Cassaine (BioDeep_00000006913)

   

natural product


代谢物信息卡片


NCI60_041577

化学式: C24H39NO4 (405.2879)
中文名称:
谱图信息: 最多检出来源 Escherichia coli(endogenous) 50%

分子结构信息

SMILES: CC1/C(=C/C(=O)OCCN(C)C)CCC2C1C(=O)CC1C(C)(C)C(O)CCC21C
InChI: InChI=1S/C24H39NO4/c1-15-16(13-21(28)29-12-11-25(5)6)7-8-17-22(15)18(26)14-19-23(2,3)20(27)9-10-24(17,19)4/h13,15,17,19-20,22,27H,7-12,14H2,1-6H3/b16-13+/t15-,17-,19-,20-,22-,24+/m0/s1

描述信息

A tricyclic diterpenoid isolated from several plant species of the genus Erythrophleum.

同义名列表

3 个代谢物同义名

Cassaine; NCI60_041577; Cassaine



数据库引用编号

17 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)

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 11 ANG, ANXA5, BCL2, CASP3, CASP8, CASP9, CFLAR, FADD, MSMP, NOS3, VEGFA
Peripheral membrane protein 1 ANXA5
Endoplasmic reticulum membrane 2 BCL2, HSP90B1
Nucleus 10 ANG, BCL2, CASP3, CASP8, CASP9, HSP90B1, NOS3, PARP1, SPEG, VEGFA
cytosol 11 ANG, ANXA5, BCL2, CASP3, CASP8, CASP9, CFLAR, FADD, HSP90B1, NOS3, PARP1
nuclear body 1 PARP1
nucleoplasm 5 ATP2B1, CASP3, CASP8, NOS3, PARP1
Cell membrane 2 ATP2B1, CASR
lamellipodium 1 CASP8
Multi-pass membrane protein 2 ATP2B1, CASR
Synapse 1 ATP2B1
cell surface 2 CASR, VEGFA
glutamatergic synapse 3 ATP2B1, CASP3, CASR
Golgi apparatus 2 NOS3, VEGFA
Golgi membrane 1 NOS3
growth cone 1 ANG
neuronal cell body 3 ANG, CASP3, CASR
presynaptic membrane 2 ATP2B1, CASR
sarcolemma 1 ANXA5
smooth endoplasmic reticulum 1 HSP90B1
Cytoplasm, cytosol 1 PARP1
plasma membrane 5 ATP2B1, BCHE, CASR, FADD, NOS3
synaptic vesicle membrane 1 ATP2B1
Membrane 7 ANXA5, ATP2B1, BCL2, CASR, HSP90B1, PARP1, VEGFA
apical plasma membrane 1 CASR
basolateral plasma membrane 2 ATP2B1, CASR
caveola 1 NOS3
extracellular exosome 3 ANXA5, ATP2B1, HSP90B1
endoplasmic reticulum 3 BCL2, HSP90B1, VEGFA
extracellular space 4 ANG, BCHE, MSMP, VEGFA
perinuclear region of cytoplasm 2 HSP90B1, NOS3
adherens junction 1 VEGFA
mitochondrion 4 BCL2, CASP8, CASP9, PARP1
protein-containing complex 5 BCL2, CASP8, CASP9, HSP90B1, PARP1
intracellular membrane-bounded organelle 1 ATP2B1
postsynaptic density 1 CASP3
Secreted 4 ANG, BCHE, MSMP, VEGFA
extracellular region 5 ANG, ANXA5, BCHE, HSP90B1, VEGFA
cytoplasmic side of plasma membrane 1 FADD
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, CASP8
transcription regulator complex 1 PARP1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 1 ANXA5
Secreted, extracellular space, extracellular matrix 1 VEGFA
actin cytoskeleton 1 ANG
nucleolus 2 ANG, PARP1
midbody 1 HSP90B1
Cytoplasm, P-body 1 NOS3
P-body 1 NOS3
Cell projection, lamellipodium 1 CASP8
pore complex 1 BCL2
focal adhesion 2 ANXA5, HSP90B1
extracellular matrix 1 VEGFA
basement membrane 1 ANG
collagen-containing extracellular matrix 2 ANXA5, HSP90B1
secretory granule 1 VEGFA
lateral plasma membrane 1 ATP2B1
Zymogen granule membrane 1 ANXA5
chromatin 1 PARP1
cell projection 1 ATP2B1
Chromosome 2 ANG, PARP1
cytoskeleton 2 CASP8, NOS3
Nucleus, nucleolus 2 ANG, PARP1
nuclear replication fork 1 PARP1
chromosome, telomeric region 1 PARP1
blood microparticle 1 BCHE
Basolateral cell membrane 1 ATP2B1
site of double-strand break 1 PARP1
nuclear envelope 1 PARP1
Melanosome 1 HSP90B1
Cytoplasm, Stress granule 2 ANG, NOS3
cytoplasmic stress granule 2 ANG, NOS3
Presynaptic cell membrane 1 ATP2B1
cell body 2 CASP8, FADD
myelin sheath 1 BCL2
sperm plasma membrane 1 HSP90B1
endoplasmic reticulum lumen 2 BCHE, HSP90B1
platelet alpha granule lumen 1 VEGFA
axon terminus 1 CASR
endocytic vesicle membrane 1 NOS3
endocytic vesicle 1 ANG
immunological synapse 1 ATP2B1
nuclear envelope lumen 1 BCHE
apoptosome 1 CASP9
vesicle membrane 1 ANXA5
Sarcoplasmic reticulum lumen 1 HSP90B1
protein-DNA complex 1 PARP1
CD95 death-inducing signaling complex 3 CASP8, CFLAR, FADD
death-inducing signaling complex 4 CASP3, CASP8, CFLAR, FADD
ripoptosome 3 CASP8, CFLAR, FADD
site of DNA damage 1 PARP1
endocytic vesicle lumen 1 HSP90B1
angiogenin-PRI complex 1 ANG
endoplasmic reticulum chaperone complex 1 HSP90B1
endothelial microparticle 1 ANXA5
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
BAD-BCL-2 complex 1 BCL2
photoreceptor ribbon synapse 1 ATP2B1
[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
caspase complex 1 CASP9


文献列表

  • Zeping Chen, Ying Mou, Hao Zhong, Jiekun Xu, Xiaoqi Zhang, Guoqiang Li, Jun He, Weiku Zhang, Weihuan Huang, Haiyan Tian. Cassaine diterpenoids from the seeds of Erythrophleum fordii Oliv. and their antiangiogenic activity. Phytochemistry. 2022 Nov; 203(?):113399. doi: 10.1016/j.phytochem.2022.113399. [PMID: 36027967]
  • Hao Zhong, Li Wang, Si Xiong, Zhen Wang, Zeping Chen, Weihuan Huang, Manmei Li, Haiyan Tian. Cassaine diterpenoid glycosides from the seeds of Erythrophleum fordii Oliv. and their antiviral and anti-inflammatory activities. Fitoterapia. 2022 Nov; 163(?):105348. doi: 10.1016/j.fitote.2022.105348. [PMID: 36368611]
  • Tu Thanh Thi Nguyen, Dao Cuong To, Phuong Hien Thi Vo, Thanh Hoa Tran, Phi Hung Nguyen, Hien Minh Nguyen, Manh Hung Tran. Cassaine Diterpenoid Amide from Stem Bark of Erythrophleum fordii Suppresses Cytotoxic and Induces Apoptosis of Human Leukemia Cells. Molecules (Basel, Switzerland). 2020 Jul; 25(14):. doi: 10.3390/molecules25143304. [PMID: 32708204]
  • Xiuyong Huang, Zeping Chen, Shiwen Zhou, Pengyun Huang, Zhenjian Zhuo, Sudan Zeng, Lei Wang, Yong Wang, Chuanshan Xu, Haiyan Tian. Cassaine diterpenoids from the seeds of Erythrophleum fordii and their cytotoxic activities. Fitoterapia. 2018 Jun; 127(?):245-251. doi: 10.1016/j.fitote.2018.02.028. [PMID: 29496564]
  • Manh Tuan Ha, Manh Hung Tran, Thien Thuong Phuong, Jeong Ah Kim, Mi Hee Woo, Jae Sue Choi, Suhyun Lee, Jeong Hyung Lee, Hyeong Kyu Lee, Byung Sun Min. Cytotoxic and apoptosis-inducing activities against human lung cancer cell lines of cassaine diterpenoids from the bark of Erythrophleum fordii. Bioorganic & medicinal chemistry letters. 2017 07; 27(13):2946-2952. doi: 10.1016/j.bmcl.2017.05.006. [PMID: 28506750]
  • Tran Manh Hung, To Dao Cuong, Jeong Ah Kim, Nara Tae, Jeong Hyung Lee, Byung Sun Min. Cassaine diterpene alkaloids from Erythrophleum fordii and their anti-angiogenic effect. Bioorganic & medicinal chemistry letters. 2014 Jan; 24(1):168-72. doi: 10.1016/j.bmcl.2013.11.048. [PMID: 24332631]
  • Dan Du, Lei Fang, Jing Qu, Shishan Yu, Shuanggang Ma, Haining Lv, Jing Liu, Yuanyan Liu, Jiaming Wang, Xiaojing Wang. Oleanane-type triterpene saponins and cassaine-type diterpenoids from Erythrophleum fordii. Planta medica. 2011 Sep; 77(14):1631-8. doi: 10.1055/s-0030-1270992. [PMID: 21484673]
  • Dan Du, Jing Qu, Jia-Ming Wang, Shi-Shan Yu, Xiao-Guang Chen, Song Xu, Shuang-Gang Ma, Yong Li, Guang-Zhi Ding, Lei Fang. Cytotoxic cassaine diterpenoid-diterpenoid amide dimers and diterpenoid amides from the leaves of Erythrophleum fordii. Phytochemistry. 2010 Oct; 71(14-15):1749-55. doi: 10.1016/j.phytochem.2010.07.004. [PMID: 20678783]
  • Jing Qu, You-Cai Hu, Shi-Shan Yu, Xiao-Guang Chen, Yan Li. New cassaine diterpenoid amides with cytotoxic activities from the bark of Erythrophleum fordii. Planta medica. 2006 Apr; 72(5):442-9. doi: 10.1055/s-2005-916264. [PMID: 16557459]
  • S De Munari, P Barassi, A Cerri, G Fedrizzi, M Gobbini, M Mabilia, P Melloni. A new approach to the design of novel inhibitors of Na+,K+-ATPase: 17alpha-substituted seco-D 5beta-androstane as cassaine analogues. Journal of medicinal chemistry. 1998 Jul; 41(16):3033-40. doi: 10.1021/jm980108d. [PMID: 9685243]
  • T Akera, Y C Ng, I S Shieh, E Bero, T M Brody, W E Braselton. Effects of K+ on the interaction between cardiac glycosides and Na,K-ATPase. European journal of pharmacology. 1985 May; 111(2):147-57. doi: 10.1016/0014-2999(85)90751-4. [PMID: 2990948]
  • J Derka, G Carbonell, E Petrovský. [Induction of components of the natural precipitation system (GANS) and another antibody after alloimmunization with serum or egg yolk in fowl]. Veterinarni medicina. 1978 Mar; 23(3):141-5. doi: NULL. [PMID: 96563]