Olopatadine (BioDeep_00000002460)

 

Secondary id: BioDeep_00000397574

human metabolite blood metabolite


代谢物信息卡片


2-[(2Z)-2-[3-(dimethylamino)propylidene]-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-5-yl]acetic acid

化学式: C21H23NO3 (337.1678)
中文名称: 奥洛他定
谱图信息: 最多检出来源 Homo sapiens(COVID-19)(blood) 12.25%

分子结构信息

SMILES: CN(C)CC/C=C\1/c2ccccc2COc2ccc(cc12)CC(=O)O
InChI: InChI=1S/C21H23NO3/c1-22(2)11-5-8-18-17-7-4-3-6-16(17)14-25-20-10-9-15(12-19(18)20)13-21(23)24/h3-4,6-10,12H,5,11,13-14H2,1-2H3,(H,23,24)/b18-8-

描述信息

Used to treat allergic conjunctivitis (itching eyes), olopatadine inhibits the release of histamine from mast cells. It is a relatively selective histamine H1 antagonist that inhibits the in vivo and in vitro type 1 immediate hypersensitivity reaction including inhibition of histamine induced effects on human conjunctival epithelial cells.
R - Respiratory system > R01 - Nasal preparations > R01A - Decongestants and other nasal preparations for topical use > R01AC - Antiallergic agents, excl. corticosteroids
D018377 - Neurotransmitter Agents > D018494 - Histamine Agents > D006633 - Histamine Antagonists
S - Sensory organs > S01 - Ophthalmologicals > S01G - Decongestants and antiallergics
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
C308 - Immunotherapeutic Agent > C29578 - Histamine-1 Receptor Antagonist
D002491 - Central Nervous System Agents > D000700 - Analgesics
D000893 - Anti-Inflammatory Agents
D018501 - Antirheumatic Agents
D018926 - Anti-Allergic Agents

同义名列表

9 个代谢物同义名

2-[(2Z)-2-[3-(dimethylamino)propylidene]-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-5-yl]acetic acid; 2-[11-[3-(dimethylamino)propylidene]-6H-benzo[c][1]benzoxepin-2-yl]acetic acid; 11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz(b,e)oxepin-2-acetic acid; Hydrochloride, olopatadine; Olopatadine Hydrochloride; Olopatadine; Opatanol; Patanol; Olopatadine



数据库引用编号

21 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 ALB, CASP3, CCL5, CD34, S100A12, VEGFA
Peripheral membrane protein 2 CYP1B1, S100A12
Endoplasmic reticulum membrane 1 CYP1B1
Nucleus 4 ALB, CASP3, S100A12, VEGFA
cytosol 4 ALB, CASP3, NGF, S100A12
dendrite 1 NGF
centrosome 1 ALB
nucleoplasm 1 CASP3
Cell membrane 2 S100A12, TNF
Synapse 1 TAC1
cell surface 3 ICAM1, TNF, VEGFA
glutamatergic synapse 1 CASP3
Golgi apparatus 2 ALB, VEGFA
neuronal cell body 3 CASP3, TAC1, TNF
synaptic vesicle 1 NGF
Lysosome 1 CD34
plasma membrane 6 CD34, CSF2, ICAM1, IGHE, S100A12, TNF
Membrane 4 CD34, CYP1B1, ICAM1, VEGFA
apical plasma membrane 1 CD34
axon 2 NGF, TAC1
extracellular exosome 3 ALB, EPX, ICAM1
endoplasmic reticulum 2 ALB, VEGFA
extracellular space 16 ALB, CCL17, CCL5, CSF2, CXCL10, CXCL8, EPX, ICAM1, IGHE, IL4, IL5, IL6, NGF, TAC1, TNF, VEGFA
perinuclear region of cytoplasm 1 CD34
adherens junction 1 VEGFA
mitochondrion 1 CYP1B1
protein-containing complex 1 ALB
intracellular membrane-bounded organelle 2 CSF2, CYP1B1
Microsome membrane 1 CYP1B1
postsynaptic density 1 CASP3
Single-pass type I membrane protein 3 CD34, ICAM1, IGHE
Secreted 12 ALB, CCL17, CCL5, CSF2, CXCL10, CXCL8, IL4, IL5, IL6, NGF, S100A12, VEGFA
extracellular region 17 ALB, CCL17, CCL5, CD34, CSF2, CXCL10, CXCL8, EPX, IGHE, IL4, IL5, IL6, NGF, S100A12, TAC1, TNF, VEGFA
anchoring junction 1 ALB
external side of plasma membrane 4 CD34, CXCL10, ICAM1, TNF
Secreted, extracellular space, extracellular matrix 1 VEGFA
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 2 ICAM1, TNF
Cytoplasm, cytoskeleton 1 S100A12
focal adhesion 1 ICAM1
extracellular matrix 1 VEGFA
collagen-containing extracellular matrix 1 ICAM1
secretory granule 1 VEGFA
ciliary basal body 1 ALB
IgE immunoglobulin complex 1 IGHE
phagocytic cup 1 TNF
cytoskeleton 1 S100A12
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
[Isoform 2]: Cell membrane 1 IGHE
intercellular bridge 1 CD34
endosome lumen 1 NGF
basal plasma membrane 1 CD34
secretory granule lumen 2 EPX, S100A12
Golgi lumen 1 NGF
endoplasmic reticulum lumen 2 ALB, IL6
platelet alpha granule lumen 2 ALB, VEGFA
immunological synapse 1 ICAM1
death-inducing signaling complex 1 CASP3
granulocyte macrophage colony-stimulating factor receptor complex 1 CSF2
[Isoform 3]: Cell membrane 1 IGHE
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
[Isoform 1]: Secreted 1 IGHE
IgE B cell receptor complex 1 IGHE
immunoglobulin complex, circulating 1 IGHE
interleukin-6 receptor complex 1 IL6
[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
glomerular endothelium fenestra 1 CD34
ciliary transition fiber 1 ALB
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Büşra Çalışkan, Yeliz Demir, Cüneyt Türkeş. Ophthalmic drugs: in vitro paraoxonase 1 inhibition and molecular docking studies. Biotechnology and applied biochemistry. 2022 Dec; 69(6):2273-2283. doi: 10.1002/bab.2284. [PMID: 34786760]
  • Taisuke Kuroda, Shun-Ichi Nagata, Norihisa Tamura, Hiroshi Mita, Kanichi Kusano, Fumiaki Mizobe, Yoshimasa Takizawa, Kentaro Fukuda, Yoshinori Kasashima. Pharmacokinetics and pharmacodynamics of olopatadine following administration via nasogastric tube to healthy horses. American journal of veterinary research. 2019 Jul; 80(7):689-695. doi: 10.2460/ajvr.80.7.689. [PMID: 31246121]
  • Prasanthi Polamreddy, Vinita Vishwakarma, Puneet Saxena. Identification of potential anti-hepatitis C virus agents targeting non structural protein 5B using computational techniques. Journal of cellular biochemistry. 2018 11; 119(10):8574-8587. doi: 10.1002/jcb.27071. [PMID: 30058078]
  • Piyush Patel, Anne Marie Salapatek, Ravi S Talluri, Sudeesh K Tantry. Pharmacokinetics of intranasal mometasone in the fixed-dose combination GSP301 versus two monotherapy intranasal mometasone formulations. Allergy and asthma proceedings. 2018 May; 39(3):232-239. doi: 10.2500/aap.2018.39.4134. [PMID: 29669668]
  • Piyush Patel, Anne Marie Salapatek, Ravi S Talluri, Sudeesh K Tantry. Pharmacokinetics of intranasal olopatadine in the fixed-dose combination GSP301 versus two monotherapy intranasal olopatadine formulations. Allergy and asthma proceedings. 2018 May; 39(3):224-231. doi: 10.2500/aap.2018.39.4133. [PMID: 29669667]
  • Kayoko Kanamitsu, Yoshitane Nozaki, Yoko Nagaya, Yuichi Sugiyama, Hiroyuki Kusuhara. Quantitative prediction of histamine H1 receptor occupancy by the sedative and non-sedative antagonists in the human central nervous system based on systemic exposure and preclinical data. Drug metabolism and pharmacokinetics. 2017 Apr; 32(2):135-144. doi: 10.1016/j.dmpk.2016.11.007. [PMID: 28190755]
  • Ganesh R Iyer, Marita M Cason, Scott W Womble, Guangming Li, James E Chastain. Ocular pharmacokinetics comparison between 0.2\% olopatadine and 0.77\% olopatadine hydrochloride ophthalmic solutions administered to male New Zealand white rabbits. Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics. 2015 May; 31(4):204-10. doi: 10.1089/jop.2014.0140. [PMID: 25775192]
  • Asuka Baba, Masahiro Tachi, Yoshio Maruyama, Itsuro Kazama. Olopatadine inhibits exocytosis in rat peritoneal mast cells by counteracting membrane surface deformation. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology. 2015; 35(1):386-96. doi: 10.1159/000369704. [PMID: 25591779]
  • Ayuko Matsushita, Masahiro Seike, Haruka Okawa, Yayoi Kadawaki, Hiroshi Ohtsu. Advantages of histamine H4 receptor antagonist usage with H1 receptor antagonist for the treatment of murine allergic contact dermatitis. Experimental dermatology. 2012 Sep; 21(9):714-5. doi: 10.1111/j.1600-0625.2012.01559.x. [PMID: 22897580]
  • Tadafumi Tamura. Olopatadine ophthalmic solution suppresses substance P release in the conjunctivitis models. Asia Pacific allergy. 2012 Apr; 2(2):115-21. doi: 10.5415/apallergy.2012.2.2.115. [PMID: 22701861]
  • Rituparna Maiti, Jyothirmai Jaida, Jalelur Rahman, Rajasri Gaddam, Anuradha Palani. Olopatadine hydrochloride and rupatadine fumarate in seasonal allergic rhinitis: A comparative study of efficacy and safety. Journal of pharmacology & pharmacotherapeutics. 2011 Oct; 2(4):270-6. doi: 10.4103/0976-500x.85958. [PMID: 22025856]
  • Ping Zhu, Yu-Guan Wen, Xiao-Ping Fan, Zhi-Ling Zhou, Rui-Xin Fan, Ji-Mei Chen, Ke-Li Huang, Xiao-Lan Zhu, Yan-Fang Chen, Jian Zhuang. A rapid and sensitive liquid chromatography-tandem mass spectrometry method for determination of olopatadine concentration in human plasma. Journal of analytical toxicology. 2011 Mar; 35(2):113-8. doi: 10.1093/anatox/35.2.113. [PMID: 21396231]
  • Jeffrey David Welder, Pejman Bakhtiari, Ali R Djalilian. Limbitis secondary to autologous serum eye drops in a patient with atopic keratoconjunctivitis. Case reports in ophthalmological medicine. 2011; 2011(?):576521. doi: 10.1155/2011/576521. [PMID: 22606467]
  • Zenro Ikezawa, Junko Komori, Yuko Ikezawa, Yusuke Inoue, Mio Kirino, Masako Katsuyama, Michiko Aihara. A Role of Staphyococcus aureus, Interleukin-18, Nerve Growth Factor and Semaphorin 3A, an Axon Guidance Molecule, in Pathogenesis and Treatment of Atopic Dermatitis. Allergy, asthma & immunology research. 2010 Oct; 2(4):235-46. doi: 10.4168/aair.2010.2.4.235. [PMID: 20885908]
  • Hideyuki Yamamoto, Takechiyo Yamada, Seita Kubo, Yoko Osawa, Yuichi Kimura, Myonmi Oh, Dai Susuki, Tetsuji Takabayashi, Masayuki Okamoto, Shigeharu Fujieda. Efficacy of oral olopatadine hydrochloride for the treatment of seasonal allergic rhinitis: A randomized, double-blind, placebo-controlled study. Allergy and asthma proceedings. 2010 Jul; 31(4):296-303. doi: 10.2500/aap.2010.31.3355. [PMID: 20819319]
  • Rie Ono, Yoto Kagawa, Yuji Takahashi, Masaki Akagi, Chiaki Kamei. Effect of 2,3,7,8-tetrachlorodibenzo-p-dioxin on scratching behavior in mice. International immunopharmacology. 2010 Mar; 10(3):304-7. doi: 10.1016/j.intimp.2009.11.015. [PMID: 19969104]
  • Soon-Hee Lee, Yong Heo, Young-Chul Kim. Effect of German chamomile oil application on alleviating atopic dermatitis-like immune alterations in mice. Journal of veterinary science. 2010 Mar; 11(1):35-41. doi: 10.4142/jvs.2010.11.1.35. [PMID: 20195063]
  • Hiroyuki Murota, Mostafa Abd El-latif, Tadafumi Tamura, Toru Amano, Ichiro Katayama. Olopatadine hydrochloride improves dermatitis score and inhibits scratch behavior in NC/Nga mice. International archives of allergy and immunology. 2010; 153(2):121-32. doi: 10.1159/000312629. [PMID: 20407268]
  • Chisato Hosokawa, Satoshi Takeuchi, Masutaka Furue. Severity scores, itch scores and plasma substance P levels in atopic dermatitis treated with standard topical therapy with oral olopatadine hydrochloride. The Journal of dermatology. 2009 Apr; 36(4):185-90. doi: 10.1111/j.1346-8138.2009.00621.x. [PMID: 19348655]
  • Nan-Nan Chu, Wei-Li Chen, Hong-Rong Xu, Xue-Ning Li. Pharmacokinetics of orally administered single- and multiple-dose olopatadine in healthy Chinese subjects: an open-label study. Clinical drug investigation. 2009; 29(7):451-457. doi: 10.2165/00044011-200929070-00003. [PMID: 19499962]
  • Junko Yamaguchi, Michiko Aihara, Yusuke Kobayashi, Takeshi Kambara, Zenro Ikezawa. Quantitative analysis of nerve growth factor (NGF) in the atopic dermatitis and psoriasis horny layer and effect of treatment on NGF in atopic dermatitis. Journal of dermatological science. 2009 Jan; 53(1):48-54. doi: 10.1016/j.jdermsci.2008.08.011. [PMID: 18922683]
  • Motoo Kikuchi, Toshiaki Inagaki, Hidekazu Hanaki, Shinsuke Harada, Ryuzo Ueda. Effects of olopatadine in limited scleroderma with peripheral eosinophils. Geriatrics & gerontology international. 2008 Sep; 8(3):204-8. doi: 10.1111/j.1447-0594.2008.00471.x. [PMID: 18822005]
  • Yuba Raj Pokharel, Sung Chul Lim, Sang Chan Kim, Tae-Hwe Heo, Hoo Kyun Choi, Keon Wook Kang. Sopungyangjae-tang inhibits development of dermatitis in nc/nga mice. Evidence-based complementary and alternative medicine : eCAM. 2008 Jun; 5(2):173-80. doi: 10.1093/ecam/nem015. [PMID: 18604255]
  • Nobuhito Mimura, Yoshinori Nagata, Takashi Kuwabara, Nobuo Kubo, Eiichi Fuse. P-glycoprotein limits the brain penetration of olopatadine hydrochloride, H1-receptor antagonist. Drug metabolism and pharmacokinetics. 2008; 23(2):106-14. doi: 10.2133/dmpk.23.106. [PMID: 18445990]
  • Yukihiko Kato, Ayako Nagai, Masuyoshi Saito, Tomonobu Ito, Michiyuki Koga, Ryoji Tsuboi. Food-dependent exercise-induced anaphylaxis with a high level of plasma noradrenaline. The Journal of dermatology. 2007 Feb; 34(2):110-3. doi: 10.1111/j.1346-8138.2006.00227.x. [PMID: 17239147]
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  • Kunio Izu, Yoshiki Tokura. The various effects of four H1-antagonists on serum substance P levels in patients with atopic dermatitis. The Journal of dermatology. 2005 Oct; 32(10):776-81. doi: 10.1111/j.1346-8138.2005.tb00844.x. [PMID: 16361727]
  • Hirotoshi Furukawa, Masanobu Takahashi, Koichiro Nakamura, Fumio Kaneko. Effect of an antiallergic drug (Olopatadine hydrochloride) on TARC/CCL17 and MDC/CCL22 production by PBMCs from patients with atopic dermatitis. Journal of dermatological science. 2004 Dec; 36(3):165-72. doi: 10.1016/j.jdermsci.2004.09.001. [PMID: 15541638]
  • Masahiro Matsubara, Shigehiro Masaki, Kenji Ohmori, Akira Karasawa, Kazuhide Hasegawa. Differential regulation of IL-4 expression and degranulation by anti-allergic olopatadine in rat basophilic leukemia (RBL-2H3) cells. Biochemical pharmacology. 2004 Apr; 67(7):1315-26. doi: 10.1016/j.bcp.2003.12.008. [PMID: 15013847]
  • Kenji Ohmori, Kazuhide Hasegawa, Tadafumi Tamura, Kiyomi Miyake, Masahiro Matsubara, Shigehiro Masaki, Akira Karasawa, Naoko Urayama, Kaori Horikoshi, Jiro Kajita, Masanori Hasegawa, Koji Taniguchi, Toshio Komada, Yuji Kawamoto. Properties of olopatadine hydrochloride, a new antiallergic/antihistaminic drug. Arzneimittel-Forschung. 2004; 54(12):809-29. doi: 10.1055/s-0031-1297036. [PMID: 15646365]
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  • E Ohshima, H Sato, H Obase, T Uchimura, T Kuwabara, S Kobayashi. Synthesis of a dibenz[b,e]oxepin-bovine serum albumin conjugate for radioimmunoassay of KW-4679 ((Z)-11-[3-(dimethylamino)propylidene]-6,11- dihydrodibenz[b,e]oxepin-2-acetic acid hydrochloride). Chemical & pharmaceutical bulletin. 1992 Sep; 40(9):2552-4. doi: 10.1248/cpb.40.2552. [PMID: 1446376]