthocephaline, a new indole alkaloid and cadambine, a potent inhibitor of DNA topoisomerase IB of Leishmania donovani (LdTOP1LS), isolated from Anthocephalus cadamba. Natural product communications. 2015 Feb; 10(2):297-9. doi: . [PMID: 25920266]