anonaine (BioDeep_00000383431)

代谢物信息卡片

(-)-Annonaine

化学式: C17H15NO2 (265.110273)
中文名称: 番荔枝碱
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CCC2CC3=c4c(c5c(cc4=CCN3)OCO5)C2=C1
InChI: InChI=1S/C17H15NO2/c1-2-4-12-10(3-1)7-13-15-11(5-6-18-13)8-14-17(16(12)15)20-9-19-14/h1-4,8,13,18H,5-7,9H2/t13-/m1/s1

描述信息

An aporphine alkaloid that exhibits anti-cancer, trypanocidal and antiplasmodial activites.

同义名列表

3 个代谢物同义名

(-)-Annonaine; (-)-anonaine; anonaine

数据库引用编号

11 个数据库交叉引用编号

ChEBI: CHEBI:76
KEGG: C09339
PubChem: 160597
ChEMBL: CHEMBL401798
CAS: 1862-41-5
PMhub: MS000229500
MetaboLights: MTBLC76
PubChem: 11530
KNApSAcK: C00001807
3DMET: B02876
NIKKAJI: J14.381B

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)

48 个相关的物种来源信息

49314 - Annona cherimola:
2029787 - Annona emarginata: 10.1021/NP50046A037
301703 - Annona glabra:
2025842 - Annona leptopetala:
301699 - Annona mucosa:
13337 - Annona muricata:
1123437 - Annona purpurea: 10.1021/NP50027A028
306945 - Annona senegalensis: 10.1007/S10600-013-0683-0
2743202 - Annona spinescens: 10.1021/NP960223W
301693 - Annona squamosa:
992645 - Artabotrys brachypetalus: 10.1016/S0305-1978(03)00119-4
225833 - Artabotrys hexapetalus:
2516464 - Artabotrys maingayi: 10.1021/NP50068A039
1636225 - Artabotrys monteiroae: 10.1002/PCA.2800040204
2651905 - Artabotrys venustus: 10.1021/NP50046A007
2025453 - Cardiopetalum calophyllum: 10.1055/S-2006-960213
84873 - Chelonanthus albus:
1202402 - Dasymaschalon yunnanense: 10.1016/J.PHYTOCHEM.2012.06.013
690737 - Disepalum pulchrum: 10.1016/0031-9422(90)85344-F
1602035 - Goniothalamus amuyon: 10.1016/S0031-9422(00)82561-3
296858 - Greenwayodendron oliveri: 10.1016/S0031-9422(00)86716-3
295178 - Guatteria oliviformis: 10.1016/0031-9422(90)85037-G
489330 - Hexalobus crispiflorus: 10.1002/JLAC.198219820905
235809 - Huberantha pendula: 10.1021/NP000176E
493319 - Isolona congolana: 10.1016/0031-9422(95)00333-3
493324 - Isolona maitlandii: 10.1016/0031-9422(95)00333-3
74877 - Laureliopsis philippiana: 10.1016/0031-9422(82)83185-3
3415 - Liriodendron tulipifera:
85872 - Magnolia compressa:
3406 - Magnolia grandiflora:
54732 - Magnolia kobus: 10.1007/BF02234867
85861 - Magnolia liliifera: 10.1021/NP50072A043
349509 - Magnolia obovata:
85864 - Magnolia officinalis: 10.1016/J.FITOTE.2011.01.021
1267437 - Meiogyne monosperma: 10.1021/NP50062A009
235744 - Meiogyne virgata: 10.1016/S0031-9422(00)81449-1
493334 - Monodora junodii: 10.1016/J.PHYTOCHEM.2006.07.011
306973 - Monodora tenuifolia: 10.1055/S-2007-969768
4432 - Nelumbo nucifera:
2803928 - Neolitsea acuminatissima: 10.1021/NP010236W
128655 - Neolitsea sericea: 10.1002/JCCS.197500046
306934 - Oxandra xylopioides: 10.1016/S0031-9422(00)81765-3
152367 - Stephania cephalantha:
1924984 - Stephania pierrei: 10.1021/NP50099A005
527508 - Stephania venosa: 10.1021/NP50054A017
174962 - Uvaria dulcis: 10.1016/S0305-1978(97)00101-4
1005658 - Xylopia emarginata: 10.1016/S0305-1978(02)00180-1
992813 - Xylopia parviflora: 10.1016/J.PHYTOCHEM.2006.07.011

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

Fatma Kübra Ata, Fahriye Ercan, Serap Yalcin Azarkan. In vivo, in vitro and Molecular Modelling Analysis of Isoquercetin, Roseoside, Coreximine, Anonaine, and Arianacin Molecules. Current computer-aided drug design. 2022; 18(3):168-184. doi: 10.2174/1573409918666220509213313. [PMID: 35538817]
Yan-Ping Liu, Tong-Wei Wang, Zhen Xie, Yuan Bian, Yun-Yao Liu, Ruo-Qing Guan, Ze-Yu Liu, Lei Qiang, Guang-Ying Chen, Yan-Hui Fu. Artapilosines A and B, Unusual Phenanthrene Derivatives Related to Aporphine Alkaloids from Artabotrys pilosus. Journal of natural products. 2021 12; 84(12):3117-3121. doi: 10.1021/acs.jnatprod.1c00896. [PMID: 34812640]
Emmanoel V Costa, Liviane do N Soares, Jamal da Silva Chaar, Valdenizia R Silva, Luciano de S Santos, Hector H F Koolen, Felipe M A da Silva, Josean F Tavares, Gokhan Zengin, Milena B P Soares, Daniel P Bezerra. Benzylated Dihydroflavones and Isoquinoline-Derived Alkaloids from the Bark of Diclinanona calycina (Annonaceae) and Their Cytotoxicities. Molecules (Basel, Switzerland). 2021 Jun; 26(12):. doi: 10.3390/molecules26123714. [PMID: 34207059]
Douglas Costa Gontijo, Geraldo Célio Brandão, Maria Fernanda Alves do Nascimento, Alaíde Braga de Oliveira. Antiplasmodial activity and cytotoxicity, isolation of active alkaloids, and dereplication of Xylopia sericea leaves ethanol extract by UPLC-DAD-ESI-MS/MS. The Journal of pharmacy and pharmacology. 2019 Feb; 71(2):260-269. doi: 10.1111/jphp.13029. [PMID: 30303245]
Mohamad Norisham Mohamad Rosdi, Shahkila Mohd Arif, Mohamad Hafizi Abu Bakar, Siti Aisyah Razali, Razauden Mohamed Zulkifli, Harisun Ya'akob. Molecular docking studies of bioactive compounds from Annona muricata Linn as potential inhibitors for Bcl-2, Bcl-w and Mcl-1 antiapoptotic proteins. Apoptosis : an international journal on programmed cell death. 2018 01; 23(1):27-40. doi: 10.1007/s10495-017-1434-7. [PMID: 29204721]
N Lall, N Kishore, D Bodiba, G More, E Tshikalange, H Kikuchi, Y Oshima. Alkaloids from aerial parts of Annona senegalensis against Streptococcus mutans. Natural product research. 2017 Aug; 31(16):1944-1947. doi: 10.1080/14786419.2016.1263847. [PMID: 27984920]
Ya-Fei Kang, Chi-Ming Liu, Chiu-Li Kao, Chung-Yi Chen. Antioxidant and anticancer constituents from the leaves of Liriodendron tulipifera. Molecules (Basel, Switzerland). 2014 Apr; 19(4):4234-45. doi: 10.3390/molecules19044234. [PMID: 24705566]
Felipe M A da Silva, Afonso D L de Souza, Hector H F Koolen, Andersson Barison, Mayara E Vendramin, Emmanoel V Costa, Antonio G Ferreira, Maria Lúcia B Pinheiro. Phytochemical study of the alkaloidal fractions of Unonopsis duckei R. E. Fr. guided by electrospray ionisation ion-trap tandem mass spectrometry. Phytochemical analysis : PCA. 2014 Jan; 25(1):45-9. doi: 10.1002/pca.2458. [PMID: 23922254]
Hsing-Tan Li, Hui-Ming Wu, Hsin-Liang Chen, Chi-Ming Liu, Chung-Yi Chen. The pharmacological activities of (-)-anonaine. Molecules (Basel, Switzerland). 2013 Jul; 18(7):8257-63. doi: 10.3390/molecules18078257. [PMID: 23857128]
Chung-Yi Chen, Tsan-Zon Liu, Wei-Chang Tseng, Fung-Jou Lu, Ray-Ping Hung, Chi-Hung Chen, Ching-Hsein Chen. (-)-Anonaine induces apoptosis through Bax- and caspase-dependent pathways in human cervical cancer (HeLa) cells. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2008 Aug; 46(8):2694-702. doi: 10.1016/j.fct.2008.04.024. [PMID: 18524447]
C Y Chen, F R Chang, Y C Shih, T J Hsieh, Y C Chia, H Y Tseng, H C Chen, S J Chen, M C Hsu, Y C Wu. Cytotoxic constituents of Polyalthia longifolia var. pendula. Journal of natural products. 2000 Nov; 63(11):1475-8. doi: 10.1021/np000176e. [PMID: 11087586]