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118492-82-3
  • names:

    (5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-((R)-6-methyl-5-methyleneheptan-2-yl)-1,2,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one

  • CAS号:

    118492-82-3

    MDL Number:
  • MF(分子式): C31H50O MW(分子量): 438.74
  • EINECS: Reaxys Number:
  • Pubchem ID: Brand:BIOFOUNT
Eburicone
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中文别名 Eburicone
英文别名 Eburicone;
CAS号 118492-82-3
Inchi InChI=1S/C31H50O/c1-20(2)21(3)10-11-22(4)23-14-18-31(9)25-12-13-26-28(5,6)27(32)16-17-29(26,7)24(25)15-19-30(23,31)8/h20,22-23,26H,3,10-19H2,1-2,4-9H3/t22-,23-,26+,29-,30-,31+/m1/s1
InchiKey HCVPIOTWCPCBAF-YQGXAETFSA-N
分子式 Formula C31H50O
分子量 Molecular Weight 438.74
溶解度Solubility
性状 Solid powder
储藏条件 Storage conditions Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).
产品说明 Eburicone(CAS:118492-82-3):仅限应用于工业或者科学研究过程中非医疗目的,不应用于人类或动物的临床诊断以及治过程疗,该产品非药用,非食用。
IntroductionEburicone is an antifungal agent.
Application1
Application2
Application3
警示图
危险性 Warning
危险性警示
安全声明
安全防护
备注
[1]Price CL, Warrilow AG, Parker JE, Mullins JG, Nes WD, Kelly DE, Kelly SL. Novel Substrate Specificity and Temperature-Sensitive Activity of Mycosphaerella graminicola CYP51 Supported by the Native NADPH Cytochrome P450 Reductase. Appl Environ Microbiol. 2015 May 15;81(10):3379-86. doi: 10.1128/AEM.03965-14. Epub 2015 Mar 6. PubMed PMID: 25746994; PubMed Central PMCID: PMC4407231.
[2]Bean TP, Cools HJ, Lucas JA, Hawkins ND, Ward JL, Shaw MW, Fraaije BA. Sterol content analysis suggests altered eburicol 14alpha-demethylase (CYP51) activity in isolates of Mycosphaerella graminicola adapted to azole fungicides. FEMS Microbiol Lett. 2009 Jun;296(2):266-73. doi: 10.1111/j.1574-6968.2009.01645.x. Epub 2009 May 8. PubMed PMID: 19459949.
[3] van Nistelrooy JG, van den Brink JM, van Kan JA, van Gorcom RF, de Waard MA. Isolation and molecular characterisation of the gene encoding eburicol 14 alpha-demethylase (cYP51) from Penicillium italicum. Mol Gen Genet. 1996 Apr 10;250(6):725-33. PubMed PMID: 8628233.
[4] van den Brink HJ, van Nistelrooy HJ, de Waard MA, van den Hondel CA, van Gorcom RF. Increased resistance to 14 alpha-demethylase inhibitors (DMIs) in Aspergillus niger by coexpression of the Penicillium italicum eburicol 14 alpha-demethylase (cyp51) and the A. niger cytochrome P450 reductase (cprA) genes. J Biotechnol. 1996 Aug 20;49(1-3):13-8. PubMed PMID: 8879162.
[5] Subden RE, Safe L, Morris DC, Brown RG, Safe S. Eburicol, lichesterol, ergosterol, and obtusifoliol from polyene antibiotic-resistant mutants of Candida albicans. Can J Microbiol. 1977 Jun;23(6):751-4. PubMed PMID: 326362.
6: Délye C, Laigret F, Corio-Costet MF. Cloning and sequence analysis of the eburicol 14alpha-demethylase gene of the obligate biotrophic grape powdery mildew fungus. Gene. 1997 Aug 11;195(1):29-33. PubMed PMID: 9300816.7: Warrilow AG, Parker JE, Price CL, Nes WD, Garvey EP, Hoekstra WJ, Schotzinger RJ, Kelly DE, Kelly SL. The Investigational Drug VT-1129 Is a Highly Potent Inhibitor of Cryptococcus Species CYP51 but Only Weakly Inhibits the Human Enzyme. Antimicrob Agents Chemother. 2016 Jul 22;60(8):4530-8. doi: 10.1128/AAC.00349-16. Print 2016 Aug. PubMed PMID: 27161631; PubMed Central PMCID: PMC4958158.8: Délye C, Bousset L, Corio-Costet MF. PCR cloning and detection of point mutations in the eburicol 14alpha-demethylase (CYP51) gene from Erysiphe graminis f. sp. hordei, a "recalcitrant" fungus. Curr Genet. 1998 Dec;34(5):399-403. PubMed PMID: 9871123.9: Cools HJ, Parker JE, Kelly DE, Lucas JA, Fraaije BA, Kelly SL. Heterologous expression of mutated eburicol 14alpha-demethylase (CYP51) proteins of Mycosphaerella graminicola to assess effects on azole fungicide sensitivity and intrinsic protein function. Appl Environ Microbiol. 2010 May;76(9):2866-72. doi: 10.1128/AEM.02158-09. Epub 2010 Mar 19. PubMed PMID: 20305029; PubMed Central PMCID: PMC2863451.10: Vanden Bossche H, Marichal P, Le Jeune L, Coene MC, Gorrens J, Cools W. Effects of itraconazole on cytochrome P-450-dependent sterol 14 alpha-demethylation and reduction of 3-ketosteroids in Cryptococcus neoformans. Antimicrob Agents Chemother. 1993 Oct;37(10):2101-5. PubMed PMID: 8257130; PubMed Central PMCID: PMC192235.1
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