Pimecrolimus (BioDeep_00000399180)
natural product
代谢物信息卡片
(1R,9S,12S,13S,14S,17R,21S,23S,24R,25S,27R)-12-[(1E)-1-[(1R,3R,4S)-4-chloro-3-methoxycyclohexyl]prop-1-en-2-yl]-17-ethyl-1,14-dihydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.0^{4,9}]octacos-18-ene-2,3,10,16-tetrone
化学式: C43H68ClNO11 (809.4480648)
中文名称: 吡美莫司
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCC1C=C(CC(CC(C2C(CC(C(O2)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C(CC1=O)O)C)C(=CC4CCC(C(C4)OC)Cl)C)O)C)OC)OC)C)C
InChI: InChI=1S/C43H68ClNO11/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)45-16-12-11-13-32(45)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-31(44)35(22-29)52-7/h18,20,25,27-33,35-39,46,51H,10-17,19,21-23H2,1-9H3/b24-18+,26-20+/t25-,27+,28+,29-,30+,31-,32-,33-,35+,36-,37-,38+,39+,43+/m0/s1
描述信息
D - Dermatologicals > D11 - Other dermatological preparations > D11A - Other dermatological preparations > D11AH - Agents for dermatitis, excluding corticosteroids
C308 - Immunotherapeutic Agent > C574 - Immunosuppressant > C146638 - Calcineurin Inhibitor
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
D007155 - Immunologic Factors > D007166 - Immunosuppressive Agents
D002491 - Central Nervous System Agents > D000700 - Analgesics
D004791 - Enzyme Inhibitors > D065095 - Calcineurin Inhibitors
D000893 - Anti-Inflammatory Agents
D018501 - Antirheumatic Agents
D003879 - Dermatologic Agents
同义名列表
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:135888
- KEGGdrug: D05480
- PubChem: 6509979
- Metlin: METLIN85365
- DrugBank: DB00337
- ChEMBL: CHEMBL1200686
- CAS: 1000802-56-1
- CAS: 137071-32-0
- CAS: 137071-32-0, 1000802-56-1 (HCl)
- MoNA: CCMSLIB00000078653
- MoNA: CCMSLIB00000078652
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)
0 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。
文献列表
- Tae-Young Kim, No-June Park, Jonghwan Jegal, Sangho Choi, Sang Woo Lee, Jin Hang, Su-Nam Kim, Min Hye Yang. Chamaejasmine Isolated from Wikstroemia dolichantha Diels Suppresses 2,4-Dinitrofluoro-benzene-Induced Atopic Dermatitis in SKH-1 Hairless Mice.
Biomolecules.
2019 11; 9(11):. doi:
10.3390/biom9110697. [PMID: 31694198] - Marco Adriano Chessa, Andrea Sechi, Carlotta Baraldi, Stefania Barruscotti, Miriam Leuzzi, Carlotta Gurioli, Annalucia Virdi, Francesco Savoia, Iria Neri. Zoon's plasma cell balanitis: clinical and dermoscopic features in pediatric patients.
International journal of dermatology.
2018 11; 57(11):e142-e144. doi:
10.1111/ijd.14176. [PMID: 30117600] - Aditya K Gupta, Sarah G Versteeg. Topical Treatment of Facial Seborrheic Dermatitis: A Systematic Review.
American journal of clinical dermatology.
2017 Apr; 18(2):193-213. doi:
10.1007/s40257-016-0232-2. [PMID: 27804089] - Gösta Bethke, Gudrun Bethke, Matthias Prager, Peter Purucker. Title Not Available.
Swiss dental journal.
2017 ; 127(6):523-537. doi:
NULL. [PMID: 28639684] - Suruchi Vohra, Archana Singal, Suman Bala Sharma. Clinical and serological efficacy of topical calcineurin inhibitors in oral lichen planus: a prospective randomized controlled trial.
International journal of dermatology.
2016 Jan; 55(1):101-5. doi:
10.1111/ijd.12887. [PMID: 26147635] - Na Young Yoon, Min young Jung, Dong Hye Kim, Hae Jin Lee, Eung Ho Choi. Topical glucocorticoid or pimecrolimus treatment suppresses thymic stromal lymphopoietin-related allergic inflammatory mechanism in an oxazolone-induced atopic dermatitis murine model.
Archives of dermatological research.
2015 Sep; 307(7):569-81. doi:
10.1007/s00403-015-1558-y. [PMID: 25786383] - Seul Ji Lee, Sung-il Woo, Soo Hyun Ahn, Dong Kyu Lim, Ji Yeon Hong, Jeong Hill Park, Johan Lim, Mi-kyeong Kim, Sung Won Kwon. Functional interpretation of metabolomics data as a new method for predicting long-term side effects: treatment of atopic dermatitis in infants.
Scientific reports.
2014 Dec; 4(?):7408. doi:
10.1038/srep07408. [PMID: 25491116] - Roberto Rheingantz da Cunha Filho, Lucas Baldissera Tochetto, Bruno Baldissera Tochetto, Hiram Larangeira de Almeida, Nádia Aparecida Lorencette, José Fillus Netto. 'Angular' plasma cell cheilitis.
Dermatology online journal.
2014 Mar; 20(3):. doi:
NULL. [PMID: 24656273] - Sarah König, Sara Browne, Bernhard Doleschal, Michaela Schernthaner, Michael Poteser, Heinrich Mächler, Eric Wittchow, Marlen Braune, Martin Muik, Christoph Romanin, Klaus Groschner. Inhibition of Orai1-mediated Ca(2+) entry is a key mechanism of the antiproliferative action of sirolimus in human arterial smooth muscle.
American journal of physiology. Heart and circulatory physiology.
2013 Dec; 305(11):H1646-57. doi:
10.1152/ajpheart.00365.2013. [PMID: 24056904] - Kobkan Thongprasom, Chanwit Prapinjumrune, Marco Carrozzo. Novel therapies for oral lichen planus.
Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology.
2013 Nov; 42(10):721-7. doi:
10.1111/jop.12083. [PMID: 23668304] - Jens-Michael Jensen, Merle Weppner, Stephan Dähnhardt-Pfeiffer, Claudia Neumann, Matthias Bräutigam, Thomas Schwarz, Regina Fölster-Holst, Ehrhardt Proksch. Effects of pimecrolimus compared with triamcinolone acetonide cream on skin barrier structure in atopic dermatitis: a randomized, double-blind, right-left arm trial.
Acta dermato-venereologica.
2013 Sep; 93(5):515-9. doi:
10.2340/00015555-1533. [PMID: 23571785] - Cezar-Doru Radu, Mihaela Salariu, Manuela Avadanei, Cristina Ghiciuc, Lili Foia, Elena Cătălina Lupusoru, Ada Ferri, Eugen Ulea, Florin Lipsa. Cotton-made cellulose support for anti-allergic pajamas.
Carbohydrate polymers.
2013 Jun; 95(1):479-86. doi:
10.1016/j.carbpol.2013.03.037. [PMID: 23618296] - Tsai-Ching Chou, Yung-Shun Su, Shou-Mei Wu, Chun-Chi Wang, Chih-Hung Lee. Successful treatment of refractory blisters in porphyria cutanea tarda with topical pimecrolimus combined with oral hydroxychloroquine: an alternative to phlebotomy in patients with renal insufficiency and anemia.
European journal of dermatology : EJD.
2012 Jul; 22(4):567-8. doi:
10.1684/ejd.2012.1758. [PMID: 22735193] - Güçlü Kaan Beriat, Sefik Halit Akmansu, Cem Doğan, Eren Taştan, Ferda Topal, Bizden Sabuncuoğlu. Is pimecrolimus cream (1\%) an appropriate therapeutic agent for the treatment of external ear atopic dermatitis?.
Medical science monitor : international medical journal of experimental and clinical research.
2012 Apr; 18(4):BR135-43. doi:
10.12659/msm.882615. [PMID: 22460087] - J M Jensen, A Scherer, C Wanke, M Bräutigam, S Bongiovanni, M Letzkus, F Staedtler, J Kehren, M Zuehlsdorf, T Schwarz, M Weichenthal, R Fölster-Holst, E Proksch. Gene expression is differently affected by pimecrolimus and betamethasone in lesional skin of atopic dermatitis.
Allergy.
2012 Mar; 67(3):413-23. doi:
10.1111/j.1398-9995.2011.02747.x. [PMID: 22142306] - John W Frew, Linda K Martin, Dédée F Murrell. Evidence-based treatments in pemphigus vulgaris and pemphigus foliaceus.
Dermatologic clinics.
2011 Oct; 29(4):599-606. doi:
10.1016/j.det.2011.07.001. [PMID: 21925004] - Livia Delgado, Hebert Roberto Clivati Brandt, Damaris G Ortolan, Régia Celli Ribeiro Patriota, Paulo Ricardo Criado, Walter Belda Junior. Zoon's plasma cell balanitis: a report of two cases treated with pimecrolimus.
Anais brasileiros de dermatologia.
2011 Jul; 86(4 Suppl 1):S35-8. doi:
10.1590/s0365-05962011000700008. [PMID: 22068766] - Jason J Emer, Amylynne Frankel, Andrew Sohn, Mark Lebwohl. A bilateral comparison study of pimecrolimus cream 1\% and a topical medical device cream in the treatment of patients with atopic dermatitis.
Journal of drugs in dermatology : JDD.
2011 Jul; 10(7):735-43. doi:
". [PMID: 21720655] - Susanna K Fistarol, Peter H Itin. Anti-inflammatory treatment.
Current problems in dermatology.
2011; 40(?):58-70. doi:
10.1159/000321051. [PMID: 21325840] - Minjeong Kim, Minyoung Jung, Seung-Phil Hong, Hyerin Jeon, Min-Jung Kim, Mee-Yon Cho, Seung-Hun Lee, Mao-Qiang Man, Peter M Elias, Eung-Ho Choi. Topical calcineurin inhibitors compromise stratum corneum integrity, epidermal permeability and antimicrobial barrier function.
Experimental dermatology.
2010 Jun; 19(6):501-10. doi:
10.1111/j.1600-0625.2009.00941.x. [PMID: 19703225] - L J Lubaki, G Ghanem, P Vereecken, E Fouty, L Benammar, J Vadoud-Seyedi, M L Dell'Anna, S Briganti, M Picardo, M Heenen. Time-kinetic study of repigmentation in vitiligo patients by tacrolimus or pimecrolimus.
Archives of dermatological research.
2010 Mar; 302(2):131-7. doi:
10.1007/s00403-009-0973-3. [PMID: 19547993] - Jens-Michael Jensen, Stephan Pfeiffer, Magdalena Witt, Matthias Bräutigam, Claudia Neumann, Michael Weichenthal, Thomas Schwarz, Regina Fölster-Holst, Ehrhardt Proksch. Different effects of pimecrolimus and betamethasone on the skin barrier in patients with atopic dermatitis.
The Journal of allergy and clinical immunology.
2009 May; 123(5):1124-33. doi:
10.1016/j.jaci.2009.03.032. [PMID: 19410693] - Giuseppe Stinco, Fabio Piccirillo, Pasquale Patrone. Discordant results with pimecrolimus 1\% cream in the treatment of plasma cell balanitis.
Dermatology (Basel, Switzerland).
2009; 218(2):155-8. doi:
10.1159/000161119. [PMID: 18832808] - H Markus Weiss, Marcel Fresneau, Thomas Moenius, Anton Stuetz, Andreas Billich. Binding of pimecrolimus and tacrolimus to skin and plasma proteins: implications for systemic exposure after topical application.
Drug metabolism and disposition: the biological fate of chemicals.
2008 Sep; 36(9):1812-8. doi:
10.1124/dmd.108.021915. [PMID: 18524871] - Emma Starritt, Stephen Lee. Erythroplasia of Queyrat of the glans penis on a background of Zoon's plasma cell balanitis.
The Australasian journal of dermatology.
2008 May; 49(2):103-5. doi:
10.1111/j.1440-0960.2008.00440.x. [PMID: 18412812] - F Bardazzi, Angela Antonucci, F Savoia, R Balestri. Two cases of Zoon's balanitis treated with pimecrolimus 1\% cream.
International journal of dermatology.
2008 Feb; 47(2):198-201. doi:
10.1111/j.1365-4632.2008.03392.x. [PMID: 18211499] - Hans-Peter Gschwind, Felix Waldmeier, Markus Zollinger, Alain Schweitzer, Maximilian Grassberger. Pimecrolimus: skin disposition after topical administration in minipigs in vivo and in human skin in vitro.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2008 Jan; 33(1):9-19. doi:
10.1016/j.ejps.2007.09.004. [PMID: 17996430] - Takashi Sugita, Mami Tajima, Hisae Tsubuku, Ryoji Tsuboi, Akemi Nishikawa. A new calcineurin inhibitor, pimecrolimus, inhibits the growth of Malassezia spp.
Antimicrobial agents and chemotherapy.
2006 Aug; 50(8):2897-8. doi:
10.1128/aac.00687-06. [PMID: 16870799] - Markus Zollinger, Felix Waldmeier, Stefan Hartmann, Gerhard Zenke, Alfred G Zimmerlin, Ulrike Glaenzel, Jean-Pierre Baldeck, Alain Schweitzer, Stephane Berthier, Thomas Moenius, Maximilian A Grassberger. Pimecrolimus: absorption, distribution, metabolism, and excretion in healthy volunteers after a single oral dose and supplementary investigations in vitro.
Drug metabolism and disposition: the biological fate of chemicals.
2006 May; 34(5):765-74. doi:
10.1124/dmd.105.007732. [PMID: 16467136] - Christian Hafner, Ulrich Hohenleutner, Philipp Babilas, Michael Landthaler, Thomas Vogt. Targeting T cells to hit B cells: successful treatment of cutaneous plasmacytosis with topical pimecrolimus.
Dermatology (Basel, Switzerland).
2006; 213(2):163-5. doi:
10.1159/000093860. [PMID: 16902298] - Kim A Papp, Kristine Breuer, Michael Meurer, Jean-Paul Ortonne, Paul C Potter, Yves de Prost, Miles J Davidson, Nathalie Barbier, Hans-Peter Goertz, Carle Paul. Long-term treatment of atopic dermatitis with pimecrolimus cream 1\% in infants does not interfere with the development of protective antibodies after vaccination.
Journal of the American Academy of Dermatology.
2005 Feb; 52(2):247-53. doi:
10.1016/j.jaad.2004.08.046. [PMID: 15692469] - D Roman, P Ulrich, G Paul, M Court, P Vit, J Kehren, A Mahl. Determination of the effect of calcineurin inhibitors on the rat's immune system after KLH immunisation.
Toxicology letters.
2004 Apr; 149(1-3):133-40. doi:
10.1016/j.toxlet.2003.12.027. [PMID: 15093258] - Kelly D Stone. Atopic diseases of childhood.
Current opinion in pediatrics.
2003 Oct; 15(5):495-511. doi:
10.1097/00008480-200310000-00009. [PMID: 14508299] - Klemens Rappersberger, Michael Komar, Marie-Eve Ebelin, Graham Scott, Pascale Burtin, Gerard Greig, Jeanne Kehren, Salah-Dine Chibout, Andre Cordier, Wolfgang Holter, Leo Richter, Rainer Oberbauer, Anton Stuetz, Klaus Wolff. Pimecrolimus identifies a common genomic anti-inflammatory profile, is clinically highly effective in psoriasis and is well tolerated.
The Journal of investigative dermatology.
2002 Oct; 119(4):876-87. doi:
10.1046/j.1523-1747.2002.00694.x. [PMID: 12406334] - S C Fox, H M Judge, B R Allen, S Heptinstall. Platelet aggregation and intracellular calcium mobilisation responses are enhanced by cyclosporin A but not by pimecrolimus (SDZ ASM 981).
Platelets.
2002 Jun; 13(4):213-8. doi:
NULL. [PMID: 12189022] - A Stuetz, M Grassberger, J G Meingassner. Pimecrolimus (Elidel, SDZ ASM 981)--preclinical pharmacologic profile and skin selectivity.
Seminars in cutaneous medicine and surgery.
2001 Dec; 20(4):233-41. doi:
10.1053/sder.2001.29066. [PMID: 11770910] - G Neckermann, A Bavandi, J G Meingassner. Atopic dermatitis-like symptoms in hypomagnesaemic hairless rats are prevented and inhibited by systemic or topical SDZ ASM 981.
The British journal of dermatology.
2000 Apr; 142(4):669-79. doi:
10.1046/j.1365-2133.2000.03411.x. [PMID: 10792216] - R T Coutts, G W Dawson, C W Kazakoff, J Y Wong. In vivo phenolic metabolites of N-alkylamphetamines in the rat. Evidence in favor of catechol formation.
Drug metabolism and disposition: the biological fate of chemicals.
1976 May; 4(3):256-61. doi:
NULL. [PMID: 6230]