Corydalis L (BioDeep_00000000507)
Secondary id: BioDeep_00000171945, BioDeep_00000859956
PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C20H23NO4 (341.16269980000004)
中文名称: (-)-异延胡索单酚碱, (-)-四氢非洲防己碱, (-)-异胭脂红, 四氢非洲方己碱
谱图信息:
最多检出来源 Viridiplantae(plant) 0.38%
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
29 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
数据库引用编号
23 个数据库交叉引用编号
- ChEBI: CHEBI:17772
- ChEBI: CHEBI:140671
- KEGG: C04118
- PubChem: 440229
- PubChem: 10220
- Metlin: METLIN64370
- ChEMBL: CHEMBL2334891
- ChEMBL: CHEMBL3780481
- MeSH: tetrahydrocolumbamine
- ChemIDplus: 0000483341
- MetaCyc: S-TETRAHYDROCOLUMBAMINE
- KNApSAcK: C00026100
- CAS: 483-34-1
- CAS: 6989-84-0
- CAS: 6487-33-8
- medchemexpress: HY-N0927
- PMhub: MS000018214
- MetaboLights: MTBLC17772
- PubChem: 6807
- KNApSAcK: C00025632
- PDB-CCD: H68
- 3DMET: B01718
- NIKKAJI: J34.147I
分类词条
相关代谢途径
Reactome(0)
代谢反应
17 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(4)
- palmatine biosynthesis:
(S)-tetrahydropalmatine + H+ + O2 ⟶ hydrogen peroxide + palmatine
- chelerythrine biosynthesis:
(S)-canadine + SAM ⟶ (S)-N-methylcanadine + SAH
- berberine biosynthesis:
(S)-tetrahydrocolumbamine + O2 + a reduced [NADPH-hemoprotein reductase] ⟶ (S)-canadine + H2O + an oxidized [NADPH-hemoprotein reductase]
- noscapine biosynthesis:
(S)-canadine + SAM ⟶ (S)-N-methylcanadine + SAH
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(13)
- palmatine biosynthesis:
(S)-tetrahydrocolumbamine + H+ + O2 ⟶ columbamine + hydrogen peroxide
- palmatine biosynthesis:
H+ + O2 + S-tetrahydrocolumbamine ⟶ columbamine + hydrogen peroxide
- palmatine biosynthesis:
(S)-tetrahydrocolumbamine + SAM ⟶ (S)-tetrahydropalmatine + H+ + SAH
- noscapine biosynthesis:
(S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
- noscapine biosynthesis:
(S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
- noscapine biosynthesis:
(S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
- noscapine biosynthesis:
(S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
- berberine biosynthesis:
(S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
- noscapine biosynthesis:
(S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
- chelerythrine biosynthesis:
(S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
- chelerythrine biosynthesis:
(S)-canadine + SAM ⟶ (S)-N-methylcanadine + SAH
- noscapine biosynthesis:
(13S,14R)-13-O-acetyl-1-hydroxy-N-methylcanadine + O2 + a reduced [NADPH-hemoprotein reductase] ⟶ (13S,14R)-13-O-acetyl-1,8-dihydroxy-N-methylcanadine + H2O + an oxidized [NADPH-hemoprotein reductase]
- berberine biosynthesis:
(S)-scoulerine + SAM ⟶ (S)-tetrahydrocolumbamine + H+ + SAH
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
26 个相关的物种来源信息
- 306909 - Annickia chlorantha: 10.1135/CCCC19902095
- 203270 - Berberis aquifolium: 10.1016/J.CHROMA.2015.08.015
- 13601 - Berberis bealei: 10.1016/J.CHROMA.2015.08.015
- 72182 - Bocconia frutescens: 10.1135/CCCC19801301
- 1095359 - Ceratocapnos heterocarpa: 10.1139/CJR43B-002
- 3442 - Coptis japonica: 10.3389/FPLS.2016.01352
- 3463 - Corydalis: 10.1016/S0031-9422(00)86950-2
- 581246 - Corydalis cava: 10.1055/S-2003-38869
- 1030656 - Corydalis heterocarpa: 10.1139/CJR43B-002
- 1030657 - Corydalis heterocarpa var. japonica: 10.1139/CJR43B-002
- 38909 - Corydalis nobilis: 10.1135/CCCC19892009
- 38929 - Corydalis ophiocarpa: 10.1016/0031-9422(82)83151-8
- 282776 - Corydalis saxicola: 10.1007/S10600-007-0072-7
- 38914 - Corydalis solida: 10.1135/CCCC19852299
- 1577077 - Corydalis turtschaninovii: 10.1055/S-0030-1249972
- 458692 - Corydalis yanhusuo:
- 458692 - Corydalis yanhusuo: 10.3390/MOLECULES13092303
- 714469 - Fibraurea recisa: 10.1016/J.JEP.2009.02.046
- 1353837 - Glaucium fimbrilligerum:
- 13569 - Hydrastis canadensis: 10.1055/S-2003-41115
- 3415 - Liriodendron tulipifera:
- 68554 - Phellodendron amurense: -
- 33090 - Plants: -
- 367485 - Pseudofumaria alba: 10.1139/CJR39B-015
- 54436 - Pseudofumaria lutea:
- 46970 - Thalictrum dioicum: 10.1016/S0040-4020(01)82640-5
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。
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]