Candicidin D (BioDeep_00000855525)

   

Chemicals and Drugs Antibiotics


代谢物信息卡片


Candicidin D

化学式: C59H84N2O18 (1108.5718844)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1C=CC=CC=CC=CC=CC=CC=CC(CC(C(C(CC(=O)CC(CC(CC(CC(=O)CCCC(=O)CC(=O)OC1C(C)CC(C)C(CC(=O)C2=CC=C(C=C2)N)O)O)O)O)O)C(=O)O)O)OC3C(C(C(C(O3)C)O)N)O
InChI: InChI=1S/C59H84N2O18/c1-35-18-15-13-11-9-7-5-6-8-10-12-14-16-21-47(78-59-56(74)54(61)55(73)38(4)77-59)33-51(71)53(58(75)76)50(70)31-46(67)30-45(66)29-44(65)28-43(64)27-41(62)19-17-20-42(63)32-52(72)79-57(35)37(3)26-36(2)48(68)34-49(69)39-22-24-40(60)25-23-39/h5-16,18,21-25,35-38,43-45,47-48,50-51,53-57,59,64-66,68,70-71,73-74H,17,19-20,26-34,60-61H2,1-4H3,(H,75,76)/b6-5+,9-7+,10-8+,13-11+,14-12+,18-15+,21-16+/t35?,36?,37?,38-,43?,44?,45?,47?,48?,50?,51?,53?,54+,55-,56+,57?,59?/m1/s1

描述信息

A 38-membered ring lactone containing seven (E)-double bonds between positions 22 and 35 and substituted by hydroxy groups at positions 9, 11, 13, 17 and 19, oxo groups at positions 3, 7 and 15, a carboxy group at position 18, a 3-amino-3,6-dideoxymannopyranosyloxy group at position 21, a methyl group at position 36 and a 7-(4-aminophenyl)-5-hydroxy-4-methyl-7-oxoheptan-2-yl group at position 37. It is the major component of candicidin, a mixture of antifungal heptaene macrolides obtained from a strain of Streptomyces griseus.
G - Genito urinary system and sex hormones > G01 - Gynecological antiinfectives and antiseptics > G01A - Antiinfectives and antiseptics, excl. combinations with corticosteroids > G01AA - Antibiotics
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
D000890 - Anti-Infective Agents > D000935 - Antifungal Agents
C254 - Anti-Infective Agent > C258 - Antibiotic

同义名列表

1 个代谢物同义名

Candicidin D



数据库引用编号

8 个数据库交叉引用编号

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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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  • 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。

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文献列表

  • Xueyan Yao, Zhenying Zhang, Jun Huang, Shiping Wei, Xianyun Sun, Yihua Chen, Hongwei Liu, Shaojie Li. Candicidin Isomer Production Is Essential for Biocontrol of Cucumber Rhizoctonia Rot by Streptomyces albidoflavus W68. Applied and environmental microbiology. 2021 04; 87(9):. doi: 10.1128/aem.03078-20. [PMID: 33608297]
  • V A Vainshtein, L N Nikolaevich, G G Sultanova, A A Bagirova, T Dzh Pashazade, V Kh Gasimova, T P Tagi-Zade, Kh M Kasumov. Effect of Chemically Transformed Macrocyclic Polyene Antibiotics on Tumor Cells. Bulletin of experimental biology and medicine. 2019 Apr; 166(6):735-738. doi: 10.1007/s10517-019-04429-9. [PMID: 31020586]
  • Susanne Haeder, Rainer Wirth, Hubert Herz, Dieter Spiteller. Candicidin-producing Streptomyces support leaf-cutting ants to protect their fungus garden against the pathogenic fungus Escovopsis. Proceedings of the National Academy of Sciences of the United States of America. 2009 Mar; 106(12):4742-6. doi: 10.1073/pnas.0812082106. [PMID: 19270078]
  • O G Kurbanov, Kh M Kasumov. [An aromatic heptaene antibiotic levorin and its derivatives in muscle activity]. Antibiotiki i khimioterapiia = Antibiotics and chemoterapy [sic]. 2004; 49(3):40-6. doi: ". [PMID: 15344396]
  • N E Shvinka, G Caffier. Nystatin-, mycoheptin- and levorin-induced conductance in the membrane of frog skeletal muscle fibres. European biophysics journal : EBJ. 1995; 24(1):23-30. doi: 10.1007/bf00216827. [PMID: 7635090]
  • N Shvinka, G Caffier. Cation conductance and efflux induced by polyene antibiotics in the membrane of skeletal muscle fiber. Biophysical journal. 1994 Jul; 67(1):143-52. doi: 10.1016/s0006-3495(94)80463-1. [PMID: 7918981]
  • H Mukhtar, A Hakkou, R Bonaly. Studies on the activity of Kluyveromyces lactis S-adenosylmethionine: delta 24-sterol methyltransferase in presence of polyenic antifungal agents. Mycopathologia. 1994 May; 126(2):75-83. doi: 10.1007/bf01146199. [PMID: 8065434]
  • O Raatikainen, R A Kauppinen, H Komulainen, H Taipale, T Pirttilä, J Tuomisto. Polyene antibiotics increase the ionic permeability of synaptosomal plasma membranes. Biochemical pharmacology. 1991 May; 41(9):1345-50. doi: 10.1016/0006-2952(91)90107-g. [PMID: 2018566]
  • G León, W Mosca, A Arguello. [In vitro evaluation of the trypanocidal activity of 3 antimycotic agents on fresh plasma infected with T. cruzi]. Acta cientifica venezolana. 1988; 39(4):344-8. doi: NULL. [PMID: 3152042]
  • Kh M Kasumov, A A Samedova, Iu D Shenin. [Mechanism of the interaction of the individual components of levorin and nystatin preparations with lipid membranes]. Antibiotiki i meditsinskaia biotekhnologiia = Antibiotics and medical biotechnology. 1987 Nov; 32(11):824-8. doi: ". [PMID: 2449860]
  • B E Cohen, H Ramos, M Gamargo, J Urbina. The water and ionic permeability induced by polyene antibiotics across plasma membrane vesicles from Leishmania sp. Biochimica et biophysica acta. 1986 Aug; 860(1):57-65. doi: 10.1016/0005-2736(86)90498-0. [PMID: 3730386]
  • A M Efendiev, V D Pomoĭnetskiĭ, L D Smirnov, A A Kubatiev. [Effect of antioxidants on the synthesis of prostaglandins, prostacyclin and thromboxane in different layers of the kidneys of old rats]. Farmakologiia i toksikologiia. 1986 May; 49(3):60-3. doi: NULL. [PMID: 3522269]
  • A M Efendiev, V D Pomoĭnetskiĭ, A A Kubatiev. [Effect of polyene antibiotics on the enzyme activity of prostaglandin metabolism in different layers of the kidneys of old rats]. Antibiotiki i meditsinskaia biotekhnologiia = Antibiotics and medical biotechnology. 1986 Apr; 31(4):284-8. doi: NULL. [PMID: 3717926]
  • M V Chuenkova, Iu V Arkhipenko, N N Sukhareva-Nemakova. [Effect of levorin and its combination with a modifying factor on lipid peroxidation in Crithidia oncopelti]. Antibiotiki i meditsinskaia biotekhnologiia = Antibiotics and medical biotechnology. 1986 Mar; 31(3):185-9. doi: ". [PMID: 3717916]
  • E P Iakovleva, L E Alekseeva, O S Kuznetsova, A I Korshunov, V I Sukharevich. [Nature of the stimulating substances found in the vital activity products of yeastlike fungi]. Mikrobiologiia. 1986 Mar; 55(2):198-204. doi: ". [PMID: 3724564]
  • J Brajtburg, S Elberg, G S Kobayashi, G Medoff. Effects of serum lipoproteins on damage to erythrocytes and Candida albicans cells by polyene antibiotics. The Journal of infectious diseases. 1986 Mar; 153(3):623-6. doi: 10.1093/infdis/153.3.623. [PMID: 3512734]
  • M L Novikova, T P Efimova. [Biosynthesis of the polyene antibiotic levorin and the membrane composition of Streptomyces levoris]. Mikrobiologiia. 1986 Mar; 55(2):192-7. doi: ". [PMID: 3724563]
  • G K Paliĭ, S A Ivanova. [Sensitivity of fungi in the genus Candida to antimicrobial preparations]. Antibiotiki i meditsinskaia biotekhnologiia = Antibiotics and medical biotechnology. 1986 Mar; 31(3):218-20. doi: NULL. [PMID: 2940962]
  • A M Efendiev, V D Pomoĭnetskiĭ, A A Kubatiev. [Prostaglandin synthetase activity in the different layers of the kidneys of young rats exposed to polyene antibiotics]. Biulleten' eksperimental'noi biologii i meditsiny. 1986 Mar; 101(3):302-4. doi: NULL. [PMID: 3082383]
  • I I Danilenko, Iu A Barshteĭn. [Characteristics of Candida tropicalis D-2 mutants resistant to nystatin, levorin, amphotericin B. I. Frequency of induction depending on the intracellular lipid level and phenotypic characteristics of mutants]. Genetika. 1986 Feb; 22(2):336-8. doi: ". [PMID: 3957028]
  • P O Madsen, T Dørflinger, P C Frimodt-Møller, K M Jensen. Candicidin in treatment of benign prostatic hypertrophy. The Journal of urology. 1984 Dec; 132(6):1235-8. doi: 10.1016/s0022-5347(17)50112-3. [PMID: 6209428]
  • J Bolard, M Cheron, J Mazerski. Effect of surface curvature on the interaction of single lamellar phospholipid vesicles with aromatic and nonaromatic heptaene antibiotics (vacidin A and amphotericin B). Biochemical pharmacology. 1984 Nov; 33(22):3675-80. doi: 10.1016/0006-2952(84)90156-4. [PMID: 6508823]
  • N N Sukhareva-Nemakova, M V Chuenkova, N S Egorov, L K Liubimova. [Effect of a modifying factor and its combination with levorin on the fractional lipid composition of Crithidia oncopelti]. Izvestiia Akademii nauk SSSR. Seriia biologicheskaia. 1984 Jul; ?(4):579-86. doi: ". [PMID: 6480986]
  • J Mazerski, J Bolard, E Borowski. Circular dichroism study of the interaction between aromatic heptaene antibiotics and small unilamellar vesicles. Biochemical and biophysical research communications. 1983 Oct; 116(2):520-6. doi: 10.1016/0006-291x(83)90554-5. [PMID: 6651826]
  • N A Kovtuniak, L G Bordiakovskaia, R F Stadniĭchuk. [Effect of decamethoxine, decamine and levorin on the content of cholesterol, phospholipids and triglycerides in albino rat liver]. Farmakologiia i toksikologiia. 1983 Sep; 46(5):72-5. doi: ". [PMID: 6628663]
  • K M Jensen, P O Madsen. Candicidin treatment of prostatism: a prospective double-blind placebo-controlled study. Urological research. 1983; 11(1):7-10. doi: 10.1007/bf00272701. [PMID: 6190290]
  • A V Titov, O V Tarasova, V V Slobodskaia, G I Vavilin. [Effect of polyene antibiotics on the development of alcoholic-dietary fatty degeneration of the liver in rats]. Antibiotiki. 1982 Dec; 27(12):42-6. doi: ". [PMID: 7165293]
  • C P Schaffner, D R Brill, A K Singhal, D P Bonner, N I Goldstein, G M Wang. Absence of cholesterogenesis regulation in the liver and prostate of the BIO 87.20 hamster. Lipids. 1981 Nov; 16(11):835-40. doi: 10.1007/bf02535039. [PMID: 7311743]
  • A Ia Oksman, M A Shneĭder, A A Eremeeva, N P Karel'skaia, I M Tereshin. [Changes in the state of plasma membrane proteins of tumor cells exposed to a polyene antibiotic and cyclophosphamide]. Antibiotiki. 1981 Sep; 26(9):692-4. doi: NULL. [PMID: 7294761]
  • K M Kasumov, N K Mekhtiev, S D Karakozov. Potential-dependent formation of single conducting ion channels in lipid bilayers induced by the polyene antibiotic levorin A. Biochimica et biophysica acta. 1981 Jun; 644(2):369-72. doi: 10.1016/0005-2736(81)90395-3. [PMID: 6266471]
  • A K Singhal, E H Mosbach, C P Schaffner. Effect of candicidin on cholesterol and bile acid metabolism in the rat. Lipids. 1981 Jun; 16(6):423-6. doi: 10.1007/bf02535009. [PMID: 7266266]
  • M A Mikhaĭlova, A M Virina, T I Kravchenko. [Characteristics of a strain of C. albicans resistant to polyene antibiotics]. Antibiotiki. 1979 Nov; 24(11):828-31. doi: NULL. [PMID: 389154]
  • L S Kravchenko, A Ia Oksman, N K Asinovskaia, V I Batarin, I M Tereshin. [Biochemical analysis of the microvillose membranes of the small intestine mucosa of dogs after levorin administration]. Antibiotiki. 1979 Nov; 24(11):838-41. doi: ". [PMID: 507779]
  • M L Ziuzina, T P Efimova. [Effect of inorganic phosphate on levorin biosynthesis and on the mycelial makeup of Streptomyces levoris]. Antibiotiki. 1979 Sep; 24(9):656-9. doi: ". [PMID: 485117]
  • M L Ziuzina, T P Efimova, I M Terëshin. [Lipid component of Streptomyces levoris membranes]. Mikrobiologiia. 1979 Jul; 48(4):620-4. doi: ". [PMID: 481276]
  • N A Peshkova. [Pharmacological properties of water-soluble levorin]. Antibiotiki. 1978 Oct; 23(10):906-10. doi: NULL. [PMID: 708000]
  • L S Kravchenko, L A Nesterova, O I Glubokovskaia, I M Tereshin. [Effect of levorin on the rat liver plasma membranes in experimental fatty dystrophy]. Antibiotiki. 1978 Sep; 23(9):823-9. doi: NULL. [PMID: 697340]
  • Iu V Shishlov, V A Nenashev. [Electrophoretic mobility of bimolecular lipid membranes]. Biofizika. 1978 Jul; 23(4):633-7. doi: ". [PMID: 678569]
  • W C Hausheer, H Fisher. The antihypercholesterolemic properties of N,N'-diacetyl and methyl ester derivatives of candicidin in cockerels. The Journal of nutrition. 1978 Jul; 108(7):1054-60. doi: 10.1093/jn/108.7.1054. [PMID: 660298]
  • W C Hausheer, H Fisher. The antihypercholesterolemic activity of candicdin as a function of dietary cholesterol in cockerels. The Journal of nutrition. 1978 Apr; 108(4):712-8. doi: 10.1093/jn/108.4.712. [PMID: 632955]
  • A M Pierce, H D Pierce, A M Unrau, A C Oehlschlager. Lipid composition and polyene antibiotic resistance of Candida albicans mutants. Canadian journal of biochemistry. 1978 Feb; 56(2):135-42. doi: 10.1139/o78-023. [PMID: 343892]
  • N D Nigro, R L Campbell, J S Gantt, Y N Lin, D V Singh. A comparison of the effects of the hypocholesteremic agents, cholestyramine and candicidin, on the induction of intestinal tumors in rats by azoxymethane. Cancer research. 1977 Sep; 37(9):3198-203. doi: NULL. [PMID: 328141]
  • I I Belousova. [Action of polyene antibiotics on ribosome binding with Candida albicans membranes]. Antibiotiki. 1977 Aug; 22(8):695-9. doi: ". [PMID: 334049]
  • H Gershon, L Shanks. Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds. Journal of medicinal chemistry. 1977 Apr; 20(4):606-9. doi: 10.1021/jm00214a038. [PMID: 321785]
  • H Gershon, L Shanks, D E Gawiak. Antifungal activity of 4-substituted crotonic acid esters. Journal of medicinal chemistry. 1976 Aug; 19(8):1069-72. doi: 10.1021/jm00230a019. [PMID: 787525]
  • G M Wang, C P Schaffner. Effect of candicidin and colestipol on the testes and prostate glands of BIO 87.20 hamsters. Investigative urology. 1976 Jul; 14(1):66-71. doi: NULL. [PMID: 60302]
  • S M Hammond, B N Kliger. Mode of action of the polyene antibiotic candicidin: binding factors in the wall of Candida albicans. Antimicrobial agents and chemotherapy. 1976 Apr; 9(4):561-8. doi: 10.1128/aac.9.4.561. [PMID: 773298]
  • J English, J Chakraborty, V Marks. The effect of some polyene macrolides on absorption from the small intestine in the rat. The Journal of pharmacy and pharmacology. 1976 Jan; 28(1):49-52. doi: 10.1111/j.2042-7158.1976.tb04022.x. [PMID: 6650]
  • A Sporer, S Cohen, M H Kamat, J J Seebode. Candicidin: physiologic effect on prostate. Urology. 1975 Sep; 6(3):298-304. doi: 10.1016/0090-4295(75)90750-5. [PMID: 51533]
  • H Gershon, L Shanks. Fungitoxicity of 1,4-naphthoquinones to Candida albicans and Trichophyton mentagrophytes. Canadian journal of microbiology. 1975 Sep; 21(9):1317-21. doi: 10.1139/m75-198. [PMID: 241479]
  • L A Orkin. Efficacy of candicidin in benign prostatic hypertrophy. Urology. 1974 Jul; 4(1):80-4. doi: 10.1016/0090-4295(74)90113-7. [PMID: 21322990]