Scoulerin (BioDeep_00000403162)
Main id: BioDeep_00000003728
natural product PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C19H21NO4 (327.14705060000006)
中文名称: 金黄紫堇碱
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: COC1=C(C2=C(CC3C4=CC(=C(C=C4CCN3C2)OC)O)C=C1)O
InChI: InChI=1S/C19H21NO4/c1-23-17-4-3-11-7-15-13-9-16(21)18(24-2)8-12(13)5-6-20(15)10-14(11)19(17)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3
描述信息
A berberine alkaloid isolated from Corydalis saxicola.
同义名列表
11 个代谢物同义名
(S)-scoulerine; Scoulerin; (13aS)-3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol; (13aS)-3,10-dimethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline-2,9-diol; (13AS)-5,8,13,13a-tetrahydro-3,10-dimethoxy-6H-dibenzo[a,g]quinolizine-2,9-diol; Prestwick3_000601; BSPBio_000502; BPBio1_000554; CHEBI:17129; C02106; Scoulerine
数据库引用编号
12 个数据库交叉引用编号
- ChEBI: CHEBI:17129
- KEGG: C02106
- PubChem: 439654
- ChEMBL: CHEMBL1235966
- CAS: 6451-73-6
- MoNA: PM010807
- MetaboLights: MTBLC17129
- PubChem: 5188
- KNApSAcK: C00026092
- PDB-CCD: SLX
- 3DMET: B01533
- NIKKAJI: J92.838K
分类词条
相关代谢途径
Reactome(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)
134 个相关的物种来源信息
- 33090 丁公藤: -
- 33090 苦地丁: -
- 33090 延胡索: -
- 33090 白屈菜: -
- 3039 Euglena gracilis: 10.3389/FBIOE.2021.662655
- 54418 Dicentra peregrina: 10.1201/B16160-69
- 1053349 Fumaria capreolata:
- 1464607 Fumaria barnolae: 10.1021/NP50043A036
- 357466 Papaver atlanticum: 10.1135/CCCC19862232
- 1353838 Glaucium squamigerum: 10.1135/CCCC19841318
- 99307 Argemone albiflora: 10.1007/BF00598384
- 54796 Argemone mexicana: 10.1007/BF00598384
- 99340 Argemone ochroleuca: 10.1007/BF00598384
- 1464626 Fumaria petteri: 10.3109/13880208809053890
- 1092453 Fumaria kralikii: 10.3109/13880208809053890
- 1464625 Fumaria parviflora: 10.1021/NP50014A005
- 1464604 Fumaria asepala:
- 1464616 Fumaria judaica: 10.3109/13880208609083314
- 72189 Stylophorum lasiocarpum: 10.1135/CCCC19911116
- 1353837 Glaucium fimbrilligerum:
- 56864 Stylophorum diphyllum: 10.1135/CCCC19840704
- 107196 Sarcocapnos saetabensis:
- 38924 Sarcocapnos enneaphylla:
- 185659 Sarcocapnos crassifolia:
- 38914 Corydalis solida:
- 357464 Papaver argemone: 10.1135/CCCC19881845
- 33128 Papaver rhoeas:
- 38909 Corydalis nobilis:
- 54425 Corydalis intermedia:
- 1092452 Fumaria densiflora: 10.1135/CCCC19961064
- 3463 Corydalis:
- 152367 Stephania cephalantha:
- 391933 Hypecoum procumbens:
- 1549777 Corydalis caseana:
- 1238147 Corydalis bungeana: 10.1055/S-2006-962761
- 367484 Fumaria vaillantii: 10.1016/0031-9422(83)80048-X
- 22694 Papaver orientale:
- 215227 Papaver bracteatum:
- 49314 Annona cherimola: 10.1021/NP50037A038
- 690737 Disepalum pulchrum: 10.1016/0031-9422(90)85344-F
- 235812 Polyalthia stenopetala: 10.1016/0031-9422(90)85344-F
- 72182 Bocconia frutescens: 10.1135/CCCC19801301
- 282776 Corydalis saxicola: 10.1007/S10600-007-0072-7
- 581246 Corydalis cava:
- 1202398 Dasymaschalon longiflorum: 10.1016/S0031-9422(00)91254-8
- 357465 Papaver armeniacum:
- 400537 Papaver triniifolium:
- 2025842 Annona leptopetala: 10.1076/1388-0209(200009)3841-AFT318
- 2651905 Artabotrys venustus: 10.1021/NP50046A007
- 41776 Nandina domestica: 10.1016/0031-9422(88)80113-4
- 3845 Erythrina variegata: 10.1248/YAKUSHI1947.93.12_1671
- 235752 Miliusa horsfieldii: 10.1055/S-2002-33804
- 235744 Meiogyne virgata: 10.1016/S0031-9422(00)81449-1
- 79802 Thalictrum tuberosum: 10.1016/0031-9422(93)85104-Y
- 3442 Coptis japonica:
- 1549780 Corydalis scouleri: 10.1139/CJR36B-040
- 3464 Capnoides sempervirens: 10.1016/S0305-1978(02)00225-9
- 296847 Fissistigma glaucescens:
- 1533249 Papaver lecoqii:
- 1852778 Corydalis balansae: 10.1055/S-1999-14090
- 323049 Croton flavens: 10.1080/1478641031000111516
- 248829 Meconopsis cambrica: 10.1021/NP2005049
- 301862 Annona reticulata: 10.1007/978-90-481-8661-7_29
- 38903 Corydalis pallida: 10.1002/CBDV.200890121
- 458692 Corydalis yanhusuo: 10.1002/CBDV.200890121
- 404570 Corydalis incisa: 10.1002/CBDV.200890121
- 3467 Eschscholzia californica:
- 672953 Uvaria argentea: 10.1111/J.2042-7158.1998.TB02422.X
- 294158 Duguetia moricandiana: 10.1177/1934578X1701201018
- 3039 Euglena gracilis: 10.3389/FBIOE.2021.662655
- 54418 Dicentra peregrina: 10.1201/B16160-69
- 1053349 Fumaria capreolata:
- 1464607 Fumaria barnolae: 10.1021/NP50043A036
- 357466 Papaver atlanticum: 10.1135/CCCC19862232
- 1353838 Glaucium squamigerum: 10.1135/CCCC19841318
- 99307 Argemone albiflora: 10.1007/BF00598384
- 54796 Argemone mexicana: 10.1007/BF00598384
- 99340 Argemone ochroleuca: 10.1007/BF00598384
- 1464626 Fumaria petteri: 10.3109/13880208809053890
- 1092453 Fumaria kralikii: 10.3109/13880208809053890
- 1464625 Fumaria parviflora: 10.1021/NP50014A005
- 1464604 Fumaria asepala:
- 1464616 Fumaria judaica: 10.3109/13880208609083314
- 72189 Stylophorum lasiocarpum: 10.1135/CCCC19911116
- 1353837 Glaucium fimbrilligerum:
- 56864 Stylophorum diphyllum: 10.1135/CCCC19840704
- 107196 Sarcocapnos saetabensis:
- 38924 Sarcocapnos enneaphylla:
- 185659 Sarcocapnos crassifolia:
- 38914 Corydalis solida:
- 357464 Papaver argemone: 10.1135/CCCC19881845
- 33128 Papaver rhoeas:
- 38909 Corydalis nobilis:
- 54425 Corydalis intermedia:
- 1092452 Fumaria densiflora: 10.1135/CCCC19961064
- 3463 Corydalis:
- 152367 Stephania cephalantha:
- 391933 Hypecoum procumbens:
- 1549777 Corydalis caseana:
- 1238147 Corydalis bungeana: 10.1055/S-2006-962761
- 367484 Fumaria vaillantii: 10.1016/0031-9422(83)80048-X
- 22694 Papaver orientale:
- 215227 Papaver bracteatum:
- 49314 Annona cherimola: 10.1021/NP50037A038
- 690737 Disepalum pulchrum: 10.1016/0031-9422(90)85344-F
- 235812 Polyalthia stenopetala: 10.1016/0031-9422(90)85344-F
- 72182 Bocconia frutescens: 10.1135/CCCC19801301
- 282776 Corydalis saxicola: 10.1007/S10600-007-0072-7
- 581246 Corydalis cava:
- 1202398 Dasymaschalon longiflorum: 10.1016/S0031-9422(00)91254-8
- 357465 Papaver armeniacum:
- 400537 Papaver triniifolium:
- 2025842 Annona leptopetala: 10.1076/1388-0209(200009)3841-AFT318
- 2651905 Artabotrys venustus: 10.1021/NP50046A007
- 41776 Nandina domestica: 10.1016/0031-9422(88)80113-4
- 3845 Erythrina variegata: 10.1248/YAKUSHI1947.93.12_1671
- 235752 Miliusa horsfieldii: 10.1055/S-2002-33804
- 235744 Meiogyne virgata: 10.1016/S0031-9422(00)81449-1
- 79802 Thalictrum tuberosum: 10.1016/0031-9422(93)85104-Y
- 3442 Coptis japonica:
- 1549780 Corydalis scouleri: 10.1139/CJR36B-040
- 3464 Capnoides sempervirens: 10.1016/S0305-1978(02)00225-9
- 296847 Fissistigma glaucescens:
- 1533249 Papaver lecoqii:
- 1852778 Corydalis balansae: 10.1055/S-1999-14090
- 323049 Croton flavens: 10.1080/1478641031000111516
- 248829 Meconopsis cambrica: 10.1021/NP2005049
- 301862 Annona reticulata: 10.1007/978-90-481-8661-7_29
- 38903 Corydalis pallida: 10.1002/CBDV.200890121
- 458692 Corydalis yanhusuo: 10.1002/CBDV.200890121
- 404570 Corydalis incisa: 10.1002/CBDV.200890121
- 3467 Eschscholzia californica:
- 672953 Uvaria argentea: 10.1111/J.2042-7158.1998.TB02422.X
- 294158 Duguetia moricandiana: 10.1177/1934578X1701201018
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
- Jinhua Li, Ziqi Yan, Hongmei Li, Qiong Shi, Vidhula Ahire, Shenqiu Zhang, Naganna Nimishetti, Dun Yang, Thaddeus D Allen, Jing Zhang. The Phytochemical Scoulerine Inhibits Aurora Kinase Activity to Induce Mitotic and Cytokinetic Defects.
Journal of natural products.
2021 08; 84(8):2312-2320. doi:
10.1021/acs.jnatprod.1c00429
. [PMID: 34406008] - Joshua A Baccile, Joseph E Spraker, Henry H Le, Eileen Brandenburger, Christian Gomez, Jin Woo Bok, Juliane Macheleidt, Axel A Brakhage, Dirk Hoffmeister, Nancy P Keller, Frank C Schroeder. Plant-like biosynthesis of isoquinoline alkaloids in Aspergillus fumigatus.
Nature chemical biology.
2016 06; 12(6):419-24. doi:
10.1038/nchembio.2061
. [PMID: 27065235] - Limei Chang, Jillian M Hagel, Peter J Facchini. Isolation and Characterization of O-methyltransferases Involved in the Biosynthesis of Glaucine in Glaucium flavum.
Plant physiology.
2015 Oct; 169(2):1127-40. doi:
10.1104/pp.15.01240
. [PMID: 26297140] - Helena M Gaweska, Kenneth M Roberts, Paul F Fitzpatrick. Isotope effects suggest a stepwise mechanism for berberine bridge enzyme.
Biochemistry.
2012 Sep; 51(37):7342-7. doi:
10.1021/bi300887m
. [PMID: 22931234] - Phurpa Wangchuk, Paul A Keller, Stephen G Pyne, Anthony C Willis, Sumalee Kamchonwongpaisan. Antimalarial alkaloids from a Bhutanese traditional medicinal plant Corydalis dubia.
Journal of ethnopharmacology.
2012 Aug; 143(1):310-3. doi:
10.1016/j.jep.2012.06.037
. [PMID: 22796506] - Thu-Thuy T Dang, Peter J Facchini. Characterization of three O-methyltransferases involved in noscapine biosynthesis in opium poppy.
Plant physiology.
2012 Jun; 159(2):618-31. doi:
10.1104/pp.112.194886
. [PMID: 22535422] - J R G S Almeida, J T de Lima, H R de Oliveira, M R de Oliveira, P R M Meira, A S S C Lúcio, J M Barbosa Filho, L J Quintans Júnior. Antinociceptive activity of discretamine isolated from Duguetia moricandiana.
Natural product research.
2011 Dec; 25(20):1908-15. doi:
10.1080/14786419.2010.491227
. [PMID: 21656417] - Xuan-xuan Cheng, De-po Yang, Dong-mei Wang, Lin Jiang. [Isolation of alkaloids from Corydalis saxicola by high-speed counter-current chromatography].
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials.
2011 Jul; 34(7):1062-4. doi:
. [PMID: 22066400]
- Li He, Yuan-Hu Zhang, Li-Jia Tang, Shao-Hui Song, Qian-Yun Sun. [Study on the alkaloids in the stems and leaves of Stephania cepharantha (II)].
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials.
2010 Oct; 33(10):1568-70. doi:
. [PMID: 21355192]
- A Kumar, S Lingadurai, A Jain, N R Barman. Erythrina variegata Linn: A review on morphology, phytochemistry, and pharmacological aspects.
Pharmacognosy reviews.
2010 Jul; 4(8):147-52. doi:
10.4103/0973-7847.70908
. [PMID: 22228954] - Tomoya Takemura, Nobuhiro Ikezawa, Kinuko Iwasa, Fumihiko Sato. Metabolic diversification of benzylisoquinoline alkaloid biosynthesis through the introduction of a branch pathway in Eschscholzia californica.
Plant & cell physiology.
2010 Jun; 51(6):949-59. doi:
10.1093/pcp/pcq063
. [PMID: 20427510] - Phurpa Wangchuk, John B Bremner, Roonglawan Rattanajak, Sumalee Kamchonwongpaisan. Antiplasmodial agents from the Bhutanese medicinal plant Corydalis calliantha.
Phytotherapy research : PTR.
2010 Apr; 24(4):481-5. doi:
10.1002/ptr.2893
. [PMID: 19496064] - Andreas Winkler, Martin Puhl, Hansjörg Weber, Toni M Kutchan, Karl Gruber, Peter Macheroux. Berberine bridge enzyme catalyzes the six electron oxidation of (S)-reticuline to dehydroscoulerine.
Phytochemistry.
2009 Jun; 70(9):1092-1097. doi:
10.1016/j.phytochem.2009.06.005
. [PMID: 19570558] - Hiromichi Minami, Ju-Sung Kim, Nobuhiro Ikezawa, Tomoya Takemura, Takane Katayama, Hidehiko Kumagai, Fumihiko Sato. Microbial production of plant benzylisoquinoline alkaloids.
Proceedings of the National Academy of Sciences of the United States of America.
2008 May; 105(21):7393-8. doi:
10.1073/pnas.0802981105
. [PMID: 18492807] - David K Liscombe, Peter J Facchini. Molecular cloning and characterization of tetrahydroprotoberberine cis-N-methyltransferase, an enzyme involved in alkaloid biosynthesis in opium poppy.
The Journal of biological chemistry.
2007 May; 282(20):14741-51. doi:
10.1074/jbc.m611908200
. [PMID: 17389594] - Wolfram J Eisenreich, Georg Höfner, Franz Bracher. Alkaloids from Croton flavens L. and their affinities to GABA-receptors.
Natural product research.
2003 Dec; 17(6):437-40. doi:
10.1080/1478641031000111516
. [PMID: 14577695] - Christiane Halbsguth, Oliver Meissner, Hanns Häberlein. Positive cooperation of protoberberine type 2 alkaloids from Corydalis cava on the GABA(A) binding site.
Planta medica.
2003 Apr; 69(4):305-9. doi:
10.1055/s-2003-38869
. [PMID: 12709895] - J J Chen, Y L Chang, C M Teng, W Y Lin, Y C Chen, I S Chen. A new tetrahydroprotoberberine N-oxide alkaloid and anti-platelet aggregation constituents of Corydalis tashiroi.
Planta medica.
2001 Jul; 67(5):423-7. doi:
10.1055/s-2001-15820
. [PMID: 11488455] - L Xu, K Li, N Sun, J Kong. [Alkaloids of Annona reticulata L].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
1992 May; 17(5):295-6 inside backcover. doi:
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