Cephaeline (BioDeep_00000000045)

   

PANOMIX_OTCML-2023 Chemicals and Drugs natural product


代谢物信息卡片


(1R)-1-[[(2S,3R,11bS)-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl]methyl]-7-methoxy-1,2,3,4-tetrahydroisoquinolin-6-ol

化学式: C28H38N2O4 (466.2831)
中文名称: 吐根酚碱, 吐根碱
谱图信息: 最多检出来源 Viridiplantae(plant) 58.77%

Reviewed

Last reviewed on 2024-07-12.

Cite this Page

Cephaeline. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/cephaeline (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000000045). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CCC1CN2CCC3=CC(=C(C=C3C2CC1CC4C5=CC(=C(C=C5CCN4)O)OC)OC)OC
InChI: InChI=1S/C28H38N2O4/c1-5-17-16-30-9-7-19-13-27(33-3)28(34-4)15-22(19)24(30)11-20(17)10-23-21-14-26(32-2)25(31)12-18(21)6-8-29-23/h12-15,17,20,23-24,29,31H,5-11,16H2,1-4H3

描述信息

Cephaeline is a pyridoisoquinoline comprising emetam having a hydroxy group at the 6-position and methoxy substituents at the 7-, 10- and 11-positions. It derives from a hydride of an emetan.
Cephaeline is a natural product found in Dorstenia psilurus, Pogonopus tubulosus, and other organisms with data available.

Cephaeline is an alkaloid compound that belongs to the isoquinoline alkaloid family. It is naturally found in certain plant species, particularly those of the Cephalotaxus genus, which includes trees and shrubs native to East Asia and the Himalayas. Cephaeline is known for its pharmacological properties and has been the subject of various studies for its potential therapeutic applications.
Chemically, cephaeline has a complex structure characterized by an isoquinoline core with additional functional groups attached. It is classified as a monoterpenoid indole alkaloid, reflecting its biosynthetic origin from the amino acid tryptophan. The presence of these functional groups contributes to its biological activity and pharmacological effects.
In terms of its physical properties, cephaeline is typically a crystalline solid with a defined melting point. It is slightly soluble in water but more soluble in organic solvents, which is common for alkaloids of its class. The exact color and solubility characteristics can vary depending on the presence of impurities or derivatives.
Cephaeline has been of interest in the field of pharmacognosy and drug discovery due to its potential therapeutic effects, including anti-cancer, anti-inflammatory, and neuroprotective properties. However, further research is needed to fully understand its mechanisms of action and potential uses in medicine.


Annotation level-1

(-)-Cephaeline. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=483-17-0 (retrieved 2024-07-12) (CAS RN: 483-17-0). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

同义名列表

27 个代谢物同义名

6-ISOQUINOLINOL, 1-(((2S,3R,11BS)-3-ETHYL-1,3,4,6,7,11B-HEXAHYDRO-9,10-DIMETHOXY-2H-BENZO(A)QUINOLIZIN-2-YL)METHYL)-1,2,3,4-TETRAHYDRO-7-METHOXY-, (1R)-; (1R)-1-(((2S,3R,11BS)-3-ETHYL-1,3,4,6,7,11B-HEXAHYDRO-9,10-DIMETHOXY-2H-BENZO(A)QUINOLIZIN-2-YL)METHYL)-1,2,3,4-TETRAHYDRO-7-METHOXY-6-ISOQUINOLINOL; (1R)-1-[[(2S,3R,11bS)-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl]methyl]-7-methoxy-1,2,3,4-tetrahydroisoquinolin-6-ol; Emetan-6-ol, 7,10,11-trimethoxy-; 7,10,11-Trimethoxyemetan-6-ol; Thiazole, 2-iodo-5-methyl-; Dihydropsychotrine; Prestwick3_000428; desmethyl-emetine; Prestwick2_000428; Prestwick0_000428; Prestwick1_000428; desmethylemetine; CEPHAELINE [MI]; (-)-Cephaeline; BPBio1_000458; MEGxp0_001992; ACon1_001325; NCI60_002878; Cephaelinel; Cephaeline; Alangine B; Cepheline; cephaline; cephaelin; Ipecac (Cephaeline); Cephaeline



数据库引用编号

35 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(1)

代谢反应

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(1)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

74 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 CDK1, CYP2D6, CYP3A4, EGFR, HTR4, MAPK14, PCSK9, PML, PNPLA4, TH, TNK1
Peripheral membrane protein 2 PML, TNK1
Endosome membrane 2 EGFR, HTR4
Endoplasmic reticulum membrane 5 CDK1, CYP2D6, CYP3A4, EGFR, PML
Nucleus 6 CDK1, EGFR, MAPK14, PML, S100A8, TH
cytosol 6 CDK1, MAPK14, PML, PNPLA4, S100A8, TH
dendrite 3 DRD2, HTR4, TH
centrosome 1 CDK1
nucleoplasm 4 ATP2B1, CDK1, MAPK14, PML
Cell membrane 8 ADCYAP1R1, ADIPOR2, ATP2B1, AXL, DRD2, EGFR, HTR3A, HTR4
Cytoplasmic side 1 PML
Cleavage furrow 1 HTR3A
ruffle membrane 1 EGFR
Cell projection, axon 1 TH
Early endosome membrane 2 EGFR, PML
Multi-pass membrane protein 7 ADCYAP1R1, ADIPOR2, ATP2B1, ATP4A, DRD2, HTR3A, HTR4
Golgi apparatus membrane 1 DRD2
Synapse 4 ATP2B1, DRD2, HTR3A, HTR4
cell junction 1 EGFR
cell surface 4 ADCYAP1R1, AXL, EGFR, PCSK9
glutamatergic synapse 5 ATP2B1, DRD2, EGFR, HTR4, MAPK14
Golgi apparatus 1 PCSK9
Golgi membrane 2 DRD2, EGFR
lysosomal membrane 1 PCSK9
postsynapse 2 HTR3A, HTR4
presynaptic membrane 2 ATP2B1, DRD2
smooth endoplasmic reticulum 1 TH
synaptic vesicle 1 TH
Lysosome 1 PCSK9
acrosomal vesicle 1 DRD2
endosome 4 ADCYAP1R1, EGFR, HTR4, PCSK9
plasma membrane 13 ADCYAP1R1, ADIPOR2, ATP2B1, ATP4A, AXL, CD160, DRD2, EGFR, HTR3A, HTR4, PCSK9, S100A8, TNK1
synaptic vesicle membrane 2 ATP2B1, DRD2
terminal bouton 1 TH
Membrane 12 ADCYAP1R1, ATP2B1, ATP4A, AXL, CDK1, CYP2D6, CYP3A4, EGFR, HTR3A, HTR4, PNPLA4, TNK1
apical plasma membrane 2 ATP4A, EGFR
axon 2 DRD2, TH
basolateral plasma membrane 2 ATP2B1, EGFR
caveola 1 ADCYAP1R1
extracellular exosome 4 ATP2B1, AXL, CDK1, S100A8
endoplasmic reticulum 2 CYP2D6, PCSK9
extracellular space 5 ATP4A, AXL, EGFR, PCSK9, S100A8
perinuclear region of cytoplasm 3 EGFR, PCSK9, TH
bicellular tight junction 1 ADCYAP1R1
mitochondrion 5 CDK1, CYP2D6, MAPK14, PNPLA4, TH
protein-containing complex 1 EGFR
intracellular membrane-bounded organelle 5 ADCYAP1R1, ATP2B1, AXL, CYP2D6, CYP3A4
Microsome membrane 2 CYP2D6, CYP3A4
Single-pass type I membrane protein 2 AXL, EGFR
Secreted 1 PCSK9
extracellular region 4 CD160, MAPK14, PCSK9, S100A8
cytoplasmic side of plasma membrane 1 TH
Single-pass membrane protein 1 CYP2D6
mitochondrial matrix 1 CDK1
ciliary membrane 1 DRD2
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 CDK1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
nuclear membrane 2 EGFR, PML
actin cytoskeleton 1 AXL
dendritic spine 1 DRD2
perikaryon 2 DRD2, TH
cytoplasmic vesicle 1 TH
nucleolus 1 PML
Melanosome membrane 1 TH
midbody 1 CDK1
Early endosome 1 PCSK9
COPII-coated ER to Golgi transport vesicle 1 PCSK9
postsynaptic membrane 2 DRD2, HTR3A
Apical cell membrane 1 ATP4A
Cytoplasm, perinuclear region 1 TH
Membrane raft 1 EGFR
focal adhesion 1 EGFR
GABA-ergic synapse 1 DRD2
intracellular vesicle 1 EGFR
Nucleus, PML body 1 PML
PML body 1 PML
collagen-containing extracellular matrix 1 S100A8
lateral plasma membrane 2 ATP2B1, DRD2
nuclear speck 1 MAPK14
Postsynaptic cell membrane 1 HTR3A
Late endosome 1 PCSK9
receptor complex 3 ADCYAP1R1, AXL, EGFR
neuron projection 2 HTR3A, TH
cilium 1 DRD2
cell projection 1 ATP2B1
mitotic spindle 1 CDK1
cytoskeleton 1 S100A8
spindle pole 1 MAPK14
chromosome, telomeric region 2 CDK1, PML
non-motile cilium 1 DRD2
serotonin-activated cation-selective channel complex 1 HTR3A
transmembrane transporter complex 1 HTR3A
Basolateral cell membrane 1 ATP2B1
Lipid-anchor, GPI-anchor 1 CD160
sperm flagellum 1 DRD2
Lipid droplet 1 PNPLA4
Presynaptic cell membrane 1 ATP2B1
side of membrane 1 CD160
intermediate filament cytoskeleton 1 S100A8
basal plasma membrane 1 EGFR
synaptic membrane 1 EGFR
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 2 MAPK14, S100A8
endoplasmic reticulum lumen 1 PCSK9
nuclear matrix 1 PML
axon terminus 1 DRD2
endocytic vesicle 1 DRD2
immunological synapse 1 ATP2B1
clathrin-coated endocytic vesicle membrane 1 EGFR
spindle microtubule 1 CDK1
endolysosome membrane 1 PCSK9
dopaminergic synapse 1 DRD2
extrinsic component of external side of plasma membrane 1 PCSK9
cyclin-dependent protein kinase holoenzyme complex 1 CDK1
[CD160 antigen]: Cell membrane 1 CD160
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
PCSK9-LDLR complex 1 PCSK9
calprotectin complex 1 S100A8
cyclin A1-CDK1 complex 1 CDK1
cyclin A2-CDK1 complex 1 CDK1
cyclin B1-CDK1 complex 1 CDK1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle 1 TH
PCSK9-AnxA2 complex 1 PCSK9
photoreceptor ribbon synapse 1 ATP2B1
G protein-coupled receptor complex 1 DRD2
potassium:proton exchanging ATPase complex 1 ATP4A


文献列表

  • 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]
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  • Bo Eng Cheong, Tomoya Takemura, Kayo Yoshimatsu, Fumihiko Sato. Molecular cloning of an O-methyltransferase from adventitious roots of Carapichea ipecacuanha. Bioscience, biotechnology, and biochemistry. 2011; 75(1):107-13. doi: 10.1271/bbb.100605. [PMID: 21228475]
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