Coronaridine (BioDeep_00000395545)

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 (338.1994176)
中文名称:
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 2.63%

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

8 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

数据库引用编号

16 个数据库交叉引用编号

ChEBI: CHEBI:3887
KEGG: C09139
PubChem: 6426909
PubChem: 73489
ChEMBL: CHEMBL364613
Wikipedia: Coronaridine
MeSH: coronardine
ChemIDplus: 0000467776
CAS: 467-77-6
MoNA: MoNA016957
MoNA: CCMSLIB00004679962
medchemexpress: HY-121118
MetaboLights: MTBLC3887
PubChem: 11331
KNApSAcK: C00001709
NIKKAJI: J11.324G

分类词条

生物碱

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)

59 个相关的物种来源信息

52861 Tabernaemontana divaricata:
141617 Tabernanthe iboga: 10.1021/NP50014A007
4058 Catharanthus roseus:
761050 Tabernaemontana africana: 10.1021/NP50039A008
681492 Tabernaemontana grandiflora: 10.1016/0031-9422(88)80456-4
403123 Tabernaemontana bufalina: 10.1016/J.BMCL.2010.08.123
761102 Tabernaemontana vanheurckii:
761066 Tabernaemontana cymosa:
761074 Tabernaemontana hystrix: 10.1055/S-0029-1243122
761054 Tabernaemontana calcarea:
761079 Tabernaemontana macrocalyx: 10.1021/NP50036A035
2563820 Tabernaemontana alternifolia:
761067 Tabernaemontana eglandulosa: 10.1016/S0040-4020(01)91102-0
1679252 Tabernaemontana corymbosa:
761081 Tabernaemontana markgrafiana: 10.1016/S0031-9422(00)89601-6
403124 Tabernaemontana catharinensis:
761076 Tabernaemontana laeta:
141630 Voacanga africana: 10.1021/NP50026A027
1239737 Voacanga schweinfurthii: 10.1021/NP50026A027
761098 Tabernaemontana solanifolia: 10.1016/S0031-9422(00)83770-X
761101 Tabernaemontana undulata: 10.1016/0378-8741(85)90096-0
761072 Tabernaemontana heterophylla: 10.1590/1809-43921983132409
761087 Tabernaemontana peduncularis: 10.1016/0031-9422(95)00152-W
69389 Trachelospermum jasminoides: 10.1055/S-2006-962620
761071 Tabernaemontana glandulosa: 10.1016/S0031-9422(00)89602-8
1475441 Tabernaemontana odontadeniiflora: 10.1021/NP960049B
761086 Tabernaemontana pauciflora: 10.1248/CPB.40.2075
761085 Tabernaemontana pandacaqui: 10.1248/CPB.42.280
761088 Tabernaemontana penduliflora: 10.1055/S-2007-969556
52861 Tabernaemontana divaricata:
141617 Tabernanthe iboga: 10.1021/NP50014A007
4058 Catharanthus roseus:
761050 Tabernaemontana africana: 10.1021/NP50039A008
681492 Tabernaemontana grandiflora: 10.1016/0031-9422(88)80456-4
403123 Tabernaemontana bufalina: 10.1016/J.BMCL.2010.08.123
761102 Tabernaemontana vanheurckii:
761066 Tabernaemontana cymosa:
761074 Tabernaemontana hystrix: 10.1055/S-0029-1243122
761054 Tabernaemontana calcarea:
761079 Tabernaemontana macrocalyx: 10.1021/NP50036A035
2563820 Tabernaemontana alternifolia:
761067 Tabernaemontana eglandulosa: 10.1016/S0040-4020(01)91102-0
1679252 Tabernaemontana corymbosa:
761081 Tabernaemontana markgrafiana: 10.1016/S0031-9422(00)89601-6
403124 Tabernaemontana catharinensis:
761076 Tabernaemontana laeta:
141630 Voacanga africana: 10.1021/NP50026A027
1239737 Voacanga schweinfurthii: 10.1021/NP50026A027
761098 Tabernaemontana solanifolia: 10.1016/S0031-9422(00)83770-X
761101 Tabernaemontana undulata: 10.1016/0378-8741(85)90096-0
761072 Tabernaemontana heterophylla: 10.1590/1809-43921983132409
761087 Tabernaemontana peduncularis: 10.1016/0031-9422(95)00152-W
69389 Trachelospermum jasminoides: 10.1055/S-2006-962620
761071 Tabernaemontana glandulosa: 10.1016/S0031-9422(00)89602-8
1475441 Tabernaemontana odontadeniiflora: 10.1021/NP960049B
761086 Tabernaemontana pauciflora: 10.1248/CPB.40.2075
761085 Tabernaemontana pandacaqui: 10.1248/CPB.42.280
761088 Tabernaemontana penduliflora: 10.1055/S-2007-969556
33090 Plants: -

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。

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]