Solanidine (BioDeep_00000001007)

   

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Toxin natural product


代谢物信息卡片


(2S,4AR,4BS,6as,6BR,7S,7ar,10S,12as,13as,13BS)-4a,6a,7,10-tetramethyl-2,3,4,4a,4b,5,6,6a,6b,7,7a,8,9,10,11,12a,13,13a,13b,14-icosahydro-1H-naphtho[2,1:4,5]indeno[1,2-b]indolizin-2-ol

化学式: C27H43NO (397.3344)
中文名称: 龙葵次碱, 茄次碱, 五氟硝基苯
谱图信息: 最多检出来源 Homo sapiens(plant) 14.54%

Reviewed

Last reviewed on 2024-08-26.

Cite this Page

Solanidine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/solanidine (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000001007). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@H]5[C@H](C)[C@@]6([H])CC[C@H](C)CN6[C@H]5C[C@@]4([H])[C@]3([H])CC=C2C[C@@H](O)C1
InChI: InChI=1S/C27H43NO/c1-16-5-8-23-17(2)25-24(28(23)15-16)14-22-20-7-6-18-13-19(29)9-11-26(18,3)21(20)10-12-27(22,25)4/h6,16-17,19-25,29H,5,7-15H2,1-4H3

描述信息

Solanidine is a steroid alkaloid fundamental parent, a 3beta-hydroxy-Delta(5)-steroid and a solanid-5-en-3-ol. It has a role as a plant metabolite and a toxin. It is a conjugate base of a solanidine(1+).
Solanidine is a natural product found in Fritillaria delavayi, Fritillaria tortifolia, and other organisms with data available.
Alkaloid from potato (Solanum tuberosum). Glycosides, (especies Solanines and chaconine) are trace toxic constits. of potato tubers (especies greened tubers), and interbreeding of potatoes with wild strains may increase their concn. or introduce other more toxic, solanidine glycosides
Solanidine is a steroidal alkaloid, and its glycosides have been reported to have caused poisoning in man and animals. Solanidine is present in sera of healthy individuals and in amounts dependent on their dietary potato consumption. (PMID: 4007882).
Solanidine is a cholestane alkaloid isolated from several potato species including Solanum demissum, Solanum acaule, and Solanum tuberosum. Solanidine can inhibit proliferation and exhibit obvious antitumor effect[1].
Solanidine is a cholestane alkaloid isolated from several potato species including Solanum demissum, Solanum acaule, and Solanum tuberosum. Solanidine can inhibit proliferation and exhibit obvious antitumor effect[1].

同义名列表

41 个代谢物同义名

(2S,4AR,4BS,6as,6BR,7S,7ar,10S,12as,13as,13BS)-4a,6a,7,10-tetramethyl-2,3,4,4a,4b,5,6,6a,6b,7,7a,8,9,10,11,12a,13,13a,13b,14-icosahydro-1H-naphtho[2,1:4,5]indeno[1,2-b]indolizin-2-ol; (1S,2S,7S,10R,11S,14S,15R,16S,17R,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²³.0¹⁷,²²]tetracos-4-en-7-ol; (1S,2S,7S,10R,11S,14S,15R,16S,17R,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-ol; 4-21-00-01398 (Beilstein Handbook Reference); solanid-5-en-3-ol (ACD/Name 4.0); Solanid-5-en-3-ol, (3.beta.)-; 3-beta-Solanid-5-en-3-ol(9cl); Solanid-5-en-3-ol, (3-beta)-; Solanidine, >=97.0\\% (HPLC); Solanid-5-en-3-ol, (3beta)-; JVKYZPBMZPJNAJ-OQFNDJACSA-N; Solanid-5-en-3beta-ol(8CI); 3-b-Solanid-5-en-3-ol(9cl); (3beta)-solanid-5-en-3-ol; 3-beta-Solanid-5-en-3-ol; Solanid-5-en-3.beta.-ol; (22R,25S)-Solanidanine; (3b)-Solanid-5-en-3-ol; (3Β)-solanid-5-en-3-ol; Solanid-5-en-3-beta-ol; Solanid-5-en-3beta-ol; 3-Β-solanid-5-en-3-ol; 3-b-Solanid-5-en-3-ol; (22R,25S)-Solanidine; 22R,25S-Solanidanine; Solanid-5-en-3-β-ol; Solanid-5-en-3-b-ol; Solanid-5-en-3b-ol; 22R,25S-Solanidine; Solanid-5-en-3β-ol; Solanid-5-en-3-ol; SOLANIDINE [MI]; (-)-Solanidine; NCI60_041673; Solatubine; Solanidine; Solanidin; Solatubin; (1S,2S,7S,10R,11S,14S,15R,16S,17R,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.0^{2,11}.0^{5,10}.0^{15,23}.0^{17,22}]tetracos-4-en-7-ol; Solanid-5-en-3-ol #; Solanidine



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(0)

PlantCyc(0)

代谢反应

7 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(7)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

97 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 13 ALB, ANG, ANXA5, BCL2, CASP3, CYP2D6, CYP3A4, DFFB, FDPS, HIF1A, PIK3CA, SKP2, VEGFA
Peripheral membrane protein 2 ANXA5, SQLE
Endoplasmic reticulum membrane 5 BCL2, CYP2D6, CYP3A4, CYP3A5, SQLE
Nucleus 10 ALB, ANG, BCL2, CASP3, DFFB, HIF1A, MMP2, PARP1, SKP2, VEGFA
cytosol 11 ALB, ANG, ANXA5, BCL2, CASP3, DFFB, FDPS, HIF1A, PARP1, PIK3CA, SKP2
nuclear body 2 HIF1A, PARP1
centrosome 1 ALB
nucleoplasm 6 CASP3, DFFB, FDPS, HIF1A, PARP1, SKP2
RNA polymerase II transcription regulator complex 1 HIF1A
lamellipodium 1 PIK3CA
cell surface 1 VEGFA
glutamatergic synapse 1 CASP3
Golgi apparatus 2 ALB, VEGFA
growth cone 1 ANG
neuronal cell body 2 ANG, CASP3
sarcolemma 1 ANXA5
Cytoplasm, cytosol 1 PARP1
plasma membrane 3 BCHE, MMP2, PIK3CA
Membrane 9 ANXA5, BCL2, CYP2D6, CYP3A4, CYP3A5, FDPS, PARP1, SQLE, VEGFA
extracellular exosome 2 ALB, ANXA5
endoplasmic reticulum 5 ALB, BCL2, CYP2D6, SQLE, VEGFA
extracellular space 7 ALB, ANG, BCHE, CXCL8, IL6, MMP2, VEGFA
perinuclear region of cytoplasm 1 PIK3CA
adherens junction 1 VEGFA
intercalated disc 1 PIK3CA
mitochondrion 4 BCL2, CYP2D6, MMP2, PARP1
protein-containing complex 5 ALB, BCL2, DFFB, HIF1A, PARP1
intracellular membrane-bounded organelle 4 CYP2D6, CYP3A4, CYP3A5, SQLE
Microsome membrane 4 CYP2D6, CYP3A4, CYP3A5, SQLE
postsynaptic density 1 CASP3
Secreted 6 ALB, ANG, BCHE, CXCL8, IL6, VEGFA
extracellular region 8 ALB, ANG, ANXA5, BCHE, CXCL8, IL6, MMP2, VEGFA
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 2 BCL2, CYP2D6
mitochondrial outer membrane 1 BCL2
mitochondrial matrix 1 FDPS
anchoring junction 1 ALB
transcription regulator complex 1 PARP1
motile cilium 1 HIF1A
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 1 ANXA5
Secreted, extracellular space, extracellular matrix 1 VEGFA
actin cytoskeleton 1 ANG
nucleolus 4 ANG, DFFB, PARP1, SKP2
axon cytoplasm 1 HIF1A
pore complex 1 BCL2
focal adhesion 1 ANXA5
extracellular matrix 2 MMP2, VEGFA
Peroxisome 1 FDPS
basement membrane 1 ANG
collagen-containing extracellular matrix 2 ANXA5, MMP2
secretory granule 1 VEGFA
nuclear speck 1 HIF1A
sarcomere 1 MMP2
Zymogen granule membrane 1 ANXA5
ciliary basal body 1 ALB
chromatin 3 DFFB, HIF1A, PARP1
Chromosome 2 ANG, PARP1
centriole 1 ALB
Nucleus, nucleolus 2 ANG, PARP1
spindle pole 1 ALB
nuclear replication fork 1 PARP1
chromosome, telomeric region 1 PARP1
blood microparticle 2 ALB, BCHE
site of double-strand break 1 PARP1
nuclear envelope 1 PARP1
Cytoplasm, Stress granule 1 ANG
cytoplasmic stress granule 1 ANG
Nucleus speckle 1 HIF1A
euchromatin 1 HIF1A
myelin sheath 1 BCL2
endoplasmic reticulum lumen 3 ALB, BCHE, IL6
platelet alpha granule lumen 2 ALB, VEGFA
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
endocytic vesicle 1 ANG
[Isoform 1]: Secreted, extracellular space, extracellular matrix 1 MMP2
nuclear envelope lumen 1 BCHE
vesicle membrane 1 ANXA5
protein-DNA complex 1 PARP1
death-inducing signaling complex 1 CASP3
site of DNA damage 1 PARP1
angiogenin-PRI complex 1 ANG
interleukin-6 receptor complex 1 IL6
endothelial microparticle 1 ANXA5
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
SCF ubiquitin ligase complex 1 SKP2
BAD-BCL-2 complex 1 BCL2
[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
ciliary transition fiber 1 ALB


文献列表

  • Hadi Ghoomdost Noori, Omid Tadjrobehkar, Elham Moazamian. Biofilm stimulating activity of solanidine and Solasodine in Pseudomonas aeruginosa. BMC microbiology. 2023 08; 23(1):208. doi: 10.1186/s12866-023-02957-z. [PMID: 37533040]
  • Ankith Sherapura, B M Siddesh, Vikas H Malojirao, Prabhu Thirusangu, B R Vijay Avin, N Suchetha Kumari, Y L Ramachandra, B T Prabhakar. Steroidal alkaloid solanidine impedes hypoxia-driven ATM phosphorylation to switch on anti-angiogenesis in lung adenocarcinoma. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2023 Jul; 119(?):154981. doi: 10.1016/j.phymed.2023.154981. [PMID: 37531902]
  • Rémi Beaulieu, Eric Grand, Imane Stasik, Jacques Attoumbré, Quentin Chesnais, Virginie Gobert, Arnaud Ameline, Philippe Giordanengo, José Kovensky. Synthesis and insecticidal activities of novel solanidine derivatives. Pest management science. 2019 Mar; 75(3):793-800. doi: 10.1002/ps.5180. [PMID: 30136365]
  • Paul Dahlin, Marion C Müller, Sophia Ekengren, Lauren S McKee, Vincent Bulone. The Impact of Steroidal Glycoalkaloids on the Physiology of Phytophthora infestans, the Causative Agent of Potato Late Blight. Molecular plant-microbe interactions : MPMI. 2017 07; 30(7):531-542. doi: 10.1094/mpmi-09-16-0186-r. [PMID: 28510502]
  • Mengge Zhou, Xiaoyao Ma, Guoyu Ding, Zengyong Wang, Dan Liu, Yongling Tong, Hong Zhou, Jie Gao, Yuanyuan Hou, Min Jiang, Gang Bai. Comparison and evaluation of antimuscarinic and anti-inflammatory effects of five Bulbus fritillariae species based on UPLC-Q/TOF integrated dual-luciferase reporter assay, PCA and ANN analysis. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2017 Jan; 1041-1042(?):60-69. doi: 10.1016/j.jchromb.2016.12.012. [PMID: 28012380]
  • A F Sánchez-Maldonado, A Schieber, M G Gänzle. Antifungal activity of secondary plant metabolites from potatoes (Solanum tuberosum L.): Glycoalkaloids and phenolic acids show synergistic effects. Journal of applied microbiology. 2016 Apr; 120(4):955-65. doi: 10.1111/jam.13056. [PMID: 26786886]
  • Robert L Glover, Nicholas J Connors, Cristiana Stefan, Ernest Wong, Robert S Hoffman, Lewis S Nelson, Mark Milstein, Silas W Smith, Michael Swerdlow. Electromyographic and laboratory findings in acute Solanum torvum poisoning. Clinical toxicology (Philadelphia, Pa.). 2016; 54(1):61-5. doi: 10.3109/15563650.2015.1110749. [PMID: 26577583]
  • Xiuyao Zhang, Xinxin Cai, Xiaoyi Zhang. [Determination of alpha-solanine, alpha-chaconine and solanidine in plasma and urine by ultra-performance liquid chromatography-triple quadrupole mass spectrometry]. Se pu = Chinese journal of chromatography. 2014 Jun; 32(6):586-90. doi: 10.3724/sp.j.1123.2014.03001. [PMID: 25269255]
  • D Daems, G Van Camp, M Fernandez, Y Guisez, E Prinsen, L J Nagels. Use of potentiometric detection in (ultra) high performance liquid chromatography and modelling with adsorption/desorption binding kinetics. Analytica chimica acta. 2013 May; 777(?):25-31. doi: 10.1016/j.aca.2013.03.031. [PMID: 23622961]
  • Olivia M Kenny, Catherine M McCarthy, Nigel P Brunton, Mohammad B Hossain, Dilip K Rai, Stuart G Collins, Peter W Jones, Anita R Maguire, Nora M O'Brien. Anti-inflammatory properties of potato glycoalkaloids in stimulated Jurkat and Raw 264.7 mouse macrophages. Life sciences. 2013 Apr; 92(13):775-82. doi: 10.1016/j.lfs.2013.02.006. [PMID: 23454444]
  • Chung-Io Kuo, Chi-Hsein Chao, Mei-Kuang Lu. Effects of auxins on the production of steroidal alkaloids in rapidly proliferating tissue and cell cultures of Solanum lyratum. Phytochemical analysis : PCA. 2012 Jul; 23(4):400-4. doi: 10.1002/pca.1371. [PMID: 22009634]
  • Andreas Plischke, Young Hae Choi, Paul M Brakefield, Peter G L Klinkhamer, Maaike Bruinsma. Metabolomic plasticity in GM and non-GM potato leaves in response to aphid herbivory and virus infection. Journal of agricultural and food chemistry. 2012 Feb; 60(6):1488-93. doi: 10.1021/jf204864y. [PMID: 22243672]
  • Konstantinos A Aliferis, Suha Jabaji. FT-ICR/MS and GC-EI/MS metabolomics networking unravels global potato sprout's responses to Rhizoctonia solani infection. PloS one. 2012; 7(8):e42576. doi: 10.1371/journal.pone.0042576. [PMID: 22880040]
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  • Renáta Minorics, Thomas Szekeres, Georg Krupitza, Philipp Saiko, Benedikt Giessrigl, János Wölfling, Eva Frank, István Zupkó. Antiproliferative effects of some novel synthetic solanidine analogs on HL-60 human leukemia cells in vitro. Steroids. 2011 Jan; 76(1-2):156-62. doi: 10.1016/j.steroids.2010.10.006. [PMID: 20974162]
  • L K Bechtel, D T Lawrence, D Haverstick, J S Powers, S A Wyatt, T Croley, C P Holstege. Ingestion of false hellebore plants can cross-react with a digoxin clinical chemistry assay. Clinical toxicology (Philadelphia, Pa.). 2010 Jun; 48(5):435-42. doi: 10.3109/15563651003733666. [PMID: 20586573]
  • Qing Yao Shou, Qing Tan, Zheng Wu Shen. Two 22S-solanidine-type steroidal alkaloids from Fritillaria anhuiensis. Fitoterapia. 2010 Mar; 81(2):81-4. doi: 10.1016/j.fitote.2009.08.017. [PMID: 19695313]
  • Boris Sagredo, N Balbyshev, A Lafta, H Casper, J Lorenzen. A QTL that confers resistance to Colorado potato beetle (Leptinotarsa decemlineata [Say]) in tetraploid potato populations segregating for leptine. TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik. 2009 Nov; 119(7):1171-81. doi: 10.1007/s00122-009-1118-y. [PMID: 19693483]
  • Nobuyuki Kozukue, Kyung-Soon Yoon, Gwang-In Byun, Shuji Misoo, Carol E Levin, Mendel Friedman. Distribution of glycoalkaloids in potato tubers of 59 accessions of two wild and five cultivated Solanum species. Journal of agricultural and food chemistry. 2008 Dec; 56(24):11920-8. doi: 10.1021/jf802631t. [PMID: 19053181]
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  • V-M Rokka, J Laurila, A Tauriainen, I Laakso, J Larkka, M Metzler, L Pietilä. Glycoalkaloid aglycone accumulations associated with infection by Clavibacter michiganensis ssp. sepedonicus in potato species Solanum acaule and Solanum tuberosum and their interspecific somatic hybrids. Plant cell reports. 2005 Mar; 23(10-11):683-91. doi: 10.1007/s00299-004-0868-x. [PMID: 15365763]
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