Haemanthamine (BioDeep_00000000636)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(1S,13S,15S,18R)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-ol

化学式: C17H19NO4 (301.1314)
中文名称:
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 53.75%

分子结构信息

SMILES: COC1C=CC23c4cc5c(cc4CN(CC2O)C3C1)OCO5
InChI: InChI=1S/C17H19NO4/c1-20-11-2-3-17-12-6-14-13(21-9-22-14)4-10(12)7-18(8-16(17)19)15(17)5-11/h2-4,6,11,15-16,19H,5,7-9H2,1H3



数据库引用编号

22 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)

165 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 14 AKT1, ANG, ANXA5, CCND1, CDK4, CHEK2, HIF1A, PLK1, PTGS1, PTGS2, RHOA, SNAI1, TP53, VEGFA
Peripheral membrane protein 4 ACHE, ANXA5, PTGS1, PTGS2
Endoplasmic reticulum membrane 3 PTGS1, PTGS2, RHOA
Nucleus 14 ACHE, AKT1, ANG, CCND1, CDK4, CDK9, CHEK2, HIF1A, PLK1, PTX3, RHOA, SNAI1, TP53, VEGFA
cytosol 10 AKT1, ANG, ANXA5, CCND1, CDK4, HIF1A, PLK1, RHOA, SNAI1, TP53
dendrite 1 MAOB
nuclear body 1 HIF1A
centrosome 3 CCND1, PLK1, TP53
nucleoplasm 9 AKT1, CCND1, CDK4, CDK9, CHEK2, HIF1A, PLK1, SNAI1, TP53
RNA polymerase II transcription regulator complex 1 HIF1A
Cell membrane 3 ACHE, AKT1, RHOA
Lipid-anchor 1 RHOA
Cytoplasmic side 2 MAOB, RHOA
Cleavage furrow 1 RHOA
lamellipodium 2 AKT1, RHOA
ruffle membrane 1 RHOA
Synapse 1 ACHE
cell cortex 2 AKT1, RHOA
cell junction 1 RHOA
cell surface 2 ACHE, VEGFA
glutamatergic synapse 2 AKT1, RHOA
Golgi apparatus 4 ACHE, CHEK2, PTGS1, VEGFA
growth cone 1 ANG
neuromuscular junction 1 ACHE
neuronal cell body 2 ANG, MAOB
postsynapse 2 AKT1, RHOA
sarcolemma 1 ANXA5
endosome 1 RHOA
plasma membrane 4 ACHE, AKT1, BCHE, RHOA
Membrane 6 ACHE, AKT1, ANXA5, CDK9, TP53, VEGFA
caveola 1 PTGS2
extracellular exosome 3 ANXA5, PTGS1, RHOA
endoplasmic reticulum 3 PTGS2, TP53, VEGFA
extracellular space 5 ACHE, ANG, BCHE, PTX3, VEGFA
perinuclear region of cytoplasm 1 ACHE
adherens junction 1 VEGFA
bicellular tight junction 2 CCND1, CDK4
mitochondrion 2 MAOB, TP53
protein-containing complex 4 AKT1, HIF1A, PTGS2, TP53
intracellular membrane-bounded organelle 2 PTGS1, SNAI1
Microsome membrane 2 PTGS1, PTGS2
pericentric heterochromatin 1 SNAI1
Secreted 4 ACHE, ANG, BCHE, VEGFA
extracellular region 6 ACHE, ANG, ANXA5, BCHE, PTX3, VEGFA
cytoplasmic side of plasma membrane 1 RHOA
Mitochondrion outer membrane 1 MAOB
mitochondrial outer membrane 1 MAOB
Mitochondrion matrix 1 TP53
mitochondrial matrix 1 TP53
Extracellular side 1 ACHE
transcription regulator complex 2 CDK4, TP53
centriolar satellite 1 PLK1
motile cilium 1 HIF1A
photoreceptor outer segment 1 PTGS1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 2 PLK1, TP53
Nucleus membrane 2 CCND1, CDK4
nuclear membrane 2 CCND1, CDK4
external side of plasma membrane 1 ANXA5
Secreted, extracellular space, extracellular matrix 1 VEGFA
actin cytoskeleton 1 ANG
dendritic spine 1 RHOA
microtubule cytoskeleton 2 AKT1, PLK1
nucleolus 3 ANG, CDK4, TP53
axon cytoplasm 1 HIF1A
midbody 2 PLK1, RHOA
cell-cell junction 1 AKT1
spindle midzone 1 PLK1
vesicle 2 AKT1, RHOA
Cell projection, lamellipodium 1 RHOA
Cytoplasm, cytoskeleton 1 TP53
Cytoplasm, cytoskeleton, spindle 1 PLK1
focal adhesion 2 ANXA5, RHOA
spindle 2 AKT1, PLK1
extracellular matrix 2 PTX3, VEGFA
basement membrane 2 ACHE, ANG
Nucleus, PML body 1 TP53
PML body 3 CDK9, CHEK2, TP53
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
collagen-containing extracellular matrix 1 ANXA5
secretory granule 1 VEGFA
nuclear speck 1 HIF1A
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Zymogen granule membrane 1 ANXA5
neuron projection 2 PTGS1, PTGS2
ciliary basal body 1 AKT1
chromatin 5 CDK4, HIF1A, PLK1, PTX3, TP53
cell periphery 1 RHOA
Chromosome 1 ANG
cytoskeleton 1 RHOA
centriole 1 PLK1
cytoplasmic ribonucleoprotein granule 1 CDK9
Nucleus, nucleolus 1 ANG
spindle pole 1 PLK1
Cytoplasm, cell cortex 1 RHOA
blood microparticle 1 BCHE
Lipid-anchor, GPI-anchor 1 ACHE
site of double-strand break 1 TP53
fibrillar center 1 SNAI1
Endomembrane system 1 PTGS1
Cell projection, dendrite 1 RHOA
Cytoplasm, Stress granule 1 ANG
cytoplasmic stress granule 1 ANG
Nucleus speckle 1 HIF1A
euchromatin 1 HIF1A
side of membrane 1 ACHE
germ cell nucleus 1 TP53
replication fork 1 TP53
secretory granule membrane 1 RHOA
endoplasmic reticulum lumen 2 BCHE, PTGS2
nuclear matrix 1 TP53
transcription repressor complex 2 CCND1, TP53
platelet alpha granule lumen 1 VEGFA
specific granule lumen 1 PTX3
tertiary granule lumen 1 PTX3
kinetochore 1 PLK1
mitotic spindle pole 1 PLK1
endocytic vesicle 1 ANG
transcription elongation factor complex 1 CDK9
mitochondrial envelope 1 MAOB
Single-pass type IV membrane protein 1 MAOB
nuclear envelope lumen 1 BCHE
outer kinetochore 1 PLK1
vesicle membrane 1 ANXA5
[Isoform 1]: Nucleus 1 TP53
synaptic cleft 1 ACHE
ficolin-1-rich granule membrane 1 RHOA
synaptonemal complex 1 PLK1
apical junction complex 1 RHOA
cyclin/CDK positive transcription elongation factor complex 1 CDK9
P-TEFb complex 1 CDK9
cyclin-dependent protein kinase holoenzyme complex 2 CCND1, CDK4
angiogenin-PRI complex 1 ANG
endothelial microparticle 1 ANXA5
cyclin D1-CDK4 complex 2 CCND1, CDK4
cyclin D2-CDK4 complex 1 CDK4
cyclin D3-CDK4 complex 1 CDK4
[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
cyclin D1-CDK6 complex 1 CCND1


文献列表

  • Deborah Kimie Yonamine, Vitor Eduardo Narciso Dos Reis, Amanda Eiriz Feu, Warley de Souza Borges, Carmen Lúcia Cardoso, Taisa Magnani Dinamarco. Ligand fishing approach to explore Amaryllidaceae alkaloids as potential antiviral candidates targeting SARS-CoV-2 Nsp4. Journal of pharmaceutical and biomedical analysis. 2023 Dec; 240(?):115935. doi: 10.1016/j.jpba.2023.115935. [PMID: 38181554]
  • Christine J Kempthorne, Suresh Borra, Manoj Kumar, Chanti Babu Dokuburra, David K Liscombe, James McNulty. Identification of haemanthamine as a phytotoxic alkaloid in Narcissus pseudonarcissus L. (Daffodil) emerging buds. Natural product research. 2023 Feb; ?(?):1-7. doi: 10.1080/14786419.2023.2174536. [PMID: 36744673]
  • Veronique Mathieu, Breana Laguera, Marco Masi, Sara Adriana Dulanto, Tanner W Bingham, Lucas W Hernandez, David Sarlah, Antonio Evidente, Denis L J Lafontaine, Alexander Kornienko, Michelle A Lane. Amaryllidaceae Alkaloids Decrease the Proliferation, Invasion, and Secretion of Clinically Relevant Cytokines by Cultured Human Colon Cancer Cells. Biomolecules. 2022 09; 12(9):. doi: 10.3390/biom12091267. [PMID: 36139106]
  • Sneha Singh, Nandini Pathak, Eram Fatima, Arvind Singh Negi. Plant isoquinoline alkaloids: Advances in the chemistry and biology of berberine. European journal of medicinal chemistry. 2021 Dec; 226(?):113839. doi: 10.1016/j.ejmech.2021.113839. [PMID: 34536668]
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  • Darja Koutová, Negar Maafi, Radim Havelek, Lubomír Opletal, Gerald Blunden, Martina Řezáčová, Lucie Cahlíková. Chemical and Biological Aspects of Montanine-Type Alkaloids Isolated from Plants of the Amaryllidaceae Family. Molecules (Basel, Switzerland). 2020 May; 25(10):. doi: 10.3390/molecules25102337. [PMID: 32429491]
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  • Jerald J Nair, Johannes van Staden. Antiprotozoal alkaloid principles of the plant family Amaryllidaceae. Bioorganic & medicinal chemistry letters. 2019 10; 29(20):126642. doi: 10.1016/j.bmcl.2019.126642. [PMID: 31515186]
  • You-Sheng Cai, Cong Wang, Congkui Tian, Wen-Ting Sun, Ling Chen, Di Xiao, Si-Yuan Zhou, Guofu Qiu, Jianqing Yu, Kongkai Zhu, Sheng-Ping Yang. Octahydro-Protoberberine and Protoemetine-Type Alkaloids from the Stems of Alangium salviifolium and Their Cytotoxicity. Journal of natural products. 2019 09; 82(9):2645-2652. doi: 10.1021/acs.jnatprod.9b00670. [PMID: 31513408]
  • Phattharachanok Khumkhrong, Kitiya Piboonprai, Waraluck Chaichompoo, Wittaya Pimtong, Mattaka Khongkow, Katawut Namdee, Angkana Jantimaporn, Deanpen Japrung, Udom Asawapirom, Apichart Suksamrarn, Tawin Iempridee. Crinamine Induces Apoptosis and Inhibits Proliferation, Migration, and Angiogenesis in Cervical Cancer SiHa Cells. Biomolecules. 2019 09; 9(9):. doi: 10.3390/biom9090494. [PMID: 31527550]
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  • Yue-Hu Wang, Zhong-Kai Zhang, Fu-Mei Yang, Qian-Yun Sun, Hong-Ping He, Ying-Tong Di, Shu-Zhen Mu, Yang Lu, Ying Chang, Qi-Tai Zheng, Ming Ding, Jia-Hong Dong, Xiao-Jiang Hao. Benzylphenethylamine alkaloids from Hosta plantaginea with inhibitory activity against tobacco mosaic virus and acetylcholinesterase. Journal of natural products. 2007 Sep; 70(9):1458-61. doi: 10.1021/np0702077. [PMID: 17822295]
  • László Szlávik, Agnes Gyuris, János Minárovits, Peter Forgo, József Molnár, Judit Hohmann. Alkaloids from Leucojum vernum and antiretroviral activity of Amaryllidaceae alkaloids. Planta medica. 2004 Sep; 70(9):871-3. doi: 10.1055/s-2004-827239. [PMID: 15386196]
  • Susana López, Jaume Bastida, Francesc Viladomat, Carles Codina. Solid-phase extraction and reversed-phase high-performance liquid chromatography of the five major alkaloids in Narcissus confusus. Phytochemical analysis : PCA. 2002 Nov; 13(6):311-5. doi: 10.1002/pca.660. [PMID: 12494748]
  • Judit Hohmann, Peter Forgo, Joseph Molnár, Krisztina Wolfard, Annamária Molnár, Theresia Thalhammer, Imre Máthé, Derek Sharples. Antiproliferative amaryllidaceae alkaloids isolated from the bulbs of Sprekelia formosissima and Hymenocallis x festalis. Planta medica. 2002 May; 68(5):454-7. doi: 10.1055/s-2002-32068. [PMID: 12058326]