Tiludronate (BioDeep_00000006671)

 

Secondary id: BioDeep_00001868556

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


{[(4-chlorophenyl)sulfanyl](phosphono)methyl}phosphonic acid

化学式: C7H9ClO6P2S (317.9284)
中文名称: 替鲁膦酸
谱图信息: 最多检出来源 Homo sapiens(blood) 40.91%

分子结构信息

SMILES: C1=CC(=CC=C1SC(P(=O)(O)O)P(=O)(O)O)Cl
InChI: InChI=1S/C7H9ClO6P2S/c8-5-1-3-6(4-2-5)17-7(15(9,10)11)16(12,13)14/h1-4,7H,(H2,9,10,11)(H2,12,13,14)

描述信息

Tiludronate is only found in individuals that have used or taken this drug. It is a bisphosphonate characterized by a (4-chlorophenylthio) group on the carbon atom of the basic P-C-P structure common to all bisphosphonates.The bisphosphonate group binds strongly to the bone mineral, hydroxyapatite. This explains the specific pharmacological action of these compounds on mineralized tissues, especially bone. In vitro studies indicate that tiludronate acts primarily on bone through a mechanism that involves inhibition of osteoclastic activity with a probable reduction in the enzymatic and transport processes that lead to resorption of the mineralized matrix. Bone resorption occurs following recruitment, activation, and polarization of osteoclasts. Tiludronate appears to inhibit osteoclasts by at least two mechanisms: disruption of the cytoskeletal ring structure, possibly by inhibition of protein-tyrosine-phosphatase, thus leading to detachment of osteoclasts from the bone surface and the inhibition of the osteoclastic proton pump.
M - Musculo-skeletal system > M05 - Drugs for treatment of bone diseases > M05B - Drugs affecting bone structure and mineralization > M05BA - Bisphosphonates
C78281 - Agent Affecting Musculoskeletal System > C67439 - Bone Resorption Inhibitor
D050071 - Bone Density Conservation Agents > D004164 - Diphosphonates

同义名列表

11 个代谢物同义名

{[(4-chlorophenyl)sulfanyl](phosphono)methyl}phosphonic acid; (4-Chlorophenyl)thiomethylene bisphosphonic acid; (Chloro-4-phenyl)thiomethylene bisphosphonate; (Chloro-4-phenyl)thiomethylene biphosphonate; Tiludronic acid disodium salt; Tiludronate disodium; Tiludronic Acid; Tiludronate; CL2SMBP; Skelid; Tiludronic acid



数据库引用编号

16 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 6 BGLAP, CALCA, PTGS2, RAF1, TNFSF11, VEGFA
Peripheral membrane protein 3 CTSK, CYP27A1, PTGS2
Endoplasmic reticulum membrane 1 PTGS2
Mitochondrion membrane 1 CYP27A1
Nucleus 2 RAF1, VEGFA
cytosol 4 ACP5, PRKCQ, RAF1, TNFRSF11A
dendrite 1 BGLAP
nucleoplasm 1 CTSK
Cell membrane 4 CTSK, RAF1, TLR5, TNFSF11
Synapse 1 ACAN
cell surface 1 VEGFA
glutamatergic synapse 1 ACAN
Golgi apparatus 2 RAF1, VEGFA
mitochondrial inner membrane 1 CYP27A1
neuronal cell body 1 CALCA
Lysosome 2 ACP5, CTSK
plasma membrane 7 CTSK, PRKCQ, RAF1, TLR5, TNFRSF11A, TNFRSF11B, TNFSF11
terminal bouton 1 CALCA
Membrane 4 ACP5, TLR5, TNFSF11, VEGFA
apical plasma membrane 1 CTSK
caveola 1 PTGS2
extracellular exosome 1 ADAMTS3
endoplasmic reticulum 2 PTGS2, VEGFA
extracellular space 11 ACAN, ADAMTS3, ADAMTS5, BGLAP, CALCA, CTSK, IL6, PTH, TNFRSF11B, TNFSF11, VEGFA
lysosomal lumen 2 ACAN, CTSK
adherens junction 1 VEGFA
mitochondrion 2 CYP27A1, RAF1
protein-containing complex 1 PTGS2
intracellular membrane-bounded organelle 1 CTSK
Microsome membrane 1 PTGS2
Single-pass type I membrane protein 2 TLR5, TNFRSF11A
Secreted 8 ADAMTS3, BGLAP, CALCA, CTSK, IL6, TNFRSF11B, TNFSF11, VEGFA
extracellular region 11 ACAN, ADAMTS3, ADAMTS5, BGLAP, CALCA, CTSK, IL6, PTH, TNFRSF11B, TNFSF11, VEGFA
mitochondrial outer membrane 1 RAF1
hippocampal mossy fiber to CA3 synapse 1 CALCA
mitochondrial matrix 1 CYP27A1
Extracellular side 1 CTSK
centriolar satellite 1 PRKCQ
external side of plasma membrane 2 CTSK, TNFRSF11A
Secreted, extracellular space, extracellular matrix 4 ACAN, ADAMTS3, ADAMTS5, VEGFA
perikaryon 1 BGLAP
Single-pass type II membrane protein 1 TNFSF11
vesicle 1 BGLAP
Apical cell membrane 1 CTSK
Mitochondrion inner membrane 1 CYP27A1
Membrane raft 1 TNFRSF11A
GABA-ergic synapse 1 ACAN
extracellular matrix 4 ADAMTS3, ADAMTS5, TNFRSF11B, VEGFA
basement membrane 1 ACAN
collagen-containing extracellular matrix 2 ACAN, ADAMTS5
secretory granule 1 VEGFA
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 1 TNFRSF11B
neuron projection 1 PTGS2
pseudopodium 1 RAF1
Golgi lumen 2 ACAN, BGLAP
endoplasmic reticulum lumen 4 ADAMTS5, BGLAP, IL6, PTGS2
platelet alpha granule lumen 1 VEGFA
immunological synapse 1 PRKCQ
perineuronal net 1 ACAN
neuronal dense core vesicle 1 CALCA
aggresome 1 PRKCQ
[Isoform 2]: Cytoplasm 1 TNFSF11
[Tumor necrosis factor ligand superfamily member 11, soluble form]: Secreted 1 TNFSF11
[Isoform 1]: Cell membrane 1 TNFRSF11A
interleukin-6 receptor complex 1 IL6
endolysosome lumen 1 CTSK
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
perisynaptic extracellular matrix 1 ACAN
[Isoform RANK-e5a]: Cell membrane 1 TNFRSF11A


文献列表

  • Chris M Riggs, Sarah L Thompson, Yat-Ming So, Jenny K Y Wong, Terence S M Wan, Paul Robinson, Brian D Stewart, Emmie N M Ho. Tiludronic acid can be detected in blood and urine samples from Thoroughbred racehorses over 3 years after last administration. Equine veterinary journal. 2021 Nov; 53(6):1287-1295. doi: 10.1111/evj.13395. [PMID: 33247964]
  • Andrea Bertuglia, Ilaria Basano, Eleonora Pagliara, Nika Brkljaca Bottegaro, Giuseppe Spinella, Michela Bullone. Effect of intravenous tiludronate disodium administration on the radiographic progression of osteoarthritis of the fetlock joint in Standardbred racehorses. Journal of the American Veterinary Medical Association. 2021 09; 259(6):651-661. doi: 10.2460/javma.259.6.651. [PMID: 34448617]
  • Katja F Düsterdieck-Zellmer. [Use of bisphosphonates in horses - a review]. Tierarztliche Praxis. Ausgabe G, Grosstiere/Nutztiere. 2018 Oct; 46(5):323-333. doi: 10.15653/tpg-170804. [PMID: 30340242]
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  • Jo Gourlay. Licence variations regarding tiludronate disodium. The Veterinary record. 2015 Oct; 177(16):423-4. doi: 10.1136/vr.h5621. [PMID: 26494897]
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  • C Delguste, H Amory, J Guyonnet, D Thibaud, P Garnero, J Detilleux, O M Lepage, M Doucet. Comparative pharmacokinetics of two intravenous administration regimens of tiludronate in healthy adult horses and effects on the bone resorption marker CTX-1. Journal of veterinary pharmacology and therapeutics. 2008 Apr; 31(2):108-16. doi: 10.1111/j.1365-2885.2007.00936.x. [PMID: 18307502]
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  • J Y Reginster, R Deroisy, M P Lecart, P Franchimont. (Chloro-4 phenyl) thiomethylene biphosphonate in Paget's bone disease. Acta Belgica. Medica physica : organe officiel de la Societe royale belge de medecine physique et de rehabilitation. 1989 Apr; 12(2):47-52. doi: NULL. [PMID: 2603591]
  • M Audran, P Clochon, D Etghen, B Mazieres, J C Renier. Treatment of Paget's disease of bone with (4-chloro-phenyl) thiomethylene bisphosphonate. Clinical rheumatology. 1989 Mar; 8(1):71-9. doi: 10.1007/bf02031073. [PMID: 2663323]
  • J Y Reginster, A M Jeugmans-Huynen, A Albert, D Denis, R Deroisy, M P Lecart, M A Fontaine, J Collette, P Franchimont. Biological and clinical assessment of a new bisphosphonate, (chloro-4 phenyl) thiomethylene bisphosphonate, in the treatment of Paget's disease of bone. Bone. 1988; 9(6):349-54. doi: 10.1016/8756-3282(88)90115-9. [PMID: 3073800]