akuammicine (BioDeep_00000007818)

natural product

代谢物信息卡片

(19E)-2,16,19-20-Tetradehydrocuran-17-oic acid methyl ester

化学式: C20H22N2O2 (322.1681192)
中文名称:
谱图信息: 最多检出来源 Viridiplantae(plant) 94.12%

分子结构信息

SMILES: CC=C1CN2CCC34C(=C(C(=O)OC)C1CC23)Nc1ccccc14
InChI: InChI=1S/C20H22N2O2/c1-3-12-11-22-9-8-20-14-6-4-5-7-15(14)21-18(20)17(19(23)24-2)13(12)10-16(20)22/h3-7,13,16,21H,8-11H2,1-2H3/t13-,16-,20+/m0/s1

描述信息

A monoterpenoid indole alkaloid with formula C20H22N2O2, isolated from several plant species including Alstonia spatulata, Catharanthus roseus and Vinca major.

同义名列表

3 个代谢物同义名

akuammicine; (19E)-2,16,19-20-Tetradehydrocuran-17-oic acid methyl ester; (-)-Akuammicine:Akuammicine

数据库引用编号

17 个数据库交叉引用编号

ChEBI: CHEBI:70499
ChEBI: CHEBI:182508
KEGG: C09025
PubChem: 10314057
PubChem: 5087855
PubChem: 441976
Metlin: METLIN67361
KNApSAcK: C00001680
CAS: 639-43-0
MoNA: CCMSLIB00004679938
PMhub: MS000049547
PMhub: MS000029765
PMhub: MS000021313
MetaboLights: MTBLC70499
PubChem: 11217
3DMET: B02623
NIKKAJI: J13.576C

分类词条

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)

22 个相关的物种来源信息

2516457 - Alstonia angustifolia:
2516457 - Alstonia angustifolia: 10.1055/S-2006-962065
1504383 - Alstonia angustiloba: 10.1002/CHIN.200429187
1679253 - Alstonia rostrata: 10.1016/0031-9422(92)80231-3
52822 - Alstonia scholaris: 10.1016/J.JEP.2014.01.025
2042357 - Amsonia tomentosa: 10.1016/0031-9422(88)80785-4
4058 - Catharanthus roseus:
4058 - Catharanthus roseus: 10.1021/NP50015A017
4058 - Catharanthus roseus: 10.1107/S2056989017014529
319559 - Catharanthus trichophyllus:
319559 - Catharanthus trichophyllus: 10.1021/NP50015A017
3039 - Euglena gracilis: 10.3389/FBIOE.2021.662655
52846 - Picralima nitida:
947877 - Rauvolfia caffra: 10.1016/0378-8741(84)90099-0
947905 - Rauvolfia volkensii:
1040856 - Strychnos angolensis: 10.1016/B978-1-4831-9671-8.50013-X
761057 - Tabernaemontana ciliata: 10.1016/0031-9422(74)85127-7
52861 - Tabernaemontana divaricata:
761085 - Tabernaemontana pandacaqui: 10.1016/0305-1978(93)90097-B
761103 - Tabernaemontana ventricosa: 10.1021/NP50046A049
185238 - Vinca major:
60093 - Vinca minor: 10.1007/978-94-009-1095-9_13

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

Fanfan Li, Stephen Bordeleau, Kyung Hee Kim, Jonathan Turcotte, Benjamin Davis, Lan Liu, Stéphane Bayen, Vincenzo De Luca, Mehran Dastmalchi. A lesion-mimic mutant of Catharanthus roseus accumulates the opioid agonist, akuammicine. Phytochemistry. 2022 Nov; 203(?):113422. doi: 10.1016/j.phytochem.2022.113422. [PMID: 36055422]
Evangelos C Tatsis, Inês Carqueijeiro, Thomas Dugé de Bernonville, Jakob Franke, Thu-Thuy T Dang, Audrey Oudin, Arnaud Lanoue, Florent Lafontaine, Anna K Stavrinides, Marc Clastre, Vincent Courdavault, Sarah E O'Connor. A three enzyme system to generate the Strychnos alkaloid scaffold from a central biosynthetic intermediate. Nature communications. 2017 08; 8(1):316. doi: 10.1038/s41467-017-00154-x. [PMID: 28827772]
Zerihun Demessie, Kathlyn N Woolfson, Fang Yu, Yang Qu, Vincenzo De Luca. The ATP binding cassette transporter, VmTPT2/VmABCG1, is involved in export of the monoterpenoid indole alkaloid, vincamine in Vinca minor leaves. Phytochemistry. 2017 Aug; 140(?):118-124. doi: 10.1016/j.phytochem.2017.04.019. [PMID: 28478314]
Shin-Jowl Tan, Yun-Yee Low, Yeun-Mun Choo, Zanariah Abdullah, Tadahiro Etoh, Masahiko Hayashi, Kanki Komiyama, Toh-Seok Kam. Strychnan and secoangustilobine A type alkaloids from Alstonia spatulata. Revision of the C-20 configuration of scholaricine. Journal of natural products. 2010 Nov; 73(11):1891-7. doi: 10.1021/np100552b. [PMID: 21043460]
Li-She Gan, Sheng-Ping Yang, Yan Wu, Jian Ding, Jian-Min Yue. Terpenoid indole alkaloids from Winchia calophylla. Journal of natural products. 2006 Jan; 69(1):18-22. doi: 10.1021/np0502701. [PMID: 16441061]