Lucanthone (BioDeep_00000008824)

 

Secondary id: BioDeep_00001871432

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


1-{[2-(diethylamino)ethyl]amino}-4-methyl-9H-thioxanthen-9-one

化学式: C20H24N2OS (340.1609)
中文名称: 硫坎酮
谱图信息: 最多检出来源 Homo sapiens(blood) 64.29%

分子结构信息

SMILES: CCN(CC)CCNC1=C2C(=C(C=C1)C)SC3=CC=CC=C3C2=O
InChI: InChI=1S/C20H24N2OS/c1-4-22(5-2)13-12-21-16-11-10-14(3)20-18(16)19(23)15-8-6-7-9-17(15)24-20/h6-11,21H,4-5,12-13H2,1-3H3

描述信息

Lucanthone is only found in individuals that have used or taken this drug. It is one of the schistosomicides, it has been replaced largely by hycanthone and more recently praziquantel. (From Martindale The Extrapharmacopoeia, 30th ed., p46). It is currently being tested as a radiation sensitizer.Recent data suggests that lucanthone inhibits post-radiation DNA repair in tumor cells. The ability of lucanthone to inhibit AP endonuclease and topoisomerase II probably account for the specific DNA repair inhibition in irradiated cells.
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics
C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C250 - Antihelminthic Agent

同义名列表

14 个代谢物同义名

1-{[2-(diethylamino)ethyl]amino}-4-methyl-9H-thioxanthen-9-one; 1-{[2-(diethylamino)ethyl]amino}-4-methylthioxanthen-9-one; 1-((2-(Diethylamino)ethyl)amino)-4-methylthioxanthen-9-one; 1-[[2-(Diethylamino)ethyl]amino]-4-methylthioxanthone; 1-Diethylaminoethylethylamino-4-methyl-thioxanthenone; Lucanthone monohydrochloride; Lucanthone hydrochloride; Lucanthonum; LUCANTHONE; Lucanthon; Lucantona; Tixantone; Miracil D; Lucanthone



数据库引用编号

15 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)

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。

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 14 APEX1, BRCA1, DCTN4, DLGAP5, EEF2, HAP1, INSM2, MCL1, MDM2, MTOR, OLIG2, PDLIM1, RRM2, STAT3
Peripheral membrane protein 1 MTOR
Endosome membrane 1 CTSD
Endoplasmic reticulum membrane 2 MTOR, USP17L2
Cytoplasmic vesicle, autophagosome 1 HAP1
Nucleus 15 APEX1, BRCA1, DCTN4, DLGAP5, EEF2, HAP1, INSM2, MCL1, MDM2, MTOR, OLIG2, PPT1, RRM2, STAT3, USP17L2
autophagosome 1 HAP1
cytosol 11 DCTN4, DLGAP5, EEF2, HAP1, MCL1, MDM2, MTOR, PPT1, RRM2, STAT3, USP17L2
dendrite 3 HAP1, MTOR, PPT1
nuclear body 1 BRCA1
phagocytic vesicle 1 MTOR
centrosome 3 APEX1, DCTN4, HAP1
nucleoplasm 7 APEX1, BRCA1, HAP1, MCL1, MDM2, MTOR, STAT3
RNA polymerase II transcription regulator complex 1 STAT3
Cytoplasmic side 1 MTOR
Cell projection, axon 1 HAP1
Cell projection, growth cone 1 HAP1
Golgi apparatus membrane 1 MTOR
Synapse 1 EEF2
cell cortex 1 DCTN4
cell surface 1 TNFRSF10B
glutamatergic synapse 1 MDM2
Golgi apparatus 1 PPT1
Golgi membrane 1 MTOR
growth cone 1 HAP1
lysosomal membrane 3 CTSD, MTOR, PPT1
neuronal cell body 1 PPT1
synaptic vesicle 2 HAP1, PPT1
Lysosome 4 CTSD, HAP1, MTOR, PPT1
Presynapse 1 HAP1
plasma membrane 6 BRCA1, EEF2, FN1, MDM2, STAT3, TNFRSF10B
synaptic vesicle membrane 1 PPT1
Membrane 6 BRCA1, EEF2, MCL1, MTOR, PPT1, TNFRSF10B
apical plasma membrane 1 FN1
axon 1 PPT1
extracellular exosome 4 CTSD, EEF2, FN1, PPT1
Lysosome membrane 1 MTOR
endoplasmic reticulum 3 APEX1, HAP1, USP17L2
extracellular space 3 CTSD, FN1, GNRH1
lysosomal lumen 2 CTSD, PPT1
perinuclear region of cytoplasm 2 APEX1, HAP1
adherens junction 1 PDLIM1
mitochondrion 3 APEX1, HAP1, MCL1
protein-containing complex 2 BRCA1, MDM2
intracellular membrane-bounded organelle 1 PPT1
Microsome membrane 1 MTOR
postsynaptic density 1 MDM2
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Secreted 2 FN1, PPT1
extracellular region 5 CTSD, EEF2, FN1, GNRH1, PPT1
Mitochondrion outer membrane 1 MTOR
Single-pass membrane protein 1 MCL1
mitochondrial outer membrane 2 MCL1, MTOR
transcription regulator complex 2 PDLIM1, STAT3
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 DCTN4
Bcl-2 family protein complex 1 MCL1
Secreted, extracellular space, extracellular matrix 1 FN1
actin cytoskeleton 1 HAP1
dendritic spine 1 HAP1
Z disc 1 PDLIM1
cytoplasmic vesicle 1 HAP1
nucleolus 3 APEX1, HAP1, MDM2
axon cytoplasm 1 HAP1
Early endosome 1 HAP1
Membrane raft 2 CTSD, PPT1
Cytoplasm, cytoskeleton 3 DCTN4, HAP1, PDLIM1
focal adhesion 2 DCTN4, PDLIM1
extracellular matrix 1 FN1
basement membrane 1 FN1
Cell projection, dendritic spine 1 HAP1
Nucleus, PML body 1 MTOR
PML body 1 MTOR
collagen-containing extracellular matrix 2 CTSD, FN1
nuclear speck 2 APEX1, HAP1
Cytoplasm, myofibril, sarcomere 1 DCTN4
sarcomere 1 DCTN4
Cell projection, neuron projection 1 HAP1
chromatin 2 OLIG2, STAT3
mitotic spindle 1 DLGAP5
Chromosome 1 BRCA1
cytoskeleton 2 HAP1, PDLIM1
centriole 1 HAP1
[Isoform 5]: Cytoplasm 1 BRCA1
Nucleus, nucleolus 2 APEX1, MDM2
spindle pole 1 DCTN4
chromosome, telomeric region 2 APEX1, HAP1
Cytoplasm, cell cortex 1 DCTN4
blood microparticle 1 FN1
nuclear envelope 1 MTOR
Endomembrane system 1 MTOR
endosome lumen 1 CTSD
filamentous actin 1 PDLIM1
lateral element 1 BRCA1
myosin complex 1 MCL1
Nucleus, nucleoplasm 2 MCL1, MDM2
Cell projection, dendrite 1 HAP1
Melanosome 1 CTSD
ubiquitin ligase complex 1 BRCA1
Cytoplasm, myofibril, sarcomere, Z line 1 PDLIM1
stress fiber 2 DCTN4, PDLIM1
ficolin-1-rich granule lumen 2 CTSD, EEF2
secretory granule lumen 1 EEF2
endoplasmic reticulum lumen 1 FN1
transcription repressor complex 2 INSM2, MDM2
male germ cell nucleus 1 BRCA1
platelet alpha granule lumen 1 FN1
specific granule lumen 1 CTSD
tertiary granule lumen 1 CTSD
dynactin complex 1 DCTN4
kinetochore 1 DCTN4
endocytic vesicle membrane 1 MDM2
XY body 1 BRCA1
cytoplasmic dynein complex 1 DCTN4
aggresome 1 EEF2
spindle pole centrosome 1 DLGAP5
Cytoplasm, cytoskeleton, stress fiber 1 DCTN4
ribonucleoprotein complex 2 BRCA1, EEF2
endoplasmic reticulum-Golgi intermediate compartment 1 FN1
intracellular non-membrane-bounded organelle 1 BRCA1
DNA repair complex 1 BRCA1
Cytoplasmic vesicle, phagosome 1 MTOR
BRCA1-C complex 1 BRCA1
presynaptic cytosol 1 PPT1
ribosome 3 APEX1, EEF2, HAP1
fibrinogen complex 1 FN1
inclusion body 1 HAP1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle 1 HAP1
ribonucleoside-diphosphate reductase complex 1 RRM2
BRCA1-A complex 1 BRCA1
BRCA1-B complex 1 BRCA1
BRCA1-BARD1 complex 1 BRCA1
gamma-tubulin ring complex 1 BRCA1
nuclear ubiquitin ligase complex 1 BRCA1


文献列表

  • Ji Yun Yoon, Seon Min Woo, Seung Un Seo, So Rae Song, Seul Gi Lee, Taeg Kyu Kwon. Lucanthone, Autophagy Inhibitor, Enhances the Apoptotic Effects of TRAIL through miR-216a-5p-Mediated DR5 Upregulation and DUB3-Mediated Mcl-1 Downregulation. International journal of molecular sciences. 2021 Dec; 23(1):. doi: 10.3390/ijms23010017. [PMID: 35008442]
  • Imad Naasani. COMPARE Analysis, a Bioinformatic Approach to Accelerate Drug Repurposing against Covid-19 and Other Emerging Epidemics. SLAS discovery : advancing life sciences R & D. 2021 03; 26(3):345-351. doi: 10.1177/2472555220975672. [PMID: 33267713]
  • Stephen Mitchell, Glyn Steventon, Rosemary Waring. Drug peptide conjugates in human urine?. Xenobiotica; the fate of foreign compounds in biological systems. 2014 Jan; 44(1):89-93. doi: 10.3109/00498254.2013.806838. [PMID: 23777287]
  • J K Marquis. Interaction of neuroactive drugs and group-specific ligands with purified human serum cholinesterase. Neurotoxicology. 1985; 6(2):261-9. doi: NULL. [PMID: 2862616]
  • J Clarkson, D A Erasmus. Schistosoma mansoni: an in vivo study of drug-induced autophagy in the gastrodermis. Journal of helminthology. 1984 Mar; 58(1):59-68. doi: 10.1017/s0022149x00028066. [PMID: 6325532]
  • A J Milligan, H R Katz, D B Leeper. Effect of lucanthone hydrochloride on the radiation response of intestine and bone marrow of the Chinese hamster. Journal of the National Cancer Institute. 1978 May; 60(5):1023-8. doi: 10.1093/jnci/60.5.1023. [PMID: 642024]
  • S Manteuil, M Girard. Inhibitors of DNA synthesis: their influence on replication and transcription of simian virus 40 DNA. Virology. 1974 Aug; 60(2):438-54. doi: 10.1016/0042-6822(74)90338-9. [PMID: 4367488]
  • J Lapierre, C Holler, E Saison, T Vinh Hien. [Bilharziasis. 76 cases treated with hycanthone]. La Nouvelle presse medicale. 1973 Apr; 2(14):901-5. doi: NULL. [PMID: 4706638]
  • J E McMahon. Non-intensive chemotherapy in bilharziasis with lucanthone hydrochloride (preliminary report). Transactions of the Royal Society of Tropical Medicine and Hygiene. 1970; 64(3):433-8. doi: 10.1016/0035-9203(70)90182-3. [PMID: 5453503]
  • N Katz, J Pellegrino, C A Oliveira. Further clinical trials with hycanthone, a new antischistosomal agent. The American journal of tropical medicine and hygiene. 1969 Nov; 18(6):924-9. doi: 10.4269/ajtmh.1969.18.924. [PMID: 5355241]
  • A O Lucas. Field trial of a film-coated preparation of lucanthone in the treatment of vesical schistosomiasis. Transactions of the Royal Society of Tropical Medicine and Hygiene. 1969; 63(2):242-5. doi: 10.1016/0035-9203(69)90153-9. [PMID: 5794454]
  • A H Mousa, A el Garem, E el Rasiky, A Abdel Latif. Trials with drug prophylaxis in schistosomal infection in experimental animals. The Journal of tropical medicine and hygiene. 1968 Aug; 71(8):198-205. doi: NULL. [PMID: 5668060]
  • R E Lees. Suppressive treatment of schistosomiasis mansoni with spaced doses of lucanthone hydrochloride. Transactions of the Royal Society of Tropical Medicine and Hygiene. 1968; 62(6):782-5. doi: 10.1016/0035-9203(68)90005-9. [PMID: 5729567]
  • D Rosi, G Peruzzotti, E W Dennis, D A Berberian, H Freele, B F Tullar, S Archer. Hycanthone, a new active metabolite of lucanthone. Journal of medicinal chemistry. 1967 Sep; 10(5):867-76. doi: 10.1021/jm00317a025. [PMID: 4963368]
  • I Nabih. Antagonism heterocyclic sulphonamides to the schistosomicidal effect of lucanthone. Experientia. 1966 Jul; 22(7):446-7. doi: 10.1007/bf01900974. [PMID: 5964098]
  • J NEWSOME, D L ROBINSON. The estimation of lucanthone in plasma and serum. Transactions of the Royal Society of Tropical Medicine and Hygiene. 1960 Sep; 54(?):454-8. doi: 10.1016/0035-9203(60)90091-2. [PMID: 13728685]
  • A L LATNER, R V COXON, E J KING. Measurement of the concentration of miracil in biological fluids. Transactions of the Royal Society of Tropical Medicine and Hygiene. 1947 Sep; 41(1):133-40. doi: 10.1016/s0035-9203(47)90208-3. [PMID: 20270460]
  • R V COXON, A L LATNER, E J KING. The estimation of miracil in urine. The Biochemical journal. 1947; 41(2):xxx. doi: NULL. [PMID: 20247715]