Gitoxim (BioDeep_00000000715)

PANOMIX_OTCML-2023 Volatile Flavor Compounds

代谢物信息卡片

化学式: C41H64O14 (780.4295844)
中文名称: 格列苯脲杂质A
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 8.14%

分子结构信息

SMILES: C1[C@@]2(C)[C@]([H])(CC[C@]3([H])[C@]2([H])CC[C@@]2(C)[C@]3(O)C[C@H](O)[C@]2([H])C2=CC(=O)OC2)C[C@@H](O[C@@H]2O[C@H](C)[C@@H](O[C@H]3C[C@H](O)[C@H](O[C@@H]4O[C@H](C)[C@@H](O)[C@@H](O)C4)[C@@H](C)O3)[C@@H](O)C2)C1
InChI: InChI=1S/C41H64O14/c1-19-36(47)27(42)14-33(50-19)54-38-21(3)52-34(16-29(38)44)55-37-20(2)51-32(15-28(37)43)53-24-8-10-39(4)23(13-24)6-7-26-25(39)9-11-40(5)35(22-12-31(46)49-18-22)30(45)17-41(26,40)48/h12,19-21,23-30,32-38,42-45,47-48H,6-11,13-18H2,1-5H3

描述信息

Gitoxin is a cardenolide glycoside that is gitoxigenin in which the 3beta-hydroxy group has been glycosylated with tridigitoxose. It is functionally related to a gitoxigenin.
Gitoxin is a natural product found in Digitalis obscura, Digitalis parviflora, and other organisms with data available.
D020011 - Protective Agents > D002316 - Cardiotonic Agents > D004071 - Digitalis Glycosides
D020011 - Protective Agents > D002316 - Cardiotonic Agents > D002301 - Cardiac Glycosides

同义名列表

26 个代谢物同义名

数据库引用编号

16 个数据库交叉引用编号

ChEBI: CHEBI:28503
KEGG: C08866
PubChem: 91540
PubChem: 261947
ChEMBL: CHEMBL109317
LipidMAPS: LMST01120017
MeSH: gitoxin
ChemIDplus: 0004562361
KNApSAcK: C00003622
CAS: 4562-36-1
medchemexpress: HY-136933
PMhub: MS000012154
PubChem: 11059
3DMET: B02475
NIKKAJI: J20.339D
KNApSAcK: 28503

分类词条

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)

5 个相关的物种来源信息

49450 - Digitalis lanata:
202408 - Digitalis obscura: 10.1016/S0031-9422(96)00819-9
272155 - Digitalis parviflora: 10.1055/S-0028-1099872
4164 - Digitalis purpurea:
285840 - Digitalis viridiflora: 10.1055/S-0028-1099872

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

Ha-Jeong Kwon, Hee-Jung Sim, Sa-im Lee, Yong-Moon Lee, Yong-Duk Park, Seon-Pyo Hong. HPLC method validation for Digitalis and its analogue by pulsed amperometric detection. Journal of pharmaceutical and biomedical analysis. 2011 Jan; 54(1):217-21. doi: 10.1016/j.jpba.2010.07.037. [PMID: 20800985]
Miguel López-Lázaro, Nuria Pastor, Sami S Azrak, María Jesús Ayuso, Caroline A Austin, Felipe Cortés. Digitoxin inhibits the growth of cancer cell lines at concentrations commonly found in cardiac patients. Journal of natural products. 2005 Nov; 68(11):1642-5. doi: 10.1021/np050226l. [PMID: 16309315]
Miguel López-Lázaro, Nieves Palma De La Peña, Nuria Pastor, Carmen Martín-Cordero, Eduardo Navarro, Felipe Cortés, María Jesús Ayuso, María Victoria Toro. Anti-tumour activity of Digitalis purpurea L. subsp. heywoodii. Planta medica. 2003 Aug; 69(8):701-4. doi: 10.1055/s-2003-42789. [PMID: 14531018]
Mary K Short, Rustem A Krykbaev, Philip D Jeffrey, Michael N Margolies. Complementary combining site contact residue mutations of the anti-digoxin Fab 26-10 permit high affinity wild-type binding. The Journal of biological chemistry. 2002 May; 277(19):16365-70. doi: 10.1074/jbc.m110444200. [PMID: 11854275]
R A Krykbaev, W R Liu, P D Jeffrey, M N Margolies. Phage display-selected sequences of the heavy-chain CDR3 loop of the anti-digoxin antibody 26-10 define a high affinity binding site for position 16-substituted analogs of digoxin. The Journal of biological chemistry. 2001 Mar; 276(11):8149-58. doi: 10.1074/jbc.m008108200. [PMID: 11060305]
A Nagatsu, Y Nakamura, K Takemoto, K Shibatomi, S Nagai, T Ueda, J Sakakibara, H Hidaka, M Fujita, Y Hotta, K Takeya, M Asano, T Hashimoto, Y Asakawa. Studies on cardiac ingredients of plants. XIII: Chemical modification of gitoxin to cardiotonic compounds without vascular effect. Chemical & pharmaceutical bulletin. 1997 Apr; 45(4):599-607. doi: 10.1248/cpb.45.599. [PMID: 9145499]
K O Haustein, R Bauer. Extraordinary efficacy of 16 alpha-gitoxin, an ultra-short acting semi-synthetic digitalis glycoside. International journal of clinical pharmacology and therapeutics. 1994 Jun; 32(6):299-304. doi: . [PMID: 7921531]
A D Patil, P W Baures, D S Eggleston, L Faucette, M E Hemling, J W Westley, R K Johnson. A screen for inhibitors of DNA recombination: identification of two new spirostanol glycosides from Chamaedorea linearis. Journal of natural products. 1993 Sep; 56(9):1451-8. doi: 10.1021/np50099a003. [PMID: 8254345]
K Yoshimatsu, M Satake, K Shimomura, J I Sawada, T Terao. Determination of cardenolides in hairy root cultures of Digitalis lanata by enzyme-linked immunosorbent assay. Journal of natural products. 1990 Nov; 53(6):1498-502. doi: 10.1021/np50072a015. [PMID: 2089119]
L Dei Cas, A Affatato, E Buia, G Casciarri, P Faggiano, G Giunti, M Metra, T Pelagatti, M Quinzanini. [Plasma levels of gitoxin (by RIA and rubidium-86 uptake) and systolic time after treatment with a single dose of gitoformate]. Cardiologia (Rome, Italy). 1984 May; 29(5-6):291-300. doi: . [PMID: 6542412]
P Pellegrin, M Lesne. Hepatic clearance of gitoxin: pharmacokinetic study on rabbit isolated liver. Influence of protein binding and comparison with digoxin. European journal of drug metabolism and pharmacokinetics. 1983; 8(1):1-8. doi: 10.1007/bf03189574. [PMID: 6861790]
L N Kadima, M Lesne. Studies on the pharmacokinetics and the metabolism of gitoxin in the guinea-pig: I. Disposition kinetics following an i.v. bolus of 3H-gitoxin. Archives internationales de pharmacodynamie et de therapie. 1980 May; 245(1):20-41. doi: . [PMID: 7406600]
N Verbeke, P Pellegrin, A Vienne, M Lesne. The binding of gitoxin to human plasma proteins. European journal of clinical pharmacology. 1979 Nov; 16(5):341-4. doi: 10.1007/bf00605633. [PMID: 520402]
M Lesne. Pharmacological reevaluation of gitoxin in man. International journal of clinical pharmacology and biopharmacy. 1978 Oct; 16(10):456-9. doi: . [PMID: 700907]
F ERJAVEC. [Analysis of the cardiotonic activity of gitoxin and gitoxigenin in the guinea pig]. Journal de physiologie. 1960 Jan; 52(?):91-2. doi: . [PMID: 13820624]
H LUKESCH. [Preparation of pure digitoxin & gitoxin]. Die Pharmazie. 1958 Jun; 13(6):344-5. doi: ". [PMID: 13566989]
D SATOH, Y OYAMA, H ISHII. Studies on digitalis glycosides: acetylgitoxin-alpha from gitoxin. Pharmaceutical bulletin. 1957 Oct; 5(5):493. doi: 10.1248/cpb1953.5.493. [PMID: 13505076]
D SATOH, T WADA, H ISHII, Y OYAMA, T OKUMURA. Studies on digitalis glycosides. VII. Gitoroside, digitalonin, and gitoxin pentaacetate. Pharmaceutical bulletin. 1957 Jun; 5(3):253-5. doi: 10.1248/cpb1953.5.253. [PMID: 13465286]
P I ONITSEV, E I GENDENSHTEIN. [Effect of gitoxin on the cardiovascular system]. Farmakologiia i toksikologiia. 1957 Mar; 20(2):40-5. doi: ". [PMID: 13448068]
H KNOCHEL. [Method of chemical assay of digitoxin-gitoxin mixtures and digitalis drugs]. Die Pharmazie. 1956 Jun; 11(6):378-87. doi: ". [PMID: 13370313]
P I ONITSEV, E I GENDENSHTEIN. [Investigations on pharmacodynamics of gitoxin]. Farmakologiia i toksikologiia. 1955 Mar; 18(2):41-5. doi: ". [PMID: 14391391]
J F FRUYTIER, J A VAN PINXTEREN. [The fluorometric determination of gitoxin]. Pharmaceutisch weekblad. 1954 Feb; 89(7-8):99-103. doi: ". [PMID: 13145294]
U HACKENBERG. [Enteral resorption of lanatosid A, B and C and gitoxin in cat and dog]. Arzneimittel-Forschung. 1953 Nov; 3(11):549-53. doi: . [PMID: 13125995]
J G HILTON. A polarographic method for the determination of digitoxin and gitoxin and its application to pharmacological studies. The Journal of pharmacology and experimental therapeutics. 1950 Nov; 100(3):258-66. doi: ". [PMID: 14795383]