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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
SMILES CC1(C)C(CC[C@]2(C)C3=C([C@@]4(CC[C@@H]([C@]4(CC3)C)[C@H](C)CCC(C(C)C)=C)C)CC[C@@]12[H])=O
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
闪点 FP
熔点 Melting point
沸点 Boiling point
Polarizability极化度
密度 Density
蒸汽压 Vapor Pressure
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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