N-Acetylmuramyl-alanyl-isoglutaminyl-alanyl-sn-glycero-3-phosphoethanolamine (BioDeep_00000184784)

   

human metabolite blood metabolite


代谢物信息卡片


N-(1-{[2-({[2,3-bis(hexadecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-[(1-hydroxy-2-{[1-hydroxy-2-({4,5,6-trihydroxy-2-[(1-hydroxyethylidene)amino]-1-oxohexan-3-yl}oxy)propylidene]amino}propylidene)amino]pentanediimidic acid

化学式: C59H109N6O19P (1236.7484734)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCNC(=O)C(C)NC(=O)CCC(C(=O)N)NC(=O)C(C)NC(=O)C(C)OC(C(C=O)NC(=O)C)C(C(CO)O)O)OC(=O)CCCCCCCCCCCCCCC
InChI: InChI=1S/C59H109N6O19P/c1-7-9-11-13-15-17-19-21-23-25-27-29-31-33-52(71)80-41-47(84-53(72)34-32-30-28-26-24-22-20-18-16-14-12-10-8-2)42-82-85(78,79)81-38-37-61-57(75)43(3)62-51(70)36-35-48(56(60)74)65-58(76)44(4)63-59(77)45(5)83-55(54(73)50(69)40-67)49(39-66)64-46(6)68/h39,43-45,47-50,54-55,67,69,73H,7-38,40-42H2,1-6H3,(H2,60,74)(H,61,75)(H,62,70)(H,63,77)(H,64,68)(H,65,76)(H,78,79)



数据库引用编号

3 个数据库交叉引用编号

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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。

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Plant Reactome(0)

INOH(0)

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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。



文献列表

  • Rea D Signorell, Paola Luciani, Davide Brambilla, Jean-Christophe Leroux. Pharmacokinetics of lipid-drug conjugates loaded into liposomes. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2018 Jul; 128(?):188-199. doi: 10.1016/j.ejpb.2018.04.003. [PMID: 29678733]
  • Karthik Venkatakrishnan, Yi Liu, Dennis Noe, Jaime Mertz, Michael Bargfrede, Thomas Marbury, Kambiz Farbakhsh, Cristina Oliva, Ashley Milton. Pharmacokinetics and pharmacodynamics of liposomal mifamurtide in adult volunteers with mild or moderate renal impairment. British journal of clinical pharmacology. 2014 Jun; 77(6):986-97. doi: 10.1111/bcp.12260. [PMID: 24134181]
  • Karthik Venkatakrishnan, Yi Liu, Dennis Noe, Jaime Mertz, Michael Bargfrede, Thomas Marbury, Kambiz Farbakhsh, Cristina Oliva, Ashley Milton. Pharmacokinetics and pharmacodynamics of liposomal mifamurtide in adult volunteers with mild or moderate hepatic impairment. British journal of clinical pharmacology. 2014 Jun; 77(6):998-1010. doi: 10.1111/bcp.12261. [PMID: 24134216]
  • P M Anderson, P Meyers, E Kleinerman, K Venkatakrishnan, D P Hughes, C Herzog, W Huh, R Sutphin, Y M Vyas, V Shen, A Warwick, N Yeager, C Oliva, B Wang, Y Liu, A Chou. Mifamurtide in metastatic and recurrent osteosarcoma: a patient access study with pharmacokinetic, pharmacodynamic, and safety assessments. Pediatric blood & cancer. 2014 Feb; 61(2):238-44. doi: 10.1002/pbc.24686. [PMID: 23997016]
  • Karthik Venkatakrishnan, William G Kramer, Timothy W Synold, Daniel B Goodman, Evin Sides, Cristina Oliva. A pharmacokinetic, pharmacodynamic, and electrocardiographic study of liposomal mifamurtide (L-MTP-PE) in healthy adult volunteers. European journal of clinical pharmacology. 2012 Oct; 68(10):1347-55. doi: 10.1007/s00228-012-1262-1. [PMID: 22460239]
  • Emília Dvoroznáková, Jarmila Porubcová, Viliam Snábel, Peter Fedorocko. Imunomodulative effect of liposomized muramyltripeptide phosphatidylethanolamine (L-MTP-PE) on mice with alveolar echinococcosis and treated with albendazole. Parasitology research. 2008 Sep; 103(4):919-29. doi: 10.1007/s00436-008-1077-2. [PMID: 18587669]
  • M A Gianan, E S Kleinerman. Liposomal muramyl tripeptide (CGP 19835A lipid) therapy for resectable melanoma in patients who were at high risk for relapse: an update. Cancer biotherapy & radiopharmaceuticals. 1998 Oct; 13(5):363-8. doi: 10.1089/cbr.1998.13.363. [PMID: 10851426]
  • K Dzierzbicka, M Gozdowska, A M Kołodziejczyk. [L-MTP-PE--a potential antineoplastic agent]. Postepy higieny i medycyny doswiadczalnej. 1997; 51(2):227-36. doi: ". [PMID: 9235567]
  • B Passlick, M O Labeta, J R Izbicki, P Ostertag, T Löffler, M Siebeck, U Pichlmeier, L Schweiberer, H W Ziegler-Heitbrock. Prevention of experimental endotoxin shock by a monocyte activator. Antimicrobial agents and chemotherapy. 1995 Nov; 39(11):2535-40. doi: 10.1128/aac.39.11.2535. [PMID: 8585740]
  • D M Vail, E G MacEwen, I D Kurzman, R R Dubielzig, S C Helfand, W C Kisseberth, C A London, J E Obradovich, B R Madewell, C O Rodriguez. Liposome-encapsulated muramyl tripeptide phosphatidylethanolamine adjuvant immunotherapy for splenic hemangiosarcoma in the dog: a randomized multi-institutional clinical trial. Clinical cancer research : an official journal of the American Association for Cancer Research. 1995 Oct; 1(10):1165-70. doi: NULL. [PMID: 9815908]
  • E S Kleinerman. Biologic therapy for osteosarcoma using liposome-encapsulated muramyl tripeptide. Hematology/oncology clinics of North America. 1995 Aug; 9(4):927-38. doi: 10.1016/s0889-8588(18)30079-0. [PMID: 7490249]
  • E Galligioni, D Favaro, M Santarosa, M Quaia, A Spada, A Freschi, D Alberti. Induction and maintenance of monocyte cytotoxicity during treatment with liposomes containing muramyl tripeptide despite tachyphylaxis to the cytokine response. Clinical cancer research : an official journal of the American Association for Cancer Research. 1995 May; 1(5):493-9. doi: NULL. [PMID: 9816008]
  • E S Kleinerman, P A Meyers, A K Raymond, J B Gano, S F Jia, N Jaffe. Combination therapy with ifosfamide and liposome-encapsulated muramyl tripeptide: tolerability, toxicity, and immune stimulation. Journal of immunotherapy with emphasis on tumor immunology : official journal of the Society for Biological Therapy. 1995 Apr; 17(3):181-93. doi: 10.1097/00002371-199504000-00007. [PMID: 7613644]
  • D Risin, E S Kleinerman, Y Umezu, R P Pizzini, C M Balch, N R Pellis. Impairment of lymphocyte locomotion in the tumor microenvironment and the effect of systemic immunotherapy with liposome-encapsulated muramyl-tripeptide-phosphatidylethanolamine. Cancer immunology, immunotherapy : CII. 1995 Jan; 40(1):57-64. doi: 10.1007/bf01517236. [PMID: 7828168]
  • L E Fox, E G MacEwen, I D Kurzman, R R Dubielzig, S C Helfand, D M Vail, W Kisseberth, C London, B R Madewell, C O Rodriguez. Liposome-encapsulated muramyl tripeptide phosphatidylethanolamine for the treatment of feline mammary adenocarcinoma--a multicenter randomized double-blind study. Cancer biotherapy. 1995; 10(2):125-30. doi: 10.1089/cbr.1995.10.125. [PMID: 7663571]
  • S Tanguay, C D Bucana, M R Wilson, I J Fidler, A C von Eschenbach, J J Killion. In vivo modulation of macrophage tumoricidal activity by oral administration of the liposome-encapsulated macrophage activator CGP 19835A. Cancer research. 1994 Nov; 54(22):5882-8. doi: NULL. [PMID: 7954418]
  • J O Kahn, F Sinangil, J Baenziger, N Murcar, D Wynne, R L Coleman, K S Steimer, C L Dekker, D Chernoff. Clinical and immunologic responses to human immunodeficiency virus (HIV) type 1SF2 gp120 subunit vaccine combined with MF59 adjuvant with or without muramyl tripeptide dipalmitoyl phosphatidylethanolamine in non-HIV-infected human volunteers. The Journal of infectious diseases. 1994 Nov; 170(5):1288-91. doi: 10.1093/infdis/170.5.1288. [PMID: 7963729]
  • J W Ding, R Andersson, V L Soltesz, H Pärsson, K Johansson, W Wang, S Bengmark. Inhibition of bacterial translocation in obstructive jaundice by muramyl tripeptide phosphatidylethanolamine in the rat. Journal of hepatology. 1994 Jun; 20(6):720-8. doi: 10.1016/s0168-8278(05)80141-2. [PMID: 7930471]
  • P Fedorocko. Liposomal muramyl tripeptide phosphatidylethanolamine (MTP-PE) promotes haemopoietic recovery in irradiated mouse. International journal of radiation biology. 1994 Apr; 65(4):465-75. doi: 10.1080/09553009414550541. [PMID: 7908934]
  • L E Fox, R R King, F Shi, I D Kurzman, E G MacEwen, P S Kubilis. Induction of serum tumor necrosis factor-alpha and interleukin-6 activity by liposome-encapsulated muramyl tripeptide-phosphatidylethanolamine (L-MTP-PE) in normal cats. Cancer biotherapy. 1994; 9(4):329-40. doi: 10.1089/cbr.1994.9.329. [PMID: 7719380]
  • I D Kurzman, H Cheng, E G MacEwen. Effect of liposome-muramyl tripeptide combined with recombinant canine granulocyte colony-stimulating factor on canine monocyte activity. Cancer biotherapy. 1994; 9(2):113-21. doi: 10.1089/cbr.1994.9.113. [PMID: 7529085]
  • R J Ho, R L Burke, T C Merigan. Disposition of antigen-presenting liposomes in vivo: effect on presentation of herpes simplex virus antigen rgD. Vaccine. 1994; 12(3):235-42. doi: 10.1016/0264-410x(94)90200-3. [PMID: 8165856]
  • E G MacEwen, I D Kurzman, S Helfand, D Vail, C London, W Kisseberth, R C Rosenthal, L E Fox, E T Keller, J Obradovich. Current studies of liposome muramyl tripeptide (CGP 19835A lipid) therapy for metastasis in spontaneous tumors: a progress review. Journal of drug targeting. 1994; 2(5):391-6. doi: 10.3109/10611869408996814. [PMID: 7704483]
  • B Gay, J M Cardot, C Schnell, P van Hoogevest, D Gygax. Comparative pharmacokinetics of free muramyl tripeptide phosphatidyl ethanolamine (MTP-PE) and liposomal MTP-PE. Journal of pharmaceutical sciences. 1993 Oct; 82(10):997-1001. doi: 10.1002/jps.2600821005. [PMID: 8254500]
  • I D Kurzman, F Shi, E G MacEwen. In vitro and in vivo canine mononuclear cell production of tumor necrosis factor induced by muramyl peptides and lipopolysaccharide. Veterinary immunology and immunopathology. 1993 Sep; 38(1-2):45-56. doi: 10.1016/0165-2427(93)90112-h. [PMID: 8256437]
  • W Fujimaki, K Itoh, T An, J B Gano, M I Ross, P F Mansfield, C M Balch, L B Augustus, D D Karkevitch, D Johnston. Cytokine production and immune cell activation in melanoma patients treated with liposomal muramyl tripeptide (CGP 19835A lipid). Cancer biotherapy. 1993; 8(4):307-18. doi: 10.1089/cbr.1993.8.307. [PMID: 7804372]
  • W Keitel, R Couch, N Bond, S Adair, G Van Nest, C Dekker. Pilot evaluation of influenza virus vaccine (IVV) combined with adjuvant. Vaccine. 1993; 11(9):909-13. doi: 10.1016/0264-410x(93)90376-9. [PMID: 8212835]
  • P M Melissen, W van Vianen, O Bidjai, M van Marion, I A Bakker-Woudenberg. Free versus liposome-encapsulated muramyl tripeptide phosphatidylethanolamide (MTPPE) and interferon-y (IFN-y) in experimental infection with Listeria monocytogenes. Biotherapy (Dordrecht, Netherlands). 1993; 6(2):113-24. doi: 10.1007/bf01877424. [PMID: 8398570]
  • R Landmann, R Obrist, H Denz, C Ludwig, H Frost, M Wesp, C Rordorf, H Towbin, D Gygax, L Tarcsay. Pharmacokinetics and immunomodulatory effects on monocytes during prolonged therapy with liposomal muramyltripeptide. Biotherapy (Dordrecht, Netherlands). 1993; 7(1):1-12. doi: 10.1007/bf01878149. [PMID: 8068481]
  • E S Kleinerman, S F Jia, J Griffin, N L Seibel, R S Benjamin, N Jaffe. Phase II study of liposomal muramyl tripeptide in osteosarcoma: the cytokine cascade and monocyte activation following administration. Journal of clinical oncology : official journal of the American Society of Clinical Oncology. 1992 Aug; 10(8):1310-6. doi: 10.1200/jco.1992.10.8.1310. [PMID: 1634921]
  • M Seger, D Gold, J Lengy, H Pauli, Y Keisari. On the interaction between macrophages and developmental stages of Schistosoma mansoni: effect of muramyl tripeptide phosphatidyl ethanolamine (MTP-PE) treatment on mice survival and the generation of schistosomulicidal macrophages. Parasite immunology. 1992 Jul; 14(4):355-69. doi: 10.1111/j.1365-3024.1992.tb00011.x. [PMID: 1437229]
  • L Liebes, C M Walsh, A Chachoua, R Oratz, D Richards, H Hochster, D Peace, D Marino, S Alba, D Le Sher. Modulation of monocyte functions by muramyl tripeptide phosphatidylethanolamine in a phase II study in patients with metastatic melanoma. Journal of the National Cancer Institute. 1992 May; 84(9):694-9. doi: 10.1093/jnci/84.9.694. [PMID: 1569602]
  • C P Dinney, T Utsugi, I J Fidler, A C von Eschenbach, J J Killion. Immunotherapy of murine renal adenocarcinoma by systemic administration of liposomes containing the synthetic macrophage activator CGP 31362 or CGP 19835A in combination with interleukin 2 or gamma-interferon. Cancer research. 1992 Mar; 52(5):1155-61. doi: NULL. [PMID: 1531322]
  • H Frost. MTP-PE in liposomes as a biological response modifier in the treatment of cancer: current status. Biotherapy (Dordrecht, Netherlands). 1992; 4(3):199-204. doi: 10.1007/bf02174206. [PMID: 1599803]
  • J J Killion, E S Kleinerman, M R Wilson, M Tanaka, I J Fidler. Sequential therapy with chemotherapeutic drugs and liposome-encapsulated muramyl tripeptide: determination of potential interactions between these agents. Oncology research. 1992; 4(10):413-8. doi: NULL. [PMID: 1292756]
  • E S Kleinerman, A K Raymond, C D Bucana, N Jaffe, M B Harris, I H Krakoff, R Benjamin, I J Fidler. Unique histological changes in lung metastases of osteosarcoma patients following therapy with liposomal muramyl tripeptide (CGP 19835A lipid). Cancer immunology, immunotherapy : CII. 1992; 34(4):211-20. doi: 10.1007/bf01741788. [PMID: 1537053]
  • B Gay, H Towbin, C Schnell, K Einsle, P Graf, D Gygax. Direct chemiluminescence immunoassay (CLIA) for muramyl tripeptide phosphatidyl-ethanolamine in plasma. Journal of bioluminescence and chemiluminescence. 1991 Apr; 6(2):73-80. doi: 10.1002/bio.1170060204. [PMID: 1882709]
  • J M Shaw, K V Shaw. Key issues in the delivery of pharmacological agents using lipoproteins: design of a synthetic apoprotein-lipid carrier. Targeted diagnosis and therapy. 1991; 5(?):351-83. doi: 10.1201/9780203748831-11. [PMID: 1665722]
  • M Maeda, R D Knowles, E S Kleinerman. Muramyl tripeptide phosphatidylethanolamine encapsulated in liposomes stimulates monocyte production of tumor necrosis factor and interleukin-1 in vitro. Cancer communications. 1991; 3(10-11):313-21. doi: 10.3727/095535491820873740. [PMID: 1722107]
  • J K Lazdins, K Woods-Cook, M Walker, E Alteri. The lipophilic muramyl peptide MTP-PE is a potent inhibitor of HIV replication in macrophages. AIDS research and human retroviruses. 1990 Oct; 6(10):1157-61. doi: 10.1089/aid.1990.6.1157. [PMID: 1701314]
  • W J Urba, L C Hartmann, D L Longo, R G Steis, J W Smith, I Kedar, S Creekmore, M Sznol, K Conlon, W C Kopp. Phase I and immunomodulatory study of a muramyl peptide, muramyl tripeptide phosphatidylethanolamine. Cancer research. 1990 May; 50(10):2979-86. doi: NULL. [PMID: 1692252]
  • H Frost, J L Murray, H A Chaudri, J Van Damme. Interleukin-6 induction by a muramyltripeptide derivative in cancer patients. Journal of biological response modifiers. 1990 Apr; 9(2):160-6. doi: NULL. [PMID: 2341859]
  • J L Murray, E S Kleinerman, J E Cunningham, J R Tatom, K Andrejcio, J Lepe-Zuniga, L M Lamki, M G Rosenblum, H Frost, J U Gutterman. Phase I trial of liposomal muramyl tripeptide phosphatidylethanolamine in cancer patients. Journal of clinical oncology : official journal of the American Society of Clinical Oncology. 1989 Dec; 7(12):1915-25. doi: 10.1200/jco.1989.7.12.1915. [PMID: 2479721]
  • S Hockertz, G Franke, E Kniep, M L Lohmann-Matthes. Mouse interferon-gamma in liposomes: pharmacokinetics, organ-distribution, and activation of spleen and liver macrophages in vivo. Journal of interferon research. 1989 Oct; 9(5):591-602. doi: 10.1089/jir.1989.9.591. [PMID: 2507661]
  • J R Izbicki, H W Ziegler-Heitbrock, M Meier, R Lütticken, D K Wilker, M Siebeck, H P Scheuber, L Schweiberer. The impact of splenectomy on antibody response in the porcine model. Journal of clinical & laboratory immunology. 1989 Sep; 30(1):13-9. doi: NULL. [PMID: 2641789]
  • E D Wachsmuth, J Huber. Stimulant effect of the immunomodulator MTP-PE on proliferation of monocytic cells in the guinea pig. Virchows Archiv. B, Cell pathology including molecular pathology. 1989; 58(1):45-57. doi: 10.1007/bf02890058. [PMID: 2574515]
  • J M Shaw, W S Futch, L B Schook. Induction of macrophage antitumor activity by acetylated low density lipoprotein containing lipophilic muramyl tripeptide. Proceedings of the National Academy of Sciences of the United States of America. 1988 Aug; 85(16):6112-6. doi: 10.1073/pnas.85.16.6112. [PMID: 3413079]
  • E D Wachsmuth. Stimulation of cell proliferation in rabbits by MTP-PE, a lipophilic muramyl peptide. Virchows Archiv. B, Cell pathology including molecular pathology. 1988; 54(4):195-206. doi: 10.1007/bf02899212. [PMID: 2895530]
  • F M Dietrich, H K Hochkeppel, B Lukas. Enhancement of host resistance against virus infections by MTP-PE, a synthetic lipophilic muramyl peptide--I. Increased survival in mice and guinea pigs after single drug administration prior to infection, and the effect of MTP-PE on interferon levels in sera and lungs. International journal of immunopharmacology. 1986; 8(8):931-42. doi: 10.1016/0192-0561(86)90095-0. [PMID: 2433236]
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