Coronaridine (BioDeep_00000395545)

 

Secondary id: BioDeep_00000002959

natural product PANOMIX_OTCML-2023


代谢物信息卡片


methyl (1S,15R,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene-1-carboxylate

化学式: C21H26N2O2 (338.1994)
中文名称:
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 37.63%

分子结构信息

SMILES: CCC1CC2CC3(C1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC
InChI: InChI=1S/C21H26N2O2/c1-3-14-10-13-11-21(20(24)25-2)18-16(8-9-23(12-13)19(14)21)15-6-4-5-7-17(15)22-18/h4-7,13-14,19,22H,3,8-12H2,1-2H3/t13-,14+,19+,21-/m1/s1

描述信息

(-)-coronaridine is a monoterpenoid indole alkaloid with formula C21H26N2O2. It is isolated from the flowering plant genus, Tabernaemontana. It has a role as an antileishmanial agent, an antineoplastic agent, an apoptosis inducer and a plant metabolite. It is a monoterpenoid indole alkaloid, a methyl ester, an organic heteropentacyclic compound and an alkaloid ester. It is a conjugate base of a (-)-coronaridine(1+).
Coronaridine is a natural product found in Voacanga schweinfurthii, Tabernanthe iboga, and other organisms with data available.
A monoterpenoid indole alkaloid with formula C21H26N2O2. It is isolated from the flowering plant genus, Tabernaemontana.
Coronaridine, an iboga type alkaloid, inhibits the wnt signaling pathway by decreasing β-catenin expression[1].
Coronaridine, an iboga type alkaloid, inhibits the wnt signaling pathway by decreasing β-catenin expression[1].

同义名列表

9 个代谢物同义名

methyl (1S,15R,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene-1-carboxylate; coronardine monohydrochloride, (+-)-isomer; Methyl ibogamine-18-carboxylate; coronardine monohydrochloride; NVVDQMVGALBDGE-PZXGUROGSA-N; (-)-Coronaridine; Coronaridine; coronardine; Coronaridine



数据库引用编号

19 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)

119 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 5 ABCB1, CCL5, CTNNB1, EMX1, FST
Peripheral membrane protein 2 ACHE, AP2S1
Endosome membrane 1 SLC6A4
Nucleus 5 ACHE, CTNNB1, DDX53, EMX1, FST
cytosol 4 AP2S1, CTNNB1, DDX53, WASF2
centrosome 1 CTNNB1
nucleoplasm 3 CTNNB1, DDX53, SCNN1G
Cell membrane 6 ABCB1, ACHE, AP2S1, CTNNB1, SLC6A2, SLC6A4
Cytoplasmic side 1 AP2S1
lamellipodium 2 CTNNB1, WASF2
Multi-pass membrane protein 5 ABCB1, CACNA1B, SCNN1G, SLC6A2, SLC6A4
Synapse 5 ACHE, CACNA1B, CTNNB1, SLC6A4, WASF2
cell cortex 1 CTNNB1
cell junction 1 CTNNB1
cell surface 3 ABCB1, ACHE, SLC6A2
glutamatergic synapse 1 CTNNB1
Golgi apparatus 1 ACHE
neuromuscular junction 1 ACHE
neuronal cell body 1 CACNA1B
postsynapse 1 AP2S1
presynaptic membrane 3 CTNNB1, SLC6A2, SLC6A4
Presynapse 2 AP2S1, SLC6A4
plasma membrane 9 ABCB1, ACHE, AP2S1, CACNA1B, CSF2, CTNNB1, SCNN1G, SLC6A2, SLC6A4
synaptic vesicle membrane 1 SLC6A2
Membrane 6 ABCB1, ACHE, CACNA1B, CTNNB1, SLC6A2, SLC6A4
apical plasma membrane 2 ABCB1, SCNN1G
axon 1 SLC6A2
basolateral plasma membrane 2 CTNNB1, WASF2
extracellular exosome 4 ABCB1, CTNNB1, SCNN1G, WASF2
extracellular space 8 ACHE, CCL5, CSF2, CSF3, CXCL11, CXCL8, FST, IL4
lysosomal lumen 1 CSF3
perinuclear region of cytoplasm 2 ACHE, CTNNB1
Schaffer collateral - CA1 synapse 1 CTNNB1
adherens junction 1 CTNNB1
apicolateral plasma membrane 1 CTNNB1
bicellular tight junction 1 CTNNB1
protein-containing complex 2 CTNNB1, WASF2
intracellular membrane-bounded organelle 3 AP2S1, CSF2, DDX53
Secreted 6 ACHE, CCL5, CSF2, CSF3, CXCL8, IL4
extracellular region 8 ACHE, CCL5, CSF2, CSF3, CXCL11, CXCL8, FST, IL4
cytoplasmic side of plasma membrane 1 AP2S1
neuronal cell body membrane 1 SLC6A2
Extracellular side 1 ACHE
transcription regulator complex 1 CTNNB1
external side of plasma membrane 1 SCNN1G
actin cytoskeleton 1 WASF2
Z disc 1 CTNNB1
beta-catenin destruction complex 1 CTNNB1
nucleolus 2 DDX53, EMX1
Wnt signalosome 1 CTNNB1
Early endosome 1 WASF2
apical part of cell 1 CTNNB1
cell-cell junction 2 CTNNB1, WASF2
postsynaptic membrane 2 CTNNB1, SLC6A4
Apical cell membrane 2 ABCB1, SCNN1G
Cell projection, lamellipodium 1 WASF2
Membrane raft 1 SLC6A4
Cell junction, focal adhesion 1 SLC6A4
Cytoplasm, cytoskeleton 2 CTNNB1, WASF2
focal adhesion 2 CTNNB1, SLC6A4
Cell junction, adherens junction 1 CTNNB1
flotillin complex 1 CTNNB1
basement membrane 1 ACHE
fascia adherens 1 CTNNB1
lateral plasma membrane 1 CTNNB1
ruffle 1 WASF2
Cell projection, neuron projection 1 SLC6A4
neuron projection 1 SLC6A4
chromatin 1 EMX1
cell periphery 2 AP2S1, CTNNB1
Chromosome 1 EMX1
cytoskeleton 1 WASF2
Cytoplasm, cytoskeleton, cilium basal body 1 CTNNB1
spindle pole 1 CTNNB1
postsynaptic density, intracellular component 1 CTNNB1
Basolateral cell membrane 1 WASF2
Lipid-anchor, GPI-anchor 1 ACHE
microvillus membrane 1 CTNNB1
Endomembrane system 2 CTNNB1, SLC6A4
monoatomic ion channel complex 1 CACNA1B
sodium channel complex 1 SCNN1G
euchromatin 1 CTNNB1
side of membrane 1 ACHE
voltage-gated calcium channel complex 1 CACNA1B
endocytic vesicle membrane 1 AP2S1
beta-catenin-TCF complex 1 CTNNB1
clathrin-coated endocytic vesicle 1 AP2S1
presynaptic active zone cytoplasmic component 1 CTNNB1
clathrin-coated endocytic vesicle membrane 1 AP2S1
synaptic cleft 1 ACHE
protein-DNA complex 1 CTNNB1
external side of apical plasma membrane 1 ABCB1
endolysosome membrane 1 AP2S1
membrane coat 1 AP2S1
Membrane, coated pit 1 AP2S1
granulocyte macrophage colony-stimulating factor receptor complex 1 CSF2
catenin complex 1 CTNNB1
AP-2 adaptor complex 1 AP2S1
endocytic vesicle lumen 1 CSF3
beta-catenin-TCF7L2 complex 1 CTNNB1
[Isoform H]: Cell membrane 1 ACHE
serotonergic synapse 1 SLC6A4
beta-catenin-ICAT complex 1 CTNNB1
Scrib-APC-beta-catenin complex 1 CTNNB1
SCAR complex 1 WASF2


文献列表

  • Yu Zhang, Xiao Ding, Yu-Xi Yuan, Ling-Li Guo, Xiao-Jiang Hao. Cytotoxic Monoterpenoid Indole Alkaloids from Tabernaemontana corymbosa as Potent Autophagy Inhibitors by the Attenuation of Lysosomal Acidification. Journal of natural products. 2020 05; 83(5):1432-1439. doi: 10.1021/acs.jnatprod.9b00856. [PMID: 32356659]
  • Rhea C Garcellano, John R Cort, Syed G A Moinuddin, Scott G Franzblau, Rui Ma, Alicia M Aguinaldo. An iboga alkaloid chemotaxonomic marker from endemic Tabernaemontana ternifolia with antitubercular activity. Natural product research. 2020 Apr; 34(8):1175-1179. doi: 10.1080/14786419.2018.1550759. [PMID: 30773907]
  • Felix Krengel, Marco V Mijangos, Marisol Reyes-Lezama, Ricardo Reyes-Chilpa. Extraction and Conversion Studies of the Antiaddictive Alkaloids Coronaridine, Ibogamine, Voacangine, and Ibogaine from Two Mexican Tabernaemontana Species (Apocynaceae). Chemistry & biodiversity. 2019 Jul; 16(7):e1900175. doi: 10.1002/cbdv.201900175. [PMID: 31095891]
  • Hugo R Arias, Olena Lykhmus, Kateryna Uspenska, Maryna Skok. Coronaridine congeners modulate mitochondrial α3β4* nicotinic acetylcholine receptors with different potency and through distinct intra-mitochondrial pathways. Neurochemistry international. 2018 03; 114(?):26-32. doi: 10.1016/j.neuint.2017.12.008. [PMID: 29277577]
  • Choy-Eng Nge, Kam-Weng Chong, Noel F Thomas, Siew-Huah Lim, Yun-Yee Low, Toh-Seok Kam. Ibogan, Aspidosperman, Vincamine, and Bisindole Alkaloids from a Malayan Tabernaemontana corymbosa: Iboga Alkaloids with C-20α Substitution. Journal of natural products. 2016 05; 79(5):1388-99. doi: 10.1021/acs.jnatprod.6b00129. [PMID: 27077800]
  • Xiang-Zhang Zhong, Guo-Cai Wang, Ying Wang, Xiao-Qi Zhang, Wen-Cai Ye. [Monomeric indole alkaloids from the aerial parts of Catharanthus roseus]. Yao xue xue bao = Acta pharmaceutica Sinica. 2010 Apr; 45(4):471-4. doi: . [PMID: 21355212]
  • J C Delorenzi, M Attias, C R Gattass, M Andrade, C Rezende, A da Cunha Pinto , A T Henriques, D C Bou-Habib, E M Saraiva. Antileishmanial activity of an indole alkaloid from Peschiera australis. Antimicrobial agents and chemotherapy. 2001 May; 45(5):1349-54. doi: 10.1128/aac.45.5.1349-1354.2001. [PMID: 11302794]
  • P K Mehrotra, V P Kamboj. Hormonal profile of coronaridine hydrochloride--an antifertility agent of plant origin. Planta medica. 1978 Jun; 33(4):345-9. doi: 10.1055/s-0028-1097389. [PMID: 674405]