Eburicol | CAS:6890-88-6 | Manufacturer ChemFaces

Eburicol

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Description:

Mutations in the Eburicol gene impact on the activity of the Eburicol protein. Eburicol inhibit the large accumulation of C-14 methyl sterols and cell lysis when the content of ergosterol becomes too low in the actively growing cells.

Targets:

P450 (e.g. CYP17)

In vitro:

FEMS Microbiol Lett. 2009 Jun;296(2):266-73.

Sterol content analysis suggests altered eburicol 14alpha-demethylase (CYP51) activity in isolates of Mycosphaerella graminicola adapted to azole fungicides.[Pubmed: 19459949]

The recent decline in the effectiveness of some azole fungicides in controlling the wheat pathogen Mycosphaerella graminicola has been associated with mutations in the CYP51 gene encoding the azole target, the Eburicol 14alpha-demethylase (CYP51), an essential enzyme of the ergosterol biosynthesis pathway.
METHODS AND RESULTS:
In this study, analysis of the sterol content of M. graminicola isolates carrying different variants of the CYP51 gene has revealed quantitative differences in sterol intermediates, particularly the CYP51 substrate Eburicol.
CONCLUSIONS:
Together with CYP51 gene expression studies, these data suggest that mutations in the CYP51 gene impact on the activity of the CYP51 protein.

Eburicol Description

Source:	The roots of Wolfiporia cocos (Schw.) Ryv.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Structure Identification:

Gene. 1997 Aug 11;195(1):29-33.

Cloning and sequence analysis of the eburicol 14alpha-demethylase gene of the obligate biotrophic grape powdery mildew fungus.[Pubmed: 9300816]

METHODS AND RESULTS:
In order to obtain molecular data concerning field resistance of Uncinula necator, the causal agent of grape powdery mildew, to sterol demethylation inhibitors, a major group of fungicides, the gene encoding the target of these compounds (Eburicol 14alpha-demethylase) was cloned and sequenced from this obligately biotrophic phytopathogenic fungus. This single-copy gene encodes a 524 amino acid protein which displays high similarity to other known sterol 14alpha-demethylases (CYP51s).
CONCLUSIONS:
The coding sequence is interrupted by two short introns at positions identical to introns in Penicillium italicum CYP51, which is the only other known CYP51 gene in which introns have been identified. Intron excision was verified by cDNA sequencing.

Can J Microbiol. 1977 Jun;23(6):751-4.

Eburicol, lichesterol, ergosterol, and obtusifoliol from polyene antibiotic-resistant mutants of Candida albicans.[Pubmed: 326362]

METHODS AND RESULTS:
Two classes of polyene-resistant mutants were isolated from survivors of N-methyl-N'-nitro-N-nitrosoguanidine treatment of a wild-type Candida albicans. An analysis of the major sterols of one class revealed an accumulation of lichesterol and fecosterol while the other class accumulated Eburicol, obtusifoliol, and lanosterol with minor quantities of C28 sterols.

Product Name	Eburicol
Price:
CAS No.:	6890-88-6
Catalog No.:	CFN97175
Molecular Formula:	C₃₁H₅₂O
Molecular Weight:	440.8 g/mol
Purity:	>=98%
Type of Compound:	Triterpenoids
Physical Desc.:	Powder
Source:	The roots of Wolfiporia cocos (Schw.) Ryv.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF Manual
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Antibacterial Compound Library Triterpenoids Compound Library P450 (e.g. CYP17) Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.2686 mL	11.343 mL	22.686 mL	45.3721 mL	56.7151 mL
5 mM	0.4537 mL	2.2686 mL	4.5372 mL	9.0744 mL	11.343 mL
10 mM	0.2269 mL	1.1343 mL	2.2686 mL	4.5372 mL	5.6715 mL
50 mM	0.0454 mL	0.2269 mL	0.4537 mL	0.9074 mL	1.1343 mL
100 mM	0.0227 mL	0.1134 mL	0.2269 mL	0.4537 mL	0.5672 mL

CFN92738	3-Epidehydropachymic acid	168293-15-0	526.8	C₃₃H₅₀O₅
CFN95412	6alpha-Hydroxydehydropachymic acid	176390-67-3	542.8	C₃₃H₅₀O₆
CFN92836	Peroxydehydrotumulosic acid	943225-53-4	514.7	C₃₁H₄₆O₆
CFN92739	Polyporenic acid C	465-18-9	482.7	C₃₁H₄₆O₄
CFN96159	16-O-Acetylpolyporenic acid C	2535-06-0	524.7	C₃₃H₄₈O₅
CFN92741	6alpha-Hydroxypolyporenic acid C	24513-63-1	498.7	C₃₁H₄₆O₅
CFN95413	New compound 15	N/A	514.7	C₃₁H₄₆O₆
CFN92838	Poricoic acid A(F)	137551-38-3	498.7	C₃₁H₄₆O₅
CFN91538	Poricoic acid AM	151200-92-9	512.7	C₃₂H₄₈O₅
CFN96980	Poricoic acid AE	1159753-88-4	526.75	C₃₃H₅₀O₅