Cymarin (BioDeep_00000000625)

   

natural product PANOMIX_OTCML-2023


代谢物信息卡片


(3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-3-[(2R,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

化学式: C30H44O9 (548.2985)
中文名称: 毒毛旋花苷K
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 69.3%

分子结构信息

SMILES: C(OC(C([H])([H])1)([H])C(O[H])([H])C([H])(OC1(OC([H])(C([H])([H])2)C(C(O[H])(C([H])([H])6)C(C(C5(C6([H])[H])[H])([H])C([H])([H])C(C(C5(O[H])3)(C([H])([H])[H])C(C(=C([H])4)C(OC(=O)4)([H])[H])(C([H])([H])C3([H])[H])[H])([H])[H])(C([H])=O)C([H])([H])2)([H])[H])[H])C([H])([H])[H])([H])([H])[H]
InChI: InChI=1S/C30H44O9/c1-17-26(33)23(36-3)13-25(38-17)39-19-4-9-28(16-31)21-5-8-27(2)20(18-12-24(32)37-15-18)7-11-30(27,35)22(21)6-10-29(28,34)14-19/h12,16-17,19-23,25-26,33-35H,4-11,13-15H2,1-3H3/t17-,19+,20-,21+,22-,23+,25+,26-,27-,28+,29+,30+/m1/s1

描述信息

Cymarin is a cardenolide glycoside.
Cymarin is a natural product found in Apocynum cannabinum, Adonis amurensis, and other organisms with data available.
A cardiotonic cardiac glycoside found in STROPHANTHUS. The aglycone is STROPHANTHIN.
C - Cardiovascular system > C01 - Cardiac therapy > C01A - Cardiac glycosides > C01AC - Strophanthus glycosides
D020011 - Protective Agents > D002316 - Cardiotonic Agents > D002301 - Cardiac Glycosides
D020011 - Protective Agents > D002316 - Cardiotonic Agents > D013328 - Strophanthins
D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents

同义名列表

38 个代谢物同义名

(3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-3-[(2R,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde; (3S,5S,9S,10S,13R,14S,17R)-5,14-dihydroxy-3-((2R,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyltetrahydro-2H-pyran-2-yloxy)-13-methyl-17-(5-oxo-2,5-dihydrofuran-3-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde; 3.BETA.-((2,6-DIDEOXY-3-O-METHYL-.BETA.-D-RIBO-HEXOPYRANOSYL)OXY)-5,14-DIHYDROXY-19-OXO-5.BETA.,14.BETA.-CARD-20(22)-ENOLIDE; Card-20(22)-enolide, 3-((2,6-dideoxy-3-O-methyl-beta-D-ribo-hexopyranosyl)oxy)-5,14-dihydroxy-19-oxo-, (3beta,5beta)-; 5-beta-Card-20(22)-enolide, 3-beta-(beta-D-cymarosyloxy)-5,14-dihydroxy-19-oxo-; 5-18-05-00129 (Beilstein Handbook Reference); Strophanthidin 3-O-beta-D-cymaroside; Strophanthidin-D-cymarosid [German]; Strofantidina cimaroside [Italian]; Strophanthidin-D-cymarosid; Strofantidina cimaroside; k-Strophanthin-.alpha.; Cymarin, >=96\\% (HPLC); k Strophanthin alpha; k-Strophanthin-alpha; CYMARIN [WHO-DD]; UNII-UK3LS8435E; CYMARIN [MART.]; h Strophanthin; Stropheantin K; h-Strophanthin; STOCK1N-53317; Cymarin (VAN); MEGxp0_001730; Strophantisel; ACon0_000820; ACon1_001275; CYMARIN [MI]; SMP1_000086; Alvonal MR; UK3LS8435E; AC1L9BRZ; Cymarine; Tsimarin; Cymarin; Zimarin; NCGC00169509-02_C30H44O9_(3beta,5beta)-3-[(2,6-Dideoxy-3-O-methyl-beta-D-ribo-hexopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide; Cymarin



数据库引用编号

27 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)

54 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 ALOX5, CAT, FOXA2, KEAP1, LGALS3, PAX6, SOCS1, TNFAIP3
Peripheral membrane protein 1 ALOX5
Endoplasmic reticulum membrane 1 UGT1A10
Nucleus 9 BRD4, FOXA2, KEAP1, LGALS3, PAX6, PPARA, SOCS1, SOX17, TNFAIP3
cytosol 9 ALOX5, APOA1, CAT, DUOX2, KEAP1, LGALS3, PAX6, SOCS1, TNFAIP3
nucleoplasm 10 ALOX5, ATP2B1, BRD4, FOXA2, KEAP1, LGALS3, PAX6, PPARA, SOCS1, SOX17
Cell membrane 1 ATP2B1
Early endosome membrane 1 WNT3A
Multi-pass membrane protein 2 ATP2B1, DUOX2
Synapse 1 ATP2B1
cell junction 2 DUOX2, FOXA2
cell surface 3 DUOX2, LGALS3, WNT3A
glutamatergic synapse 2 ATP2B1, WNT3A
mitochondrial inner membrane 1 LGALS3
presynaptic membrane 1 ATP2B1
Cytoplasm, cytosol 1 ALOX5
Lysosome 1 TNFAIP3
Presynapse 1 WNT3A
plasma membrane 5 APOA1, ATP2B1, DUOX2, LGALS3, WNT3A
synaptic vesicle membrane 1 ATP2B1
Membrane 6 ATP2B1, CAT, DUOX2, LGALS3, PAX6, UGT1A10
apical plasma membrane 1 DUOX2
basolateral plasma membrane 1 ATP2B1
extracellular exosome 8 APOA1, ATP2B1, CAT, DUOX2, LGALS3, TIMP1, TNFAIP3, WNT3A
endoplasmic reticulum 3 DUOX2, KEAP1, UGT1A10
extracellular space 5 ALOX5, APOA1, LGALS3, TIMP1, WNT3A
perinuclear region of cytoplasm 1 ALOX5
mitochondrion 1 CAT
protein-containing complex 1 CAT
intracellular membrane-bounded organelle 2 ATP2B1, CAT
Secreted 4 APOA1, LGALS3, TIMP1, WNT3A
extracellular region 6 ALOX5, APOA1, CAT, LGALS3, TIMP1, WNT3A
Single-pass membrane protein 1 UGT1A10
mitochondrial matrix 1 CAT
anchoring junction 1 DUOX2
transcription regulator complex 1 SOX17
centriolar satellite 1 KEAP1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
Nucleus membrane 1 ALOX5
nuclear membrane 1 ALOX5
Extracellular vesicle 1 APOA1
Secreted, extracellular space, extracellular matrix 1 WNT3A
chylomicron 1 APOA1
high-density lipoprotein particle 1 APOA1
low-density lipoprotein particle 1 APOA1
very-low-density lipoprotein particle 1 APOA1
cytoplasmic vesicle 2 APOA1, SOCS1
midbody 1 KEAP1
Early endosome 1 APOA1
apical part of cell 1 DUOX2
Apical cell membrane 1 DUOX2
Cytoplasm, perinuclear region 1 ALOX5
focal adhesion 1 CAT
extracellular matrix 1 TIMP1
Peroxisome 1 CAT
basement membrane 1 TIMP1
collagen trimer 1 TIMP1
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 2 APOA1, LGALS3
lateral plasma membrane 1 ATP2B1
chromatin 4 FOXA2, PAX6, PPARA, SOX17
cell leading edge 1 DUOX2
cell projection 1 ATP2B1
Chromosome 1 BRD4
cytoplasmic ribonucleoprotein granule 1 SOCS1
actin filament 1 KEAP1
blood microparticle 1 APOA1
Basolateral cell membrane 1 ATP2B1
spliceosomal complex 1 LGALS3
Cul3-RING ubiquitin ligase complex 1 KEAP1
nuclear envelope 1 ALOX5
Nucleus envelope 1 ALOX5
Presynaptic cell membrane 1 ATP2B1
ficolin-1-rich granule lumen 2 ALOX5, CAT
secretory granule lumen 3 ALOX5, APOA1, CAT
secretory granule membrane 1 LGALS3
Golgi lumen 1 WNT3A
endoplasmic reticulum lumen 3 APOA1, TIMP1, WNT3A
nuclear matrix 1 ALOX5
platelet alpha granule lumen 1 TIMP1
phosphatidylinositol 3-kinase complex 1 SOCS1
endocytic vesicle membrane 1 WNT3A
endocytic vesicle 1 APOA1
immunological synapse 2 ATP2B1, LGALS3
Nucleus matrix 1 ALOX5
nuclear envelope lumen 1 ALOX5
condensed nuclear chromosome 1 BRD4
[Isoform 1]: Nucleus 1 PAX6
ficolin-1-rich granule membrane 1 LGALS3
[Isoform B]: Chromosome 1 BRD4
Wnt-Frizzled-LRP5/6 complex 1 WNT3A
spherical high-density lipoprotein particle 1 APOA1
endocytic vesicle lumen 1 APOA1
catalase complex 1 CAT
inclusion body 1 KEAP1
NADPH oxidase complex 1 DUOX2
Nucleus intermembrane space 1 ALOX5
photoreceptor ribbon synapse 1 ATP2B1
[Isoform 5a]: Nucleus 1 PAX6


文献列表

  • Umesh Chandra Dash, Sandeep Kumar Swain, Atala Bihari Jena, Jagnehswar Dandapat, Atish Kumar Sahoo. The ameliorative effect of Piper trioicum in attenuating cognitive deficit in scopolamine induced neurotoxicity in experimental rats. Journal of ethnopharmacology. 2023 Jul; ?(?):116911. doi: 10.1016/j.jep.2023.116911. [PMID: 37451488]
  • Shameem Sultana Syeda, Gladis Sánchez, Kwon Ho Hong, Jon E Hawkinson, Gunda I Georg, Gustavo Blanco. Design, Synthesis, and in Vitro and in Vivo Evaluation of Ouabain Analogues as Potent and Selective Na,K-ATPase α4 Isoform Inhibitors for Male Contraception. Journal of medicinal chemistry. 2018 03; 61(5):1800-1820. doi: 10.1021/acs.jmedchem.7b00925. [PMID: 29291372]
  • Ting Lei, Lei Zhang, Hai-Yan Jiang, Ying Hu, Ai-Hua Hong, Ying-Zhou Cen. A new pregnane glycoside and oligosaccharide from Parabarium huaitingii. Journal of Asian natural products research. 2011 Oct; 13(11):1030-5. doi: 10.1080/10286020.2011.613827. [PMID: 22007659]
  • Dongsheng Zhou, Joop J A van Loon, Chen-Zhu Wang. Experience-based behavioral and chemosensory changes in the generalist insect herbivore Helicoverpa armigera exposed to two deterrent plant chemicals. Journal of comparative physiology. A, Neuroethology, sensory, neural, and behavioral physiology. 2010 Nov; 196(11):791-9. doi: 10.1007/s00359-010-0558-9. [PMID: 20625904]
  • Kaoru Irie, Takahiro Sato, Ippei Tanaka, Jun-ichiro Nakajima, Maiko Kawaguchi, Toshiyuki Himi. Cardiotonic effect of Apocynum venetum L. extracts on isolated guinea pig atrium. Journal of natural medicines. 2009 Apr; 63(2):111-6. doi: 10.1007/s11418-008-0296-2. [PMID: 19002560]
  • Young-Jae You, Yong Kim, Nguyen-Hai Nam, Byung-Zun Ahn. Inhibitory effect of Adonis amurensis components on tube-like formation of human umbilical venous cells. Phytotherapy research : PTR. 2003 May; 17(5):568-70. doi: 10.1002/ptr.1184. [PMID: 12749003]
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  • H Strobach, K E Wirth, K Rojsathaporn. Absorption, metabolism and elimination of strophanthus glycosides in man. Naunyn-Schmiedeberg's archives of pharmacology. 1986 Dec; 334(4):496-500. doi: 10.1007/bf00569392. [PMID: 3821940]
  • K Nakayama, J Kurihara, Y Miyajima, K Ishii, H Kato. Calcium antagonistic properties of nicardipine, a dihydropyridine derivative assessed in isolated cerebral arteries and cardiac muscle. Arzneimittel-Forschung. 1985; 35(4):687-93. doi: . [PMID: 4015735]
  • C Giunta, M De Bortoli, M Sanchini, A Stacchini. Activatory effect of two cardioglycosides on Cavia cobaya kidney Na+/K+-ATPase activity. General pharmacology. 1985; 16(3):183-8. doi: 10.1016/0306-3623(85)90066-7. [PMID: 2991074]
  • H D Lehmann. [Effect of plant glycosides on resistance and capacitance vessels]. Arzneimittel-Forschung. 1984; 34(4):423-9. doi: . [PMID: 6540100]
  • U Gundert-Remy, E Weber, W Rabl. 3H-Cymarol in man. Excretion pathways and serum protein binding. Arzneimittel-Forschung. 1978; 28(7):1174-6. doi: NULL. [PMID: 582706]
  • O B Kuz'min, A A Lebediv. [Effect of diuretics on catecholamine stimulation of sodium reabsorption in the rat kidney]. Farmakologiia i toksikologiia. 1977 Jul; 40(4):431-4. doi: NULL. [PMID: 902743]
  • J Boutagy, R Thomas. Cardenolide analogues. VI. The metabolism of the prodrug diacetylcymarol in the rat. Xenobiotica; the fate of foreign compounds in biological systems. 1977 May; 7(5):267-78. doi: 10.3109/00498257709035785. [PMID: 899037]
  • W H Marks, H H Fong, M Tin-Wa, N R Farnsworth. Cytotoxic principles of Parquetina nigrescens (Afzel.) Bullock (Asclepiadaceae). Journal of pharmaceutical sciences. 1975 Oct; 64(10):1674-6. doi: 10.1002/jps.2600641019. [PMID: 1185534]
  • B Waclaw-Rozkrutowa. Cardenolides of Trachomitum sarmatiense Woodson. Polish journal of pharmacology and pharmacy. 1975 Jul; 27(4):455-60. doi: . [PMID: 1166025]