Molindone (BioDeep_00000002735)

 

Secondary id: BioDeep_00001868084

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


3-ethyl-2-methyl-5-(morpholin-4-ylmethyl)-4,5,6,7-tetrahydro-1H-indol-4-one

化学式: C16H24N2O2 (276.1838)
中文名称: 3-乙基-2-甲基-5-(吗啉-4-基甲基)-1,5,6,7-四氢吲哚-4-酮
谱图信息: 最多检出来源 Homo sapiens(not specific) 6.25%

分子结构信息

SMILES: CCC1=C(C)NC2=C1C(=O)C(CN1CCOCC1)CC2
InChI: InChI=1S/C16H24N2O2/c1-3-13-11(2)17-14-5-4-12(16(19)15(13)14)10-18-6-8-20-9-7-18/h12,17H,3-10H2,1-2H3

描述信息

An indole derivative effective in schizophrenia and other psychoses and possibly useful in the treatment of the aggressive type of undersocialized conduct disorder. Molindone has much lower affinity for D2 receptors than most antipsychotic agents and has a relatively low affinity for D1 receptors. It has only low to moderate affinity for cholinergic and alpha-adrenergic receptors. Some electrophysiologic data from animals indicate that molindone has certain characteristics that resemble those of clozapine. (From AMA Drug Evaluations Annual, 1994, p283)
D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D014150 - Antipsychotic Agents
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents
N - Nervous system > N05 - Psycholeptics > N05A - Antipsychotics > N05AE - Indole derivatives
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants
C78272 - Agent Affecting Nervous System > C29710 - Antipsychotic Agent

同义名列表

10 个代谢物同义名

3-ethyl-2-methyl-5-(morpholin-4-ylmethyl)-4,5,6,7-tetrahydro-1H-indol-4-one; endo Brand OF molindone hydrochloride; Monohydrochloride, molindone; Molindone monohydrochloride; Hydrochloride, molindone; Molindone hydrochloride; (+-)-Molindone; MOLINDONE; Moban; Molindone



数据库引用编号

17 个数据库交叉引用编号

分类词条

相关代谢途径

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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)

1 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。

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亚细胞结构定位 关联基因列表
Cytoplasm 7 CYP2D6, CYP3A4, GRK2, MITF, PIK3CA, SPN, TH
Peripheral membrane protein 1 OSBP2
Endoplasmic reticulum membrane 3 CYP2D6, CYP3A4, DRD1
Nucleus 5 DRD1, FOS, MITF, SPN, TH
cytosol 6 FOS, GRK2, MITF, OSBP2, PIK3CA, TH
dendrite 3 DRD2, PENK, TH
nucleoplasm 3 FOS, MITF, SPN
RNA polymerase II transcription regulator complex 1 FOS
Cell membrane 5 DRD1, DRD2, GNG7, GRID1, GRK2
Lipid-anchor 1 GNG7
Cytoplasmic side 1 GNG7
lamellipodium 1 PIK3CA
Cell projection, axon 1 TH
Multi-pass membrane protein 4 DRD1, DRD2, GRID1, NNT
Golgi apparatus membrane 1 DRD2
Synapse 3 DRD2, GNG7, GRK2
cell surface 1 SPN
glutamatergic synapse 3 DRD1, DRD2, GRID1
Golgi membrane 2 DRD2, INS
lysosomal membrane 1 MITF
mitochondrial inner membrane 1 NNT
neuronal cell body 1 PENK
postsynapse 1 GRK2
presynaptic membrane 2 DRD1, DRD2
smooth endoplasmic reticulum 1 TH
synaptic vesicle 1 TH
Presynapse 1 GRK2
acrosomal vesicle 2 DRD2, OSBP2
plasma membrane 9 DRD1, DRD2, GNG7, GRID1, GRK2, OSBP2, PENK, PIK3CA, SPN
synaptic vesicle membrane 1 DRD2
terminal bouton 1 TH
Membrane 6 CYP2D6, CYP3A4, GRK2, NNT, OSBP2, SPN
axon 2 DRD2, TH
extracellular exosome 3 GNG7, GRID1, SPN
Lysosome membrane 1 MITF
endoplasmic reticulum 2 CYP2D6, FOS
extracellular space 3 CSF3, INS, SPN
lysosomal lumen 1 CSF3
perinuclear region of cytoplasm 2 PIK3CA, TH
intercalated disc 1 PIK3CA
mitochondrion 3 CYP2D6, NNT, TH
protein-containing complex 1 MITF
intracellular membrane-bounded organelle 2 CYP2D6, CYP3A4
Microsome membrane 2 CYP2D6, CYP3A4
Single-pass type I membrane protein 1 SPN
Secreted 3 CSF3, INS, PENK
extracellular region 4 CSF3, INS, PENK, SPN
cytoplasmic side of plasma membrane 1 TH
Single-pass membrane protein 1 CYP2D6
ciliary membrane 2 DRD1, DRD2
external side of plasma membrane 1 SPN
dendritic spine 2 DRD1, DRD2
neuronal dense core vesicle lumen 1 PENK
perikaryon 3 DRD2, PENK, TH
cytoplasmic vesicle 1 TH
Melanosome membrane 1 TH
postsynaptic membrane 3 DRD1, DRD2, GRID1
Cytoplasm, perinuclear region 1 TH
Mitochondrion inner membrane 1 NNT
Matrix side 1 NNT
GABA-ergic synapse 3 DRD1, DRD2, GRID1
basement membrane 1 SPN
Cell projection, dendritic spine 1 DRD1
Nucleus, PML body 1 SPN
PML body 1 SPN
lateral plasma membrane 1 DRD2
Postsynaptic cell membrane 1 GRID1
neuron projection 1 TH
cilium 3 DRD1, DRD2, GRK2
chromatin 3 FOS, MITF, SPN
Cytoplasmic vesicle, secretory vesicle, acrosome 1 OSBP2
non-motile cilium 2 DRD1, DRD2
sperm flagellum 1 DRD2
fibrillar center 1 SPN
endosome lumen 1 INS
microvillus 1 SPN
heterotrimeric G-protein complex 1 GNG7
Cell projection, microvillus 1 SPN
cell body fiber 1 PENK
Cell projection, dendrite 1 DRD1
respiratory chain complex 1 NNT
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 INS, PENK
nuclear matrix 1 FOS
axon terminus 2 DRD2, PENK
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
endocytic vesicle 1 DRD2
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
postsynaptic density membrane 1 GRID1
perinuclear endoplasmic reticulum 1 OSBP2
uropod 1 SPN
protein-DNA complex 1 FOS
apical dendrite 1 OSBP2
dopaminergic synapse 1 DRD2
Cell projection, uropodium 1 SPN
Cell projection, cilium membrane 1 DRD1
endocytic vesicle lumen 1 CSF3
transcription factor AP-1 complex 1 FOS
Cytoplasmic vesicle, secretory vesicle, chromaffin granule lumen 1 PENK
chromaffin granule lumen 1 PENK
symmetric synapse 1 PENK
synaptic vesicle lumen 1 PENK
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle 1 TH
G protein-coupled receptor complex 2 DRD1, DRD2
[CD43 cytoplasmic tail]: Nucleus 1 SPN
cytoplasmic side of mitochondrial outer membrane 1 GRK2
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA


文献列表

  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Ajit Kumar, Soumitra S Datta, Stephen D Wright, Vivek A Furtado, Paul S Russell. Atypical antipsychotics for psychosis in adolescents. The Cochrane database of systematic reviews. 2013 Oct; ?(10):CD009582. doi: 10.1002/14651858.cd009582.pub2. [PMID: 24129841]
  • Hongliang Jiang, Yinghe Li, Mary Pelzer, Michelle J Cannon, Christopher Randlett, Heiko Junga, Xiangyu Jiang, Qin C Ji. Determination of molindone enantiomers in human plasma by high-performance liquid chromatography-tandem mass spectrometry using macrocyclic antibiotic chiral stationary phases. Journal of chromatography. A. 2008 May; 1192(2):230-8. doi: 10.1016/j.chroma.2008.03.048. [PMID: 18395729]
  • A Bagnall, M Fenton, J Kleijnen, R Lewis. Molindone for schizophrenia and severe mental illness. The Cochrane database of systematic reviews. 2007 Jan; ?(1):CD002083. doi: 10.1002/14651858.cd002083.pub2. [PMID: 17253473]
  • Dwight D Flammia, Henry R Bateman, Joseph J Saady, Erik D Christensen. Tissue distribution of molidone in a multidrug overdose. Journal of analytical toxicology. 2004 Sep; 28(6):533-6. doi: 10.1093/jat/28.6.533. [PMID: 15516311]
  • A Bagnall, M Fenton, R Lewis, M L Leitner, J Kleijnen. Molindone for schizophrenia and severe mental illness. The Cochrane database of systematic reviews. 2000; ?(2):CD002083. doi: 10.1002/14651858.cd002083. [PMID: 10796464]
  • S I Deutsch, R B Rosse, B L Schwartz, M Banay-Schwartz, M F McCarthy, S K Johri. L-tyrosine pharmacotherapy of schizophrenia: preliminary data. Clinical neuropharmacology. 1994 Feb; 17(1):53-62. doi: 10.1097/00002826-199402000-00006. [PMID: 8149360]
  • A K Pandurangi, N Narasimhachari, W G Blackard, B S Landa. Relation of serum molindone levels to serum prolactin levels and antipsychotic response. The Journal of clinical psychiatry. 1989 Oct; 50(10):379-81. doi: . [PMID: 2676994]
  • A K Pandurangi, N Narasimhachari. Rhabdomyolysis and molindone. The Journal of clinical psychiatry. 1988 Jan; 49(1):37-8. doi: . [PMID: 3335489]
  • L Glickman. Rhabdomyolysis and acute renal failure. The Journal of clinical psychiatry. 1987 Jul; 48(7):299-300. doi: NULL. [PMID: 3597334]
  • S B Johnson, W A Alvarez, J P Freinhar. A case of massive rhabdomyolysis following molindone administration. The Journal of clinical psychiatry. 1986 Dec; 47(12):607-8. doi: . [PMID: 3782049]
  • W E Fann, A F Moreira. Neuroleptic bioequivalency: tablet versus concentrate. Journal of clinical pharmacology. 1985 May; 25(4):305-6. doi: 10.1002/j.1552-4604.1985.tb02844.x. [PMID: 2861214]
  • M Zetin, M Cramer, D Garber, L Plon, M Paulshock, H E Hoffman, W L Schary. Bioavailability of oral and intramuscular molindone hydrochloride in schizophrenic patients. Clinical therapeutics. 1985; 7(2):169-75. doi: NULL. [PMID: 3986861]
  • N S Shah, O D Gulati. Effect of clozapine and molindone on plasma and brain levels of mescaline in mice. European journal of drug metabolism and pharmacokinetics. 1984 Oct; 9(4):307-9. doi: 10.1007/bf03189681. [PMID: 6532803]
  • K S Kendler, K L Davis. Acute and chronic effects of neuroleptic drugs on plasma and brain homovanillic acid in the rat. Psychiatry research. 1984 Sep; 13(1):51-8. doi: 10.1016/0165-1781(84)90118-5. [PMID: 6151204]
  • R W Fuller, H D Snoddy. Molindone: higher doses needed to block pergolide-induced elevation of serum corticosterone than to elevate dopamine metabolites in brain. Life sciences. 1983 Dec; 33(23):2357-61. doi: 10.1016/0024-3205(83)90270-9. [PMID: 6645804]
  • L E Tune, I Creese, J R DePaulo, P R Slavney, S H Snyder. Neuroleptic serum levels measured by radioreceptor assay and clinical response in schizophrenic patients. The Journal of nervous and mental disease. 1981 Jan; 169(1):60-3. doi: 10.1097/00005053-198101000-00009. [PMID: 6108981]
  • R T Curnow, E J Rayfield, D T George, T V Zenser, F R DeRubertis. Altered hepatic glycogen metabolism and glucoregulatory hormones during sepsis. The American journal of physiology. 1976 May; 230(5):1296-1301. doi: 10.1152/ajplegacy.1976.230.5.1296. [PMID: 5897]