Corydalis L (BioDeep_00000000507)

 

Secondary id: BioDeep_00000171945, BioDeep_00000859956

PANOMIX_OTCML-2023


代谢物信息卡片


(13aS)-3,9,10-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-2-ol

化学式: C20H23NO4 (341.1627)
中文名称: (-)-四氢非洲防己碱, (-)-异胭脂红, 四氢非洲方己碱, (-)-异延胡索单酚碱
谱图信息: 最多检出来源 Viridiplantae(plant) 12.8%

分子结构信息

SMILES: COC1=C(C2=C(CC3C4=CC(=C(C=C4CCN3C2)OC)O)C=C1)OC
InChI: InChI=1S/C20H23NO4/c1-23-18-5-4-12-8-16-14-10-17(22)19(24-2)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,9-10,16,22H,6-8,11H2,1-3H3

描述信息

(S)-tetrahydrocolumbamine is a berberine alkaloid consisting of columbamine having four extra hydrogens at positions 5, 8, 13 and 13a and (S)-configuration. It is a berberine alkaloid and an organic heterotetracyclic compound. It is functionally related to a columbamine.
(S)-Tetrahydrocolumbamine is a natural product found in Corydalis heterocarpa, Ceratocapnos heterocarpa, and other organisms with data available.
A berberine alkaloid consisting of columbamine having four extra hydrogens at positions 5, 8, 13 and 13a and (S)-configuration.
(-)-Isocorypalmine (Tetrahydrocolumbamine), isolated from the crude base fraction of Corydalis chaerophylla, is a dopamine receptor ligand[1]. Recombinant CYP719A21 displays strict substrate specificity and high affinity (Km=4.63 ± 0.71 μM) for (-)-Isocorypalmine[2].
(-)-Isocorypalmine (Tetrahydrocolumbamine), isolated from the crude base fraction of Corydalis chaerophylla, is a dopamine receptor ligand[1]. Recombinant CYP719A21 displays strict substrate specificity and high affinity (Km=4.63 ± 0.71 μM) for (-)-Isocorypalmine[2].
(-)-Isocorypalmine (Tetrahydrocolumbamine), isolated from the crude base fraction of Corydalis chaerophylla, is a dopamine receptor ligand[1]. Recombinant CYP719A21 displays strict substrate specificity and high affinity (Km=4.63 ± 0.71 μM) for (-)-Isocorypalmine[2].
(-)-Isocorypalmine (Tetrahydrocolumbamine), isolated from the crude base fraction of Corydalis chaerophylla, is a dopamine receptor ligand[1]. Recombinant CYP719A21 displays strict substrate specificity and high affinity (Km=4.63 ± 0.71 μM) for (-)-Isocorypalmine[2].
(-)-Isocorypalmine (Tetrahydrocolumbamine), isolated from the crude base fraction of Corydalis chaerophylla, is a dopamine receptor ligand[1]. Recombinant CYP719A21 displays strict substrate specificity and high affinity (Km=4.63 ± 0.71 μM) for (-)-Isocorypalmine[2].
(-)-Isocorypalmine (Tetrahydrocolumbamine), isolated from the crude base fraction of Corydalis chaerophylla, is a dopamine receptor ligand[1]. Recombinant CYP719A21 displays strict substrate specificity and high affinity (Km=4.63 ± 0.71 μM) for (-)-Isocorypalmine[2].

同义名列表

30 个代谢物同义名

(13aS)-3,9,10-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-2-ol; (S)-3,9,10-Trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[3,2-a]isoquinolin-2-ol; (13aS)-3,9,10-trimethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinolin-2-ol; 6H-DIBENZO(A,G)QUINOLIZIN-2-OL, 5,8,13,13A-TETRAHYDRO-3,9,10-TRIMETHOXY-, (13AS); 6H-Dibenzo(a,g)quinolizin-2-ol, 5,8,13,13a-tetrahydro-3,9,10-trimethoxy-, (S)-; 3,9,10-Trimethoxy-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinolin-2-ol; (13aS)-5,8,13,13a-tetrahydro-3,9,10-trimethoxy-6H-Dibenzo[a,g]quinolizin-2-ol; (S)-TetrahydrocolumbamineTetrahydrocolumbamine; 13a-alpha-Berbin-2-ol, 3,9,10-trimethoxy-; Isocorypalmine (Tetrahydrocolumbamine); 5,8,13,13a-Tetrahydrocolumbamine; (-)-(S)-TETRAHYDROCOLUMBAMINE; (L)-TETRAHYDROCOLUMBAMINE; (S)-Tetrahydrocolumbamine; Columbamine, tetrahydro-; l-Tetrahydrocolumbamine; O10-Methylstepholidine; tetrahydro-columbamine; Tetrahydrocolumbamine; ISOCORYPALMINE, (L)-; ISOCORYPALMINE, (-)-; (S)-Isocorypalmine; (-)-Isocorypalmine; l-Isocorypalmine; Isocorypalmine; Corydalis L; H68; (13aS)-5,8,13,13a-Tetrahydro-3,9,10-trimethoxy-6H- dibenzo[a,g]quinolizin-2-ol; (+/-)-Isocorypalmine; Isocorypalmine



数据库引用编号

26 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(2)

代谢反应

17 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(4)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(13)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

26 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 8 AKT1, CASP3, EGFR, ESR1, PIK3CA, PTGS2, TP53, VEGFA
Peripheral membrane protein 3 CYP1B1, ESR1, PTGS2
Endosome membrane 2 ADRB2, EGFR
Endoplasmic reticulum membrane 4 CYP1B1, DRD1, EGFR, PTGS2
Mitochondrion membrane 1 MAOA
Nucleus 8 ADRB2, AKT1, CASP3, DRD1, EGFR, ESR1, TP53, VEGFA
cytosol 6 AKT1, CASP3, ESR1, MAOA, PIK3CA, TP53
dendrite 1 DRD2
centrosome 1 TP53
nucleoplasm 4 AKT1, CASP3, ESR1, TP53
Cell membrane 7 ADRB2, AKT1, DRD1, DRD2, EGFR, ESR1, TNF
Cytoplasmic side 2 ESR1, MAOA
lamellipodium 2 AKT1, PIK3CA
ruffle membrane 1 EGFR
Early endosome membrane 1 EGFR
Multi-pass membrane protein 3 ADRB2, DRD1, DRD2
Golgi apparatus membrane 1 DRD2
Synapse 1 DRD2
cell cortex 1 AKT1
cell junction 1 EGFR
cell surface 3 EGFR, TNF, VEGFA
glutamatergic synapse 5 AKT1, CASP3, DRD1, DRD2, EGFR
Golgi apparatus 3 ADRB2, ESR1, VEGFA
Golgi membrane 2 DRD2, EGFR
neuronal cell body 2 CASP3, TNF
postsynapse 1 AKT1
presynaptic membrane 2 DRD1, DRD2
Lysosome 2 ADRB2, SGSH
acrosomal vesicle 1 DRD2
endosome 2 ADRB2, EGFR
plasma membrane 8 ADRB2, AKT1, DRD1, DRD2, EGFR, ESR1, PIK3CA, TNF
synaptic vesicle membrane 1 DRD2
Membrane 8 ADRB2, AKT1, CYP1B1, EGFR, ESR1, MAOA, TP53, VEGFA
apical plasma membrane 2 ADRB2, EGFR
axon 1 DRD2
basolateral plasma membrane 1 EGFR
caveola 1 PTGS2
extracellular exosome 2 MMP9, SGSH
endoplasmic reticulum 3 PTGS2, TP53, VEGFA
extracellular space 5 EGFR, IL6, MMP9, TNF, VEGFA
lysosomal lumen 1 SGSH
perinuclear region of cytoplasm 2 EGFR, PIK3CA
adherens junction 1 VEGFA
intercalated disc 1 PIK3CA
mitochondrion 3 CYP1B1, MAOA, TP53
protein-containing complex 5 AKT1, EGFR, ESR1, PTGS2, TP53
intracellular membrane-bounded organelle 1 CYP1B1
Microsome membrane 2 CYP1B1, PTGS2
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 EGFR
Secreted 2 IL6, VEGFA
extracellular region 4 IL6, MMP9, TNF, VEGFA
Mitochondrion outer membrane 1 MAOA
Single-pass membrane protein 1 MAOA
mitochondrial outer membrane 1 MAOA
Mitochondrion matrix 1 TP53
mitochondrial matrix 1 TP53
transcription regulator complex 2 ESR1, TP53
ciliary membrane 2 DRD1, DRD2
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 TP53
nuclear membrane 1 EGFR
external side of plasma membrane 1 TNF
Secreted, extracellular space, extracellular matrix 2 MMP9, VEGFA
dendritic spine 2 DRD1, DRD2
perikaryon 1 DRD2
microtubule cytoskeleton 1 AKT1
nucleolus 1 TP53
Early endosome 1 ADRB2
cell-cell junction 1 AKT1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 AKT1
postsynaptic membrane 2 DRD1, DRD2
Membrane raft 2 EGFR, TNF
Cytoplasm, cytoskeleton 1 TP53
focal adhesion 1 EGFR
spindle 1 AKT1
GABA-ergic synapse 2 DRD1, DRD2
extracellular matrix 1 VEGFA
intracellular vesicle 1 EGFR
Cell projection, dendritic spine 1 DRD1
Nucleus, PML body 1 TP53
PML body 1 TP53
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
collagen-containing extracellular matrix 1 MMP9
secretory granule 1 VEGFA
lateral plasma membrane 1 DRD2
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 2 ADRB2, EGFR
neuron projection 1 PTGS2
ciliary basal body 1 AKT1
cilium 2 DRD1, DRD2
chromatin 2 ESR1, TP53
phagocytic cup 1 TNF
non-motile cilium 2 DRD1, DRD2
site of double-strand break 1 TP53
sperm flagellum 1 DRD2
Cell projection, dendrite 1 DRD1
euchromatin 1 ESR1
germ cell nucleus 1 TP53
replication fork 1 TP53
basal plasma membrane 1 EGFR
synaptic membrane 1 EGFR
ficolin-1-rich granule lumen 1 MMP9
endoplasmic reticulum lumen 2 IL6, PTGS2
nuclear matrix 1 TP53
transcription repressor complex 1 TP53
platelet alpha granule lumen 1 VEGFA
axon terminus 1 DRD2
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
tertiary granule lumen 1 MMP9
endocytic vesicle 1 DRD2
neuronal dense core vesicle 1 ADRB2
Single-pass type IV membrane protein 1 MAOA
clathrin-coated endocytic vesicle membrane 2 ADRB2, EGFR
[Isoform 1]: Nucleus 2 ESR1, TP53
death-inducing signaling complex 1 CASP3
dopaminergic synapse 1 DRD2
Cell projection, cilium membrane 1 DRD1
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
interleukin-6 receptor complex 1 IL6
G protein-coupled receptor complex 2 DRD1, DRD2
[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
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Li Lin, Xiu-Bin Liu, Qiao-Yun Zhou, Sha-Sha Liu, Meng-Ting Zuo, Jian-Guo Zeng, Zhao-Ying Liu. Characterization of in vitro metabolites of three tetrahydroprotoberberine alkaloids in rat liver S9 by high-performance liquid chromatography/quadrupole time-of-flight mass spectrometry. Rapid communications in mass spectrometry : RCM. 2018 Sep; 32(17):1540-1548. doi: 10.1002/rcm.8199. [PMID: 29935083]
  • Thu-Thuy T Dang, Peter J Facchini. Cloning and characterization of canadine synthase involved in noscapine biosynthesis in opium poppy. FEBS letters. 2014 Jan; 588(1):198-204. doi: 10.1016/j.febslet.2013.11.037. [PMID: 24316226]
  • Ziming Lu, Wuxing Sun, Xuhong Duan, Zhiyun Yang, Yadong Liu, Pengfei Tu. [Chemical constituents from Corydalis yanhusuo]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2012 Jan; 37(2):235-7. doi: . [PMID: 22737858]
  • Xing-Ye Cheng, Yue Shi, Shun-Liang Zheng, Hong Sun, Wen Jin. [Studies on chemical constituents in the anti-myocardial ischemia effective fraction of Corydalis yanhusuo]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2008 Nov; 31(11):1656-8. doi: . [PMID: 19260272]