Huperzine (BioDeep_00000000213)

   

PANOMIX_OTCML-2023


代谢物信息卡片


1H-5,10b-Propeno-1,7-phenanthrolin-8(7H)-one, 2,3,4,4a,5,6-hexahydro-12-methyl-, [4aR-(4aalpha,5alpha,10balpha)]-

化学式: C16H20N2O (256.1576)
中文名称: 石杉碱甲B, 石杉碱乙
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 84.13%

分子结构信息

SMILES: CC1=CC2CC3=C(C=CC(=O)N3)C4(C1)C2CCCN4
InChI: InChI=1S/C16H20N2O/c1-10-7-11-8-14-13(4-5-15(19)18-14)16(9-10)12(11)3-2-6-17-16/h4-5,7,11-12,17H,2-3,6,8-9H2,1H3,(H,18,19)/t11-,12+,16+/m0/s1

描述信息

Huperzine b is a phenanthrol.
Huperzine B is a novel acetylcholinesterase inhibitor.
Huperzine b is a natural product found in Huperzia quasipolytrichoides, Huperzia herteriana, and other organisms with data available.
Huperzine B is a Lycopodium alkaloid isolated from Huperzia serrata and a highly selective acetylcholinesterase (AChE) inhibitor. Huperzine B can be uesd to can be used to improve Alzheimer's disease[1][2].
Huperzine B is a Lycopodium alkaloid isolated from Huperzia serrata and a highly selective acetylcholinesterase (AChE) inhibitor. Huperzine B can be uesd to can be used to improve Alzheimer's disease[1][2].

同义名列表

20 个代谢物同义名

1H-5,10b-Propeno-1,7-phenanthrolin-8(7H)-one, 2,3,4,4a,5,6-hexahydro-12-methyl-, [4aR-(4aalpha,5alpha,10balpha)]-; 1H-5,10b-Propeno-1,7-phenanthrolin-8(7H)-one, 2,3,4,4a,5,6-hexahydro-12-methyl-, (4aR,5R,10bR)-; (4aR,5R,10bR)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-prop[1]eno-1,7-phenanthrolin-8(7H)-one; (1R,9R,10R)-16-methyl-6,14-diazatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,16-trien-5-one; (4aR,5R,10bR)-2,3,4,4a,5,6-Hexahydro-12-methyl-1H-5,10b-propeno-1,7-phenanthrolin-8(7H)-one; (4aR,5R,10bR)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-prop[1]eno-1,7-phenanthrolin-8-ol; 12-Methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-prop[1]eno-1,7-phenanthrolin-8-ol; Lycodin-1(18H)-one, 8,15-didehydro-; AMMONIUMHEXACHLORORUTHENATE(IV); Huperzine B, (-)-; (-)-Huperzine B; Huperzine b; DC3Z5425Y5; Huperzine; fordimine; 1gpn; HupB; HUB; Q27094289; Huperzine B



数据库引用编号

20 个数据库交叉引用编号

分类词条

相关代谢途径

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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)

19 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 7 AZIN2, DOT1L, FADD, GLI3, PPP1R8, RPS6KA1, RPS6KA2
Peripheral membrane protein 1 ACHE
Nucleus 13 ACHE, AZIN2, CBX5, DOT1L, GLI3, PPP1R8, PTBP2, RAG2, RPS6KA2, SETDB2, SUV39H1, SUV39H2, TOP1
cytosol 7 AZIN2, FADD, GLI3, PDE12, RPS6KA1, RPS6KA2, SETDB2
dendrite 1 AZIN2
trans-Golgi network 1 AZIN2
nucleoplasm 11 CBX5, DOT1L, GLI3, PPP1R8, RAG2, RPS6KA1, RPS6KA2, SETDB2, SUV39H1, SUV39H2, TOP1
Cell membrane 3 ACHE, EMB, SUV39H1
Synapse 4 ACHE, EMB, RPS6KA1, RPS6KA2
cell surface 1 ACHE
Golgi apparatus 2 ACHE, PROC
mitochondrial inner membrane 1 BDH1
neuromuscular junction 1 ACHE
plasma membrane 5 ACHE, BCHE, EMB, FADD, SUV39H1
Membrane 6 ACHE, AZIN2, BDH1, EMB, PTBP2, RAG2
axon 2 AZIN2, EMB
endoplasmic reticulum 1 PROC
extracellular space 3 ACHE, BCHE, PROC
perinuclear region of cytoplasm 2 ACHE, AZIN2
mitochondrion 3 AZIN2, BDH1, PDE12
protein-containing complex 2 CBX5, DOT1L
intracellular membrane-bounded organelle 3 BDH1, DOT1L, GLI3
chromatin silencing complex 1 SUV39H1
pericentric heterochromatin 1 CBX5
Single-pass type I membrane protein 1 EMB
Secreted 3 ACHE, BCHE, PROC
extracellular region 3 ACHE, BCHE, PROC
cytoplasmic side of plasma membrane 1 FADD
Mitochondrion matrix 2 BDH1, PDE12
mitochondrial matrix 2 BDH1, PDE12
Extracellular side 1 ACHE
perikaryon 2 AZIN2, TOP1
cytoplasmic vesicle 2 AZIN2, SUV39H1
nucleolus 4 CBX5, GLI3, SUV39H1, TOP1
P-body 1 TOP1
Mitochondrion inner membrane 1 BDH1
heterochromatin 2 CBX5, SUV39H1
cis-Golgi network 1 AZIN2
basement membrane 1 ACHE
axoneme 1 GLI3
ciliary tip 1 GLI3
nuclear speck 2 GLI3, PPP1R8
ciliary base 1 GLI3
cilium 1 GLI3
chromatin 1 SUV39H2
Chromosome 4 CBX5, SETDB2, SUV39H2, TOP1
Nucleus, nucleolus 1 TOP1
chromosome, telomeric region 1 CBX5
blood microparticle 1 BCHE
Lipid-anchor, GPI-anchor 1 ACHE
spliceosomal complex 2 PPP1R8, PTBP2
fibrillar center 1 TOP1
nuclear envelope 1 CBX5
Chromosome, centromere 2 CBX5, SUV39H2
Nucleus, nucleoplasm 1 TOP1
cell body 1 FADD
side of membrane 1 ACHE
Golgi lumen 1 PROC
endoplasmic reticulum lumen 2 BCHE, PROC
histone methyltransferase complex 1 CBX5
transcription repressor complex 2 CBX5, GLI3
male germ cell nucleus 1 TOP1
kinetochore 1 CBX5
histone deacetylase complex 1 CBX5
transport vesicle 1 AZIN2
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 AZIN2
nuclear envelope lumen 1 BCHE
condensed nuclear chromosome 1 SUV39H1
chromosome, centromeric region 2 SUV39H1, SUV39H2
nuclear lamina 1 SUV39H1
ribonucleoprotein complex 1 CBX5
endoplasmic reticulum-Golgi intermediate compartment 1 AZIN2
synaptic cleft 1 ACHE
protein-DNA complex 1 TOP1
CD95 death-inducing signaling complex 1 FADD
death-inducing signaling complex 1 FADD
ripoptosome 1 FADD
eNoSc complex 1 SUV39H1
rDNA heterochromatin 1 SUV39H1
Cytoplasmic vesicle, phagosome lumen 1 SUV39H1
chromocenter 1 CBX5
Golgi apparatus, cis-Golgi network 1 AZIN2
site of DNA damage 1 CBX5
ribosome 1 RPS6KA2
GLI-SUFU complex 1 GLI3
DNA recombinase complex 1 RAG2
[Isoform H]: Cell membrane 1 ACHE
matrix side of mitochondrial inner membrane 1 BDH1
granular vesicle 1 AZIN2


文献列表

  • Zha-Jun Zhan, Ting Tian, Yi-Lian Xu, Hang-Fei Yu, Cai-Xue Zhang, Zhi-Dong Zhang, Qi-Yong Tang, Wei-Guang Shan, You-Min Ying. Biotransformation of Huperzine B by a Fungal Endophyte of Huperzia serrata. Chemistry & biodiversity. 2019 Aug; 16(8):e1900299. doi: 10.1002/cbdv.201900299. [PMID: 31287220]
  • Dongke Ma, Xiaoting Gu, Xin Wang, Youping Liu, Xin Di. Pharmacokinetic Studies of Three Alkaloids in Rats After Intragastrical Administration of Lycopodii Herba Extract by LC-MS/MS. Molecules (Basel, Switzerland). 2019 May; 24(10):. doi: 10.3390/molecules24101930. [PMID: 31109141]
  • Maonian Xu, Starri Heidmarsson, Margret Thorsteinsdottir, Pawel Wasowicz, Hang Sun, Tao Deng, Sesselja Omarsdottir, Elin Soffia Olafsdottir. Infraspecific Variation of Huperzine A and B in Icelandic Huperzia selago Complex. Planta medica. 2019 Jan; 85(2):160-168. doi: 10.1055/a-0752-0295. [PMID: 30290396]
  • Rui Guo, Xiaoxiao Zhang, Jin Su, Haiyu Xu, Yanqiong Zhang, Fangbo Zhang, Defeng Li, Yi Zhang, Xuefeng Xiao, Shuangcheng Ma, Hongjun Yang. Identifying potential quality markers of Xin-Su-Ning capsules acting on arrhythmia by integrating UHPLC-LTQ-Orbitrap, ADME prediction and network target analysis. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2018 May; 44(?):117-128. doi: 10.1016/j.phymed.2018.01.019. [PMID: 29526583]
  • Nguyen Ngoc Chuong, Nguyen Thi Thu Huong, Tran Manh Hung, Tran Cong Luan. Anti-cholinesterase activity of lycopodium alkaloids from Vietnamese Huperzia squarrosa (Forst.) Trevis. Molecules (Basel, Switzerland). 2014 Nov; 19(11):19172-9. doi: 10.3390/molecules191119172. [PMID: 25415478]
  • Hongchao Zhang, Hao Liang, Pengqun Kuang, Qipeng Yuan, Yan Wang. Simultaneously preparative purification of Huperzine A and Huperzine B from Huperzia serrata by macroporous resin and preparative high performance liquid chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2012 Sep; 904(?):65-72. doi: 10.1016/j.jchromb.2012.07.019. [PMID: 22877738]
  • Wei-Han Lim, Jason Q D Goodger, Ashley R Field, Joseph A M Holtum, Ian E Woodrow. Huperzine alkaloids from Australasian and southeast Asian Huperzia. Pharmaceutical biology. 2010 Sep; 48(9):1073-8. doi: 10.3109/13880209.2010.485619. [PMID: 20731560]
  • Yanqing Zhang, Junbo Xie, Wen-Qian Chen, Tian-Yan Zhou, Wei Lu. Development of a sensitive high-performance liquid chromatographic method with simple extraction for simultaneous determination of huperzine A and huperzine B in the species containing lycopodium alkaloids. Journal of AOAC International. 2009 Jul; 92(4):1060-3. doi: . [PMID: 19714972]
  • Xiu-Nan Li, Hai-Hong Sun, Gui-Feng Zhang, Jing-Xiu Bi, Guang-Hui Ma, Run-Yu Ma, Zhi-Guo Su. A cyanopropyl reversed phase chromatography enables resolution of huperzine A and B on analytical and preparative scales. Journal of separation science. 2005 Nov; 28(17):2363-9. doi: 10.1002/jssc.200500137. [PMID: 16342803]
  • H Y Zhang, X C Tang. Huperzine B, a novel acetylcholinesterase inhibitor, attenuates hydrogen peroxide induced injury in PC12 cells. Neuroscience letters. 2000 Sep; 292(1):41-4. doi: 10.1016/s0304-3940(00)01433-6. [PMID: 10996445]
  • J Liu, H Y Zhang, L M Wang, X C Tang. Inhibitory effects of huperzine B on cholinesterase activity in mice. Zhongguo yao li xue bao = Acta pharmacologica Sinica. 1999 Feb; 20(2):141-5. doi: . [PMID: 10437161]
  • X C Tang, H Xu, J Feng, T X Zhou, J S Liu. Effect of cholinesterase inhibition in vitro by huperzine analogs. Zhongguo yao li xue bao = Acta pharmacologica Sinica. 1994 Mar; 15(2):107-10. doi: NULL. [PMID: 8010100]