Scoulerine (BioDeep_00000361468)

Main id: BioDeep_00000003728

Secondary id: BioDeep_00001899835

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


6H-Dibenzo[a,g]quinolizine-2,9-diol, 5,8,13,13a-tetrahydro-3,10-dimethoxy-, (.+/-.)-

化学式: C19H21NO4 (327.1471)
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

(R,S)-Scoulerine is an alkaloid.
Scoulerine is a natural product found in Sarcocapnos saetabensis, Corydalis bungeana, and other organisms with data available.

同义名列表

32 个代谢物同义名

6H-Dibenzo[a,g]quinolizine-2,9-diol, 5,8,13,13a-tetrahydro-3,10-dimethoxy-, (.+/-.)-; 6H-Dibenzo(a,g)quinolizine-2,9-diol, 5,8,13,13a-tetrahydro-3,10-dimethoxy-, (S)-; 3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol; 3,10-Dimethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline-2,9-diol #; (S)-(-)-Scoulerine; (S)-Scoulerine;Scoulerin; Scoulerine, (-)-; l-Scoulerine; 6H-Dibenzo(a,g)quinolizine-2,9-diol, 5,8,13,13a-tetrahydro-3,10-dimethoxy-; 13a-alpha-BERBINE-2,9-DIOL, 3,10-DIMETHOXY-; Berbine-2,9-diol, 3,10-dimethoxy-, (.+/-.)-; 3,10-Dimethoxy-13a-alpha-berbine-2,9-diol; discretamine, hydrochloride, (S)-isomer; 2,9-Dioxy-3,10-dimethoxyberbine; KNWVMRVOBAFFMH-UHFFFAOYSA-N; discretamine, (+-)-isomer; discretamine, (R)-isomer; discretamine, (S)-isomer; scoulerine, (S)-isomer; aequaline, (S)-isomer; (.+/-.)-Scoulerine; Prestwick2_000601; Prestwick0_000601; Prestwick1_000601; (R,S)-Scoulerine; (RS)-Scoulerine; discretamine; l-Skoulerine; ACon1_002293; l-Scoulerine; Scoulerine; Scoulerin; aequaline; (S)-Scoulerine; (R,S)-Scoulerine



数据库引用编号

20 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)

193 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 15 ADRA1A, ALDH1A1, ANXA5, BCL2, CASP3, CASP7, CDH1, CDH2, DDIT3, MTOR, NUMA1, PIK3CA, POU5F1, TUBB4B, VIM
Peripheral membrane protein 3 ANXA5, CYP1B1, MTOR
Endoplasmic reticulum membrane 3 BCL2, CYP1B1, MTOR
Nucleus 12 ADRA1A, AURKA, AURKB, BCL2, CASP3, CASP7, CDH1, DDIT3, MTOR, NUMA1, POU5F1, TUBB4B
cytosol 16 ADRA1A, ALDH1A1, ANXA5, AURKA, AURKB, BCL2, CASP3, CASP7, CDH1, DDIT3, MTOR, NUMA1, PIK3CA, POU5F1, TUBB4B, VIM
dendrite 2 MTOR, NUMA1
phagocytic vesicle 2 MTOR, VIM
trans-Golgi network 1 CDH1
centrosome 2 AURKA, NUMA1
nucleoplasm 9 ADRA1A, AURKA, AURKB, CASP3, CASP7, CDH1, MTOR, NUMA1, POU5F1
RNA polymerase II transcription regulator complex 1 DDIT3
Cell membrane 6 ADRA1A, CDH1, CDH2, NUMA1, TNF, VIM
Lipid-anchor 1 NUMA1
Cytoplasmic side 2 MTOR, NUMA1
lamellipodium 3 CDH1, CDH2, PIK3CA
Cell projection, axon 1 ALDH1A1
Multi-pass membrane protein 1 ADRA1A
Golgi apparatus membrane 1 MTOR
Synapse 1 ALDH1A1
cell cortex 1 NUMA1
cell junction 2 CDH1, CDH2
cell surface 2 CDH2, TNF
glutamatergic synapse 3 AURKA, CASP3, CDH1
Golgi apparatus 1 CDH1
Golgi membrane 1 MTOR
lysosomal membrane 1 MTOR
neuronal cell body 3 CASP3, NUMA1, TNF
postsynapse 1 CDH1
sarcolemma 2 ANXA5, CDH2
Cytoplasm, cytosol 2 ALDH1A1, CASP7
Lysosome 1 MTOR
endosome 1 CDH1
plasma membrane 7 ADRA1A, CDH1, CDH2, NUMA1, PIK3CA, TNF, VIM
Membrane 6 ANXA5, BCL2, CDH1, CDH2, CYP1B1, MTOR
apical plasma membrane 1 CDH2
axon 3 ALDH1A1, CCK, VIM
basolateral plasma membrane 2 AURKA, CDH2
caveola 1 ADRA1A
extracellular exosome 6 ALDH1A1, ANXA5, CDH1, NUMA1, TUBB4B, VIM
Lysosome membrane 1 MTOR
endoplasmic reticulum 1 BCL2
extracellular space 3 CASP7, CCK, TNF
perinuclear region of cytoplasm 3 AURKA, CDH1, PIK3CA
adherens junction 2 CDH1, CDH2
apicolateral plasma membrane 1 CDH2
intercalated disc 2 CDH2, PIK3CA
mitochondrion 3 BCL2, CYP1B1, POU5F1
protein-containing complex 2 BCL2, NUMA1
intracellular membrane-bounded organelle 2 ADRA1A, CYP1B1
Microsome membrane 2 CYP1B1, MTOR
postsynaptic density 3 AURKA, CASP3, CDH2
pronucleus 1 AURKA
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 2 CDH1, CDH2
Secreted 1 CCK
extracellular region 5 ANXA5, CCK, CDH1, TNF, TUBB4B
cytoplasmic side of plasma membrane 1 CDH1
Mitochondrion outer membrane 2 BCL2, MTOR
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, MTOR
transcription regulator complex 2 DDIT3, POU5F1
Cell projection, cilium 1 AURKA
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 2 AURKA, NUMA1
Nucleus membrane 2 ADRA1A, BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 3 ADRA1A, BCL2, CDH1
external side of plasma membrane 2 ANXA5, TNF
Extracellular vesicle 1 TUBB4B
actin cytoskeleton 1 CDH1
microtubule cytoskeleton 3 AURKA, AURKB, TUBB4B
midbody 2 AURKA, AURKB
apical part of cell 1 CDH2
cell-cell junction 1 CDH2
recycling endosome 1 TNF
spindle midzone 2 AURKA, AURKB
Single-pass type II membrane protein 1 TNF
presynaptic active zone membrane 1 CDH2
Cell membrane, sarcolemma 1 CDH2
Membrane raft 1 TNF
pore complex 1 BCL2
Cytoplasm, cytoskeleton 3 NUMA1, TUBB4B, VIM
Cytoplasm, cytoskeleton, spindle 2 AURKA, AURKB
focal adhesion 3 ANXA5, CDH2, VIM
microtubule 2 AURKA, TUBB4B
spindle 3 AURKA, AURKB, NUMA1
Cell junction, adherens junction 2 CDH1, CDH2
flotillin complex 1 CDH1
Peroxisome 1 VIM
Nucleus, PML body 1 MTOR
PML body 1 MTOR
collagen-containing extracellular matrix 2 ANXA5, CDH2
fascia adherens 1 CDH2
intermediate filament 1 VIM
lateral plasma membrane 2 CDH1, NUMA1
Late endosome 1 DDIT3
Cell projection, neuron projection 1 AURKA
Zymogen granule membrane 1 ANXA5
neuron projection 3 AURKA, CDH2, VIM
ciliary basal body 1 AURKA
cilium 1 AURKA
chromatin 2 DDIT3, POU5F1
cell leading edge 1 VIM
phagocytic cup 1 TNF
mitotic spindle 3 AURKA, NUMA1, TUBB4B
Chromosome 2 AURKB, NUMA1
cytoskeleton 2 TUBB4B, VIM
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome, centriole 1 AURKA
Cytoplasm, cytoskeleton, cilium basal body 1 AURKA
centriole 1 AURKA
Secreted, extracellular space 1 CASP7
Golgi apparatus, trans-Golgi network 1 CDH1
spindle pole 1 NUMA1
condensed chromosome, centromeric region 1 AURKB
Cytoplasm, cell cortex 1 NUMA1
Basolateral cell membrane 1 AURKA
Cytoplasm, cytoskeleton, spindle pole 2 AURKA, NUMA1
intercellular bridge 1 TUBB4B
Cytoplasm, cytoskeleton, flagellum axoneme 1 TUBB4B
sperm flagellum 1 TUBB4B
nuclear envelope 1 MTOR
Endomembrane system 1 MTOR
Membrane, caveola 1 ADRA1A
Chromosome, centromere 1 AURKB
Chromosome, centromere, kinetochore 1 AURKB
axonemal microtubule 1 TUBB4B
microtubule organizing center 1 VIM
Nucleus, nucleoplasm 1 NUMA1
myelin sheath 1 BCL2
intermediate filament cytoskeleton 1 VIM
[Isoform 4]: Cytoplasm, cytosol 1 NUMA1
plasma membrane raft 1 CDH2
endoplasmic reticulum lumen 1 CDH2
nuclear matrix 2 NUMA1, VIM
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
kinetochore 2 AURKA, AURKB
mitotic spindle midzone 2 AURKB, NUMA1
mitotic spindle pole 3 AURKA, AURKB, NUMA1
azurophil granule lumen 1 TUBB4B
anaphase-promoting complex 1 CDH1
microtubule plus-end 1 NUMA1
Nucleus matrix 2 NUMA1, VIM
chromosome, centromeric region 1 AURKB
vesicle membrane 1 ANXA5
axon hillock 1 AURKA
chromosome passenger complex 2 AURKA, AURKB
germinal vesicle 1 AURKA
meiotic spindle 1 AURKA
spindle pole centrosome 3 AURKA, AURKB, NUMA1
[Isoform 2]: Nucleus 1 CDH1
Lateral cell membrane 1 NUMA1
protein-DNA complex 1 DDIT3
spindle microtubule 2 AURKB, NUMA1
death-inducing signaling complex 1 CASP3
postsynaptic specialization membrane 1 CDH2
apical junction complex 1 CDH1
chromocenter 1 AURKB
Cell junction, desmosome 2 CDH1, CDH2
desmosome 2 CDH1, CDH2
Cytoplasmic vesicle, phagosome 1 MTOR
catenin complex 2 CDH1, CDH2
microtubule minus-end 1 NUMA1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
endothelial microparticle 1 ANXA5
[Isoform 3]: Cytoplasm, cytosol 1 NUMA1
BAD-BCL-2 complex 1 BCL2
CHOP-C/EBP complex 1 DDIT3
CHOP-ATF3 complex 1 DDIT3
CHOP-ATF4 complex 1 DDIT3
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
mitotic spindle astral microtubule 1 NUMA1
cell cortex region 1 NUMA1
lateral cell cortex 1 NUMA1
cortical microtubule 1 NUMA1
cytoplasmic microtubule bundle 1 NUMA1
microtubule bundle 1 NUMA1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


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]
  • 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]
  • 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]
  • 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]
  • 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: ". [PMID: 1418565]
  • N Vogt, A Englhardt. [Different forms of hyperlipoproteinemia in diabetics (author's transl)]. Medizinische Klinik. 1975 Nov; 70(46):1871-7. doi: NULL. [PMID: 171548]
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