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235114-32-6

235114-32-6 | Pneumocandin A0, 1-[(4R,5R)-4,5-dihydroxy-N2-[4-[5-[4-(pentyloxy)phenyl]-3-isoxazolyl]benzoyl]-L-ornithine]-4-[(4S)-4-hydroxy-4-[4-hydroxy-3-(sulfooxy)phenyl]-L-threonine]-

CAS No: 235114-32-6 Catalog No: AG002NHU MDL No:MFCD09837852

Product Description

Catalog Number:
AG002NHU
Chemical Name:
Pneumocandin A0, 1-[(4R,5R)-4,5-dihydroxy-N2-[4-[5-[4-(pentyloxy)phenyl]-3-isoxazolyl]benzoyl]-L-ornithine]-4-[(4S)-4-hydroxy-4-[4-hydroxy-3-(sulfooxy)phenyl]-L-threonine]-
CAS Number:
235114-32-6
Molecular Formula:
C56H71N9O23S
Molecular Weight:
1270.2744
MDL Number:
MFCD09837852
IUPAC Name:
[5-[(1S,2S)-2-[(3S,6S,9S,11R,15S,18S,20R,21R,24S,25S,26S)-3-[(1R)-3-amino-1-hydroxy-3-oxopropyl]-11,20,21,25-tetrahydroxy-15-[(1R)-1-hydroxyethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-18-[[4-[5-(4-pentoxyphenyl)-1,2-oxazol-3-yl]benzoyl]amino]-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-6-yl]-1,2-dihydroxyethyl]-2-hydroxyphenyl] hydrogen sulfate
InChI:
InChI=1S/C56H71N9O23S/c1-4-5-6-17-86-32-14-11-28(12-15-32)39-21-33(63-87-39)27-7-9-29(10-8-27)49(75)58-34-20-38(70)52(78)62-54(80)45-46(72)25(2)23-65(45)56(82)43(37(69)22-41(57)71)60-53(79)44(48(74)47(73)30-13-16-36(68)40(18-30)88-89(83,84)85)61-51(77)35-19-31(67)24-64(35)55(81)42(26(3)66)59-50(34)76/h7-16,18,21,25-26,31,34-35,37-38,42-48,52,66-70,72-74,78H,4-6,17,19-20,22-24H2,1-3H3,(H2,57,71)(H,58,75)(H,59,76)(H,60,79)(H,61,77)(H,62,80)(H,83,84,85)/t25-,26+,31+,34-,35-,37+,38+,42-,43-,44-,45-,46-,47-,48-,52+/m0/s1
InChI Key:
PIEUQSKUWLMALL-YABMTYFHSA-N
SMILES:
CCCCCOc1ccc(cc1)c1onc(c1)c1ccc(cc1)C(=O)N[C@H]1C[C@@H](O)[C@@H](O)NC(=O)[C@@H]2[C@@H](O)[C@H](CN2C(=O)[C@@H](NC(=O)C(NC(=O)[C@H]2N(C(=O)C(NC1=O)[C@H](O)C)C[C@@H](C2)O)[C@@H]([C@H](c1ccc(c(c1)OS(=O)(=O)O)O)O)O)[C@@H](CC(=O)N)O)C
UNII:
R10H71BSWG

Properties

Complexity:
2580  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
15  
Defined Bond Stereocenter Count:
0
Exact Mass:
1269.438g/mol
Formal Charge:
0
Heavy Atom Count:
89  
Hydrogen Bond Acceptor Count:
24  
Hydrogen Bond Donor Count:
16  
Isotope Atom Count:
0
Molecular Weight:
1270.284g/mol
Monoisotopic Mass:
1269.438g/mol
Rotatable Bond Count:
18  
Topological Polar Surface Area:
519A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.6  

Literature

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Micafungin plus fluconazole in an infected knee with retained hardware due to Candida albicans. The Annals of pharmacotherapy 20090301
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Combined therapy in treatment of murine infection by Fusarium solani. The Journal of antimicrobial chemotherapy 20080901
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Use of a serum-based antifungal susceptibility assay to predict the in vivo efficacy of novel echinocandin compounds. Microbiology and immunology 20080801
Breakthrough cryptococcosis in a patient with systemic lupus erythematosus (SLE) receiving micafungin. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20080801
In vitro efficacies of caspofungin or micafungin catheter lock solutions on Candida albicans biofilm growth. The Journal of antimicrobial chemotherapy 20080701
Economic analysis of micafungin versus liposomal amphotericin B for treatment of candidaemia and invasive candidiasis in Germany. Current medical research and opinion 20080601
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[Case of bronchocentric granulomatosis that became recognized in the course of allergic bronchopulmonary aspergillosis]. Nihon Kokyuki Gakkai zasshi = the journal of the Japanese Respiratory Society 20080601
Search for new antagonist ligands for adenosine receptors from QSAR point of view. How close are we? Medicinal research reviews 20080501
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Novel echinocandin antifungals. Part 2: Optimization of the side chain of the natural product FR901379. Discovery of micafungin. Bioorganic & medicinal chemistry letters 20080501
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In vitro and in vivo antifungal activities of T-2307, a novel arylamidine. Antimicrobial agents and chemotherapy 20080401
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Bacteria-associated haemophagocytic syndrome and septic pulmonary embolism caused by Burkholderia cepacia complex in a woman with chronic granulomatous disease. Journal of medical microbiology 20070501
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Pharmacokinetics of antifungal agent micafungin in critically ill patients receiving continuous hemodialysis filtration. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20070501
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Comparison of micafungin and fluconazole for experimental Candida keratitis in rabbits. Cornea 20070401
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A case of invasive central nervous system aspergillosis treated with micafungin with monitoring of micafungin concentrations in the cerebrospinal fluid. Scandinavian journal of infectious diseases 20070101
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Invasive pulmonary aspergillosis with hematological malignancy caused by Aspergillus terreus and in vitro susceptibility of A. terreus isolate to micafungin. Internal medicine (Tokyo, Japan) 20070101
Update on new antifungal therapy. AACN advanced critical care 20070101
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Combined antifungal therapy in a murine infection by Candida glabrata. The Journal of antimicrobial chemotherapy 20061201
Antifungal susceptibilities of the species of the Pseudallescheria boydii complex. Antimicrobial agents and chemotherapy 20061201
Determination of MICs of aminocandin for Candida spp. and filamentous fungi. Journal of clinical microbiology 20061201
In vitro effects of micafungin against Candida biofilms on polystyrene and central venous catheter sections. International journal of antimicrobial agents 20061201
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[Preoperative antifungal agent for pulmonary aspergilloma]. Kyobu geka. The Japanese journal of thoracic surgery 20061201
Effects of hepatic CYP3A4 activity on disposition of micafungin in liver transplant recipients with markedly small-for-size grafts. Transplantation proceedings 20061201
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Comparative study of disc diffusion and microdilution methods in susceptibility testing of micafungin against Candida species. The Journal of antimicrobial chemotherapy 20061001
Echinocandins in the management of invasive fungal infections, Part 2. American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists 20061001
Candin family antifungal agent micafungin (FK463) modulates the inflammatory cytokine production stimulated by lipopolysaccharide in THP-1 cells. Translational research : the journal of laboratory and clinical medicine 20061001
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Antifungal susceptibility of epigallocatechin 3-O-gallate (EGCg) on clinical isolates of pathogenic yeasts. Biochemical and biophysical research communications 20060825
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Linear pharmacokinetics of micafungin and its active metabolites in Japanese pediatric patients with fungal infections. Biological & pharmaceutical bulletin 20060801
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A study to determine the safety profile and maximum tolerated dose of micafungin (FK463) in patients undergoing haematopoietic stem cell transplantation. Bone marrow transplantation 20060701
Breakthrough trichosporonosis in patients with acute myeloid leukemia receiving micafungin. Leukemia & lymphoma 20060601
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Early diagnosis and successful management of atypical invasive Aspergillus sinusitis in a hematopoietic cell transplant patient: a case report. Journal of oral and maxillofacial surgery : official journal of the American Association of Oral and Maxillofacial Surgeons 20060501
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International, open-label, noncomparative, clinical trial of micafungin alone and in combination for treatment of newly diagnosed and refractory candidemia. European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology 20051001
Concomitant tacrolimus and micafungin pharmacokinetics in healthy volunteers. Journal of clinical pharmacology 20050901
Successful topical application of a new antifungal agent, micafungin, in the treatment of refractory fungal corneal ulcers: report of three cases and literature review. Cornea 20050801
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Electron microscopic findings for micafungin-treated experimental pulmonary aspergillosis in mice. Medical mycology 20050801
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In vitro interactions of micafungin with other antifungal drugs against clinical isolates of four species of Cryptococcus. Antimicrobial agents and chemotherapy 20050701
Micafungin (Mycamine) for fungal infections. The Medical letter on drugs and therapeutics 20050620
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Toxicological evaluation of micafungin ophthalmic solution in rabbit eyes. Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics 20050401
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Retinal function assessed by ERG before and after induction of ocular aspergillosis and treatment by the anti-fungal, micafungin, in rabbits. Documenta ophthalmologica. Advances in ophthalmology 20050101
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A randomized, double-blind, parallel-group, dose-response study of micafungin compared with fluconazole for the treatment of esophageal candidiasis in HIV-positive patients. Clinical infectious diseases : an official publication of the Infectious Diseases Society of America 20040915
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Effect of hypoxic conditions on in vitro susceptibility testing of amphotericin B, itraconazole and micafungin against Aspergillus and Candida. The Journal of antimicrobial chemotherapy 20040501
Successful micafungin (FK463) treatment of invasive pulmonary aspergillosis in a patient with acute lymphoblastic leukemia in a phase II study. International journal of hematology 20040501
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National surveillance of species distribution in blood isolates of Candida species in Japan and their susceptibility to six antifungal agents including voriconazole and micafungin. The Journal of antimicrobial chemotherapy 20040201
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In vitro antifungal activity of FK463, a new water-soluble echinocandin-like lipopeptide. The Journal of antimicrobial chemotherapy 20000901
Efficacy of FK463, a (1,3)-beta-D-glucan synthase inhibitor, in disseminated azole-resistant candida albicans infection in mice. Antimicrobial agents and chemotherapy 20000601
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