Physostigmine (BioDeep_00000000967)
Secondary id: BioDeep_00000398540, BioDeep_00000404781
human metabolite PANOMIX_OTCML-2023 blood metabolite
代谢物信息卡片
化学式: C15H21N3O2 (275.1634)
中文名称: 毒扁豆碱, 依色林, 1,2,3,3A-六氢-1,3A,8-三甲基吡咯并[2,3-B]吲哚-5-酚甲基氨基甲酸酯, 卡拉巴豆碱
谱图信息:
最多检出来源 Homo sapiens(plant) 40.05%
分子结构信息
SMILES: CC12CCN(C1N(C3=C2C=C(C=C3)OC(=O)NC)C)C
InChI: InChI=1S/C15H21N3O2/c1-15-7-8-17(3)13(15)18(4)12-6-5-10(9-11(12)15)20-14(19)16-2/h5-6,9,13H,7-8H2,1-4H3,(H,16,19)
描述信息
Physostigmine is a white, odorless, microcrystalline powder. Used as a cholinergic (anticholinesterase) agent and as a veterinary medication. (EPA, 1998)
Physostigmine is a carbamate ester and an indole alkaloid. It has a role as a miotic, an EC 3.1.1.8 (cholinesterase) inhibitor and an antidote to curare poisoning.
A cholinesterase inhibitor that is rapidly absorbed through membranes. It can be applied topically to the conjunctiva. It also can cross the blood-brain barrier and is used when central nervous system effects are desired, as in the treatment of severe anticholinergic toxicity.
Physostigmine is a natural product found in Streptomyces griseofuscus, Streptomyces, and other organisms with data available.
A cholinesterase inhibitor that is rapidly absorbed through membranes. It can be applied topically to the conjunctiva. It also can cross the blood-brain barrier and is used when central nervous system effects are desired, as in the treatment of severe anticholinergic toxicity.
See also: Physostigmine Salicylate (active moiety of).
A cholinesterase inhibitor that is rapidly absorbed through membranes. It can be applied topically to the conjunctiva. It also can cross the blood-brain barrier and is used when central nervous system effects are desired, as in the treatment of severe anticholinergic toxicity. [PubChem]
S - Sensory organs > S01 - Ophthalmologicals > S01E - Antiglaucoma preparations and miotics > S01EB - Parasympathomimetics
V - Various > V03 - All other therapeutic products > V03A - All other therapeutic products > V03AB - Antidotes
D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D002800 - Cholinesterase Inhibitors
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D008916 - Miotics
C471 - Enzyme Inhibitor > C47792 - Acetylcholinesterase Inhibitor
D004791 - Enzyme Inhibitors
KEIO_ID E007; [MS2] KO008958
KEIO_ID E007
同义名列表
95 个代谢物同义名
(3aS,8aR)-1,3a,8-trimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-5-yl N-methylcarbamate; 2-hydroxybenzoic acid; (3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate hydrochloride; Pyrrolo(2,3-b)indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, methylcarbamate (ester), (3aS-cis)-; Pyrrolo(2,3-b)indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, methylcarbamate (ester), (3aS,8aR)-; Pyrrolo(2,3-b)indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, methylcarbamate (ester), (3aS-cis); Pyrrolo(2,3-b)indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, 5-(N-methylcarbamate), (3aS,8aR)-; PYRROLO(2,3-B)INDOL-5-OL, 1,2,3,3A,8,8A-HEXAHYDRO-1,3A,8-TRIMETHYL-, METHYLCARBAMATE(ESTER),(3AS-CIS)-; (3aS-cis)-1,2,3,3a,8,8a-Hexahydro-1,3a,8-trimethylpyrrolo(2,3-b)indol-5-ol methylcarbamate (ester); 1,2,3,3A.BETA.,8A.BETA.-HEXAHYDRO-1,3A,8-TRIMETHYLPYRROLO(2,3-B)-INDOL-5-YL METHYLCARBAMATE; (3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate; (3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo(2,3-b)indol-5-yl methylcarbamate; Pyrrolo[2, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, methylcarbamate (ester), (3aS-cis)-; (3aS,8aR)-1,3a,8-trimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-5-yl N-methylcarbamate; 1,2,3,3abeta,8abeta-Hexahydro-1,3a,8-trimethylpyrrolo(2,3-b)-indol-5-yl methylcarbamate; [(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate; Eserine; Antilirium; Physostol; Esromiotin; Ezerin; Carbamic acid, methyl-, ester with eseroline; Methyl-carbamic acid, ester with eseroline; Carbamic acid, ester with eseroline; Eserolein, methylcarbamate (ester); ESEROLEIN, METHYLCARBAMATE(ESTER); physostigmine.salicylic acid; PHYSOSTIGMINE (USP IMPURITY); PHYSOSTIGMINE [USP IMPURITY]; PIJVFDBKTWXHHD-HIFRSBDPSA-N; Eserolein, methylcarbamate; Physostigmine [USP:BAN]; Physostigmine (USP:BAN); PHYSOSTIGMINE [WHO-DD]; Eserine, >=98.0\\% (N); PHYSOSTIGMINE (MART.); PHYSOSTIGMINE [VANDF]; PHYSOSTIGMINE [MART.]; PHYSOSTIGMINE [HSDB]; Fysostigmin [Czech]; Physostigmine (USP); PHYSOSTIGMINE [MI]; Prestwick2_000566; Prestwick3_000566; (-)-physostigmine; (-) physostigmine; Prestwick1_000566; Prestwick0_000566; Spectrum2_001283; Spectrum4_001631; Spectrum2_000330; Spectrum5_000626; Spectrum3_000901; Spectrum4_000997; Spectrum2_000757; Spectrum3_000545; Spectrum5_001672; Spectrum5_000441; Spectrum4_001913; Eserine sulfate; ESERINUM [HPUS]; UNII-9U1VM840SP; Tox21_111228_1; MEGxp0_001872; BPBio1_000388; DivK1c_006477; Physostigmine; Lopac0_000483; KBio2_002278; ACon1_000097; KBio3_001689; KBio1_001421; Tox21_111228; Tox21_500483; Tox21_301591; physostigmin; KBio2_001396; KBio2_006532; KBio2_003964; KBio3_001842; Eserine (TN); KBio2_004846; KBio2_007414; Fysostigmin; (-)-ESERINE; CAS-57-47-6; Antilirium; Calabarine; Esromiotin; 9U1VM840SP; Physostol; Eserinum; CHEMBL94; Erserine; cogmine; Eserine; Ezerin; eserin; 1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate; Physostigmine
数据库引用编号
35 个数据库交叉引用编号
- ChEBI: CHEBI:27953
- ChEBI: CHEBI:182905
- KEGG: C06535
- KEGGdrug: D00196
- PubChem: 5983
- PubChem: 4811
- PubChem: 8765
- HMDB: HMDB0015116
- Metlin: METLIN1934
- DrugBank: DB00981
- ChEMBL: CHEMBL537674
- ChEMBL: CHEMBL94
- ChEMBL: CHEMBL11773
- Wikipedia: Physostigmine
- MeSH: Physostigmine
- ChemIDplus: 0000057476
- KNApSAcK: C00001757
- chemspider: 5763
- CAS: 57-47-6
- CAS: 7128-53-2
- MoNA: KO002826
- MoNA: KO008958
- MoNA: KO002827
- MoNA: KO002829
- MoNA: KO008960
- MoNA: KO002828
- MoNA: KO002825
- MoNA: KO008959
- medchemexpress: HY-N6608
- PMhub: MS000001790
- MetaboLights: MTBLC27953
- 3DMET: B02058
- NIKKAJI: J4.579I
- RefMet: Physostigmine
- KNApSAcK: 27953
分类词条
相关代谢途径
Reactome(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)
5 个相关的物种来源信息
- 9606 - Homo sapiens: -
- 271807 - Physostigma venenosum:
- 1883 - Streptomyces: 10.1271/BBB1961.50.523
- 285515 - Streptomyces albospinus: 10.1021/ACS.JNATPROD.6B00870
- 146922 - Streptomyces griseofuscus: 10.1007/BF00172487
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
- Aline Coqueiro, Daniara Cristina Fernandes, Amanda Danuello, Luis Octávio Regasini, Elaine Monteiro Cardoso-Lopes, Maria Cláudia Marx Young, Luce Maria Brandão Torres, Vicente Paulo Campos, Dulce Helena Siqueira Silva, Vanderlan da Silva Bolzani, Denilson Ferreira de Oliveira. Nematostatic activity of isoprenylated guanidine alkaloids from Pterogyne nitens and their interaction with acetylcholinesterase.
Experimental parasitology.
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Pharmacology.
2022; 107(1-2):46-53. doi:
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Medical science monitor : international medical journal of experimental and clinical research.
2021 Dec; 27(?):e933833. doi:
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. [PMID: 34924558] - Haseeb Ahsan, Ihtisham Haider, Muhammad Naveed Mushtaq, Muhammad Naeem Qaisar, Farwa Naqvi, Awais Asif. Pharmacological support to anti-arthritic prospective of physostigmine: a new approach.
Inflammopharmacology.
2021 Aug; 29(4):1119-1129. doi:
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Cell reports.
2021 04; 35(4):109040. doi:
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Biomedical chromatography : BMC.
2021 Feb; 35(2):e4979. doi:
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Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
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Lakartidningen.
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2019 Apr; 161(?):28-32. doi:
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Current Alzheimer research.
2018; 15(9):883-891. doi:
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Trials.
2017 Nov; 18(1):530. doi:
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Bioorganic & medicinal chemistry.
2016 09; 24(18):4464-4469. doi:
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. [PMID: 27492195] - Kiran Bamel, Rajendra Gupta, Shirish C Gupta. Acetylcholine suppresses shoot formation and callusing in leaf explants of in vitro raised seedlings of tomato, Lycopersicon esculentum Miller var. Pusa Ruby.
Plant signaling & behavior.
2016 06; 11(6):e1187355. doi:
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. [PMID: 27348536] - Subham Banerjee, Pronobesh Chattopadhyay, Animesh Ghosh, Aseem Bhatnagar, Vijay Veer. Pharmacokinetic and biodistribution study of eserine and pralidoxime chloride in rabbits following a single application of a transdermal patch.
European journal of drug metabolism and pharmacokinetics.
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American journal of physiology. Renal physiology.
2016 06; 310(11):F1377-84. doi:
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. [PMID: 27029424] - Konstanze Plaschke, Markus A Weigand, Fabia Fricke, Jürgen Kopitz. Neuroinflammation: effect of surgical stress compared to anaesthesia and effect of physostigmine.
Neurological research.
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Chemico-biological interactions.
2016 Apr; 249(?):1-9. doi:
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American journal of therapeutics.
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PloS one.
2016; 11(6):e0156493. doi:
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. [PMID: 27254111] - Nadine Pinder, Johannes B Zimmermann, Stefan Hofer, Thorsten Brenner, Markus A Weigand, Ute Gubbe, Torsten Hoppe-Tichy, Stefanie Swoboda. Revival of physostigmine - a novel HPLC assay for simultaneous determination of physostigmine and its metabolite eseroline designed for a pharmacokinetic study of septic patients.
Clinical chemistry and laboratory medicine.
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Journal of burn care & research : official publication of the American Burn Association.
2015 Mar; 36(2):279-86. doi:
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Clinical and experimental pharmacology & physiology.
2014 Sep; 41(9):663-70. doi:
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. [PMID: 24890001] - Diane I Bitzinger, York A Zausig, Christoph Paech, Michael Gruber, Hendrik Busse, Barbara Sinner, Bernhard M Graf, Benedikt Trabold. Modulation of immune functions in polymorphonuclear neutrophils induced by physostigmine, but not neostigmine, independent of cholinergic neurons.
Immunobiology.
2013 Aug; 218(8):1049-54. doi:
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Developmental neuroscience.
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Evidence-based complementary and alternative medicine : eCAM.
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Clinical toxicology (Philadelphia, Pa.).
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Evidence-based complementary and alternative medicine : eCAM.
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