K-Strophanthidin (BioDeep_00000000634)

 

Secondary id: BioDeep_00000862698

PANOMIX_OTCML-2023


代谢物信息卡片


(3S,5S,8R,9S,10S,13R,14S,17R)-3,5,14-trihydroxy-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: C23H32O6 (404.2199)
中文名称: 葡萄球菌素, 毒毛旋花子甙元, 毒毛旋花子苷元
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 55.81%

分子结构信息

SMILES: C1[C@@]2(C=O)[C@](O)(CC[C@]3([H])[C@]2([H])CC[C@@]2(C)[C@]3(O)CC[C@]2([H])C2=CC(=O)OC2)C[C@@H](O)C1
InChI: InChI=1S/C23H32O6/c1-20-6-3-17-18(4-8-22(27)11-15(25)2-7-21(17,22)13-24)23(20,28)9-5-16(20)14-10-19(26)29-12-14/h10,13,15-18,25,27-28H,2-9,11-12H2,1H3/t15-,16+,17-,18+,20+,21-,22-,23-/m0/s1

描述信息

Strophanthidin is a 3beta-hydroxy steroid, a 14beta-hydroxy steroid, a 5beta-hydroxy steroid, a 19-oxo steroid, a member of cardenolides and a steroid aldehyde. It is functionally related to a 5beta-cardanolide.
Strophanthidin is a natural product found in Crossosoma bigelovii, Adonis aestivalis, and other organisms with data available.
3 beta,5,14-Trihydroxy-19-oxo-5 beta-card-20(22)-enolide. The aglycone cardioactive agent isolated from Strophanthus Kombe, S. gratus and other species; it is a very toxic material formerly used as digitalis. Synonyms: Apocymarin; Corchorin; Cynotoxin; Corchorgenin.
D020011 - Protective Agents > D002316 - Cardiotonic Agents > D002301 - Cardiac Glycosides
D020011 - Protective Agents > D002316 - Cardiotonic Agents > D013328 - Strophanthins
Strophanthidin is a naturally available cardiac glycoside[1]. Strophanthidin 0.1 and 1 nmol/L increases and 1~100 μmol/L inhibits the Na+/K+-ATPase activities, but Strophanthidin 10 and 100 nmol/L does not affect Na+/K+-ATPase activities in cardiac sarcolemmal[2]. Strophanthidin increases both diastolic and systolic intracellular Ca2+ concentration[3].
Strophanthidin is a naturally available cardiac glycoside[1]. Strophanthidin 0.1 and 1 nmol/L increases and 1~100 μmol/L inhibits the Na+/K+-ATPase activities, but Strophanthidin 10 and 100 nmol/L does not affect Na+/K+-ATPase activities in cardiac sarcolemmal[2]. Strophanthidin increases both diastolic and systolic intracellular Ca2+ concentration[3].

同义名列表

66 个代谢物同义名

(3S,5S,8R,9S,10S,13R,14S,17R)-3,5,14-trihydroxy-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; (1S,2S,5S,7S,11S,10R,14R,15R)-5,7,11-trihydroxy-15-methyl-14-(5-oxo(3-2-hydrof uryl))tetracyclo[8.7.0.0<2,7>.0<11,15>]heptadecane-2-carbaldehyde; Card-20(22)-enolide, 3,5,14-trihydroxy-19-oxo-, (3-beta,5-beta)-; Card-20(22)-enolide,5,14-trihydroxy-19-oxo-, (3.beta.,5.beta.)-; Card-20(22)-enolide, 3,5,14-trihydroxy-19-oxo-, (3beta,5beta)-; (3.beta.,5.beta.)-3,5,14-Trihydroxy-19-oxocard-20(22)-enolide; 5.beta.-Card-20(22)-enolide, 3.beta.,5,14-trihydroxy-19-oxo-; 5-beta-CARD-20(22)-ENOLIDE, 3-beta,5,14-TRIHYDROXY-19-OXO-; (3beta,5beta)-3,5,14-Trihydroxy-19-oxocard-20(22)-enolide; 3.beta.,14-Trihydroxy-19-oxo-5.beta.-card-20(22)-enolide; 5beta-Card-20(22)-enolide, 3beta,5,14-trihydroxy-19-oxo-; 3-beta,5,14-Trihydroxy-19-oxo-5-beta-card-20(22)-enolide; Card-20(22)-enolide,3,5,14-trihydroxy-19-oxo-, (3b,5b)-; 3beta,5,14-Trihydroxy-19-oxo-5beta-card-20(22)-enolide; 3-beta,5,14-Trioxy-19-oxo-carden-(20:22)-olid [German]; 19-Oxo-cardogenen-(20:22)-triol-(3-beta,5,14) [German]; 3beta,5,14-Trihydroxy-19-oxo-5beta,20(22)-cardenolide; 3-beta,5,14-Trioxy-19-oxo-digen-(20:22)-olid [German]; 5.beta.-Card-20(22)-enolide,5,14-trihydroxy-19-oxo-; CARD-20(22)-ENOLIDE, 3,5,14-TRIHYDROXY-19-OXO-; 3-beta,5,14-Trioxy-19-oxo-carden-(20:22)-olid; WLN: L E5 B666TJ AVH E1 IQ MQ OQ F- DT5OV EHJ; 19-OXO-CARDOGENEN-(20:22)-TRIOL-(3-beta,5,14); 3-beta,5,14-Trioxy-19-oxo-digen-(20:22)-olid; 5-18-05-00126 (Beilstein Handbook Reference); 5.beta.-Hydroxy-19-oxodigitoxigenin; 5-beta-Hydroxy-19-oxodigitoxigenin; 5beta-Hydroxy-19-oxodigitoxigenin; ODJLBQGVINUMMR-HZXDTFASSA-N; STROPHANTHIN-K [WHO-DD]; Corchoside A, aglycon; kappa-Strophanthidine; Corchoside A aglycon; STROPHANTHIDIN [MI]; Prestwick0_000710; k-Strophanthidine; Prestwick3_000710; Convallatoxigenin; Prestwick2_000710; Prestwick1_000710; Antibiotic XS-89; K Strophanthidin; k-Strophanthidin; Strophanthidin K; Strophanthidine; UNII-W5O632DN33; KStrophanthidin; Strophantidine; Strophanthidin; STROPHANTHIN-K; Erysimupicrone; Erysimupikron; BPBio1_000989; Corchsularin; Apocynamarin; NCI60_041903; Corchorgenin; Cymarigenin; ST 23:4;O6; Apocymarin; W5O632DN33; Corchorin; Cynotoxin; XS-89; MLS002701929; Strophanthidin



数据库引用编号

14 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

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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)

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 ABCB1, AKT1, AXIN2, CA1, CA2, CTNNB1, NPAS2, PIK3CA
Peripheral membrane protein 1 AMBP
Nucleus 5 AKT1, AXIN2, CIART, CTNNB1, NPAS2
cytosol 11 AKT1, AMBP, ATP12A, AXIN2, CA1, CA2, CTNNB1, NGF, NPAS2, PIK3CA, PRKCQ
dendrite 2 NGF, SLC8A1
centrosome 2 AXIN2, CTNNB1
nucleoplasm 6 AKT1, ATP2B1, CD2, CTNNB1, NPAS2, SLC8A1
Cell membrane 9 ABCB1, ADRB3, AKT1, AMBP, ATP2B1, CA2, CD2, CTNNB1, SLC8A1
lamellipodium 3 AKT1, CTNNB1, PIK3CA
Multi-pass membrane protein 6 ABCB1, ADRB3, ATP12A, ATP2B1, KCNA3, SLC8A1
Synapse 3 ATP2B1, CTNNB1, SLC8A1
cell cortex 2 AKT1, CTNNB1
cell junction 2 CTNNB1, SLC8A1
cell surface 3 ABCB1, AMBP, CD2
glutamatergic synapse 4 AKT1, ATP2B1, CTNNB1, KCNA3
Golgi apparatus 1 CD2
Golgi membrane 1 INS
mitochondrial inner membrane 1 AMBP
neuronal cell body 1 SLC8A1
postsynapse 2 AKT1, SLC8A1
presynaptic membrane 3 ATP2B1, CTNNB1, KCNA3
sarcolemma 1 SLC8A1
synaptic vesicle 1 NGF
Cytoplasm, cytosol 1 AMBP
plasma membrane 14 ABCB1, ADRB3, AKT1, AMBP, ATP12A, ATP2B1, AXIN2, CA2, CD2, CTNNB1, KCNA3, PIK3CA, PRKCQ, SLC8A1
synaptic vesicle membrane 1 ATP2B1
Membrane 6 ABCB1, AKT1, ATP2B1, CTNNB1, KCNA3, SLC8A1
apical plasma membrane 2 ABCB1, ATP12A
axon 3 KCNA3, NGF, SLC8A1
basolateral plasma membrane 3 ATP12A, ATP2B1, CTNNB1
extracellular exosome 6 ABCB1, AMBP, ATP2B1, CA1, CA2, CTNNB1
endoplasmic reticulum 1 AMBP
extracellular space 4 AMBP, IL17F, INS, NGF
perinuclear region of cytoplasm 3 CTNNB1, KCNA3, PIK3CA
Schaffer collateral - CA1 synapse 1 CTNNB1
adherens junction 1 CTNNB1
apicolateral plasma membrane 1 CTNNB1
bicellular tight junction 1 CTNNB1
intercalated disc 2 PIK3CA, SLC8A1
protein-containing complex 3 AKT1, CD2, CTNNB1
intracellular membrane-bounded organelle 1 ATP2B1
postsynaptic density 1 SLC8A1
Single-pass type I membrane protein 1 CD2
Secreted 3 IL17F, INS, NGF
extracellular region 5 AMBP, CD2, IL17F, INS, NGF
cytoplasmic side of plasma membrane 1 CD2
transcription regulator complex 2 CTNNB1, NPAS2
centriolar satellite 1 PRKCQ
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
Nucleus membrane 1 AMBP
nuclear membrane 1 AMBP
external side of plasma membrane 1 CD2
Secreted, extracellular space, extracellular matrix 1 AMBP
actin cytoskeleton 1 ATP12A
T-tubule 1 SLC8A1
Z disc 2 CTNNB1, SLC8A1
beta-catenin destruction complex 2 AXIN2, CTNNB1
microtubule cytoskeleton 1 AKT1
Wnt signalosome 1 CTNNB1
apical part of cell 2 CA2, CTNNB1
cell-cell junction 3 AKT1, CD2, CTNNB1
vesicle 1 AKT1
postsynaptic membrane 2 CTNNB1, KCNA3
Apical cell membrane 2 ABCB1, ATP12A
Mitochondrion inner membrane 1 AMBP
Membrane raft 1 KCNA3
Cytoplasm, cytoskeleton 1 CTNNB1
focal adhesion 1 CTNNB1
spindle 1 AKT1
Cell junction, adherens junction 1 CTNNB1
flotillin complex 1 CTNNB1
Nucleus, PML body 1 CIART
PML body 1 CIART
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
collagen-containing extracellular matrix 1 AMBP
fascia adherens 1 CTNNB1
lateral plasma membrane 2 ATP2B1, CTNNB1
receptor complex 1 ADRB3
ciliary basal body 1 AKT1
chromatin 1 NPAS2
cell projection 1 ATP2B1
cell periphery 2 CTNNB1, SLC8A1
Cytoplasm, cytoskeleton, cilium basal body 1 CTNNB1
spindle pole 1 CTNNB1
blood microparticle 1 AMBP
postsynaptic density, intracellular component 1 CTNNB1
Basolateral cell membrane 1 ATP2B1
microvillus membrane 1 CTNNB1
[Isoform 2]: Cell membrane 1 KCNA3
Endomembrane system 1 CTNNB1
endosome lumen 2 INS, NGF
euchromatin 1 CTNNB1
Presynaptic cell membrane 1 ATP2B1
myelin sheath 1 CA2
voltage-gated potassium channel complex 1 KCNA3
secretory granule lumen 1 INS
Golgi lumen 2 INS, NGF
endoplasmic reticulum lumen 1 INS
axon terminus 1 SLC8A1
CLOCK-BMAL transcription complex 1 NPAS2
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 INS
beta-catenin-TCF complex 1 CTNNB1
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 2 ATP2B1, PRKCQ
aggresome 1 PRKCQ
presynaptic active zone cytoplasmic component 1 CTNNB1
calyx of Held 1 KCNA3
protein-DNA complex 1 CTNNB1
external side of apical plasma membrane 1 ABCB1
[Isoform 1]: Cell membrane 1 KCNA3
catenin complex 1 CTNNB1
[Alpha-1-microglobulin]: Secreted 1 AMBP
[Inter-alpha-trypsin inhibitor light chain]: Secreted 1 AMBP
photoreceptor ribbon synapse 1 ATP2B1
beta-catenin-TCF7L2 complex 1 CTNNB1
potassium:proton exchanging ATPase complex 1 ATP12A
[Isoform 3]: Cytoplasm, perinuclear region 1 KCNA3
beta-catenin-ICAT complex 1 CTNNB1
Scrib-APC-beta-catenin complex 1 CTNNB1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA


文献列表

  • Xiao Tian, Liangzhen Gu, Fangang Zeng, Xingkai Liu, Yang Zhou, Yang Dou, Juanjuan Han, Yao Zhao, Yanyan Zhang, Qun Luo, Fuyi Wang. Strophanthidin Induces Apoptosis of Human Lung Adenocarcinoma Cells by Promoting TRAIL-DR5 Signaling. Molecules (Basel, Switzerland). 2024 Feb; 29(4):. doi: 10.3390/molecules29040877. [PMID: 38398629]
  • Mahdieh Mirzaei, Tobias Züst, Gordon C Younkin, Amy P Hastings, Martin L Alani, Anurag A Agrawal, Georg Jander. Less Is More: a Mutation in the Chemical Defense Pathway of Erysimum cheiranthoides (Brassicaceae) Reduces Total Cardenolide Abundance but Increases Resistance to Insect Herbivores. Journal of chemical ecology. 2020 Dec; 46(11-12):1131-1143. doi: 10.1007/s10886-020-01225-y. [PMID: 33180277]
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  • Kaja Karaś, Anna Sałkowska, Aurelia Walczak-Drzewiecka, Katarzyna Ryba, Jarosław Dastych, Rafał A Bachorz, Marcin Ratajewski. The cardenolides strophanthidin, digoxigenin and dihydroouabain act as activators of the human RORγ/RORγT receptors. Toxicology letters. 2018 Oct; 295(?):314-324. doi: 10.1016/j.toxlet.2018.07.002. [PMID: 29981919]
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  • Diana N Knittel, Peter Lorenz, Ursula Huber, Florian C Stintzing, Dietmar R Kammerer. Characterization of the cardiac glycoside and lipid profiles of Strophanthus kombé Oliv. seeds. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2016 Mar; 71(3-4):55-64. doi: 10.1515/znc-2015-0186. [PMID: 26974139]
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