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Enfumafungin (Standard)

CAT: 0804-HY-N8537R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N8537R-01Size:5 mg
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Description
Enfumafungin (Standard) is the analytical standard of Enfumafungin. This product is intended for research and analytical applications. Enfumafungin, a triterpene glycoside, is isolated from extracts derived from fungus Hormonema carpetanum. Enfumafungin is an antifungal compound that is acting on the fungal cell wall, as the (1,3) -beta-D-glucan synthase inhibitor. Enfumafungin is specific for yeasts and fungi (excluding Cryptococcus) and does not inhibit the growth of Bacillus subtilis[1][2].
CAS Number
260979-95-1
UNSPSC
12352005
Target
Fungal; Reference Standards
Related Pathways
Anti-infection; Others
Field of Research
Infection
Smiles
OC(OC1)[C@@]([C@](CC2)([H])[C@@]1([C@H]3O[C@]([C@@H]([C@H]4O)O)([H])O[C@@H]([C@H]4O)CO)C)(C[C@H]3OC(C)=O)C([C@@]2([H])[C@]5(CC[C@]6(C)[C@H](C)C(C)C)C)=CC[C@]5([C@@H]6C(O)=O)C
Molecular Formula
C38H60O12
Molecular Weight
708.88
References & Citations
[1]Peláez F, et, al. The discovery of enfumafungin, a novel antifungal compound produced by an endophytic Hormonema species biological activity and taxonomy of the producing organisms. Syst Appl Microbiol. 2000 Oct;23 (3) :333-43.|[2]Onishi J, et, al. Discovery of novel antifungal (1,3) -beta-D-glucan synthase inhibitors. Antimicrob Agents Chemother. 2000 Feb;44 (2) :368-77.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Enfumafungin

Enfumafungin is a triterpene glycoside and hemiacetal isolated from a fermentation of Hormonema sp. and which specifically inhibits glucan synthesis in fungal cells. It has a role as an antifungal agent. It is a lactol, a triterpenoid saponin and a monosaccharide derivative.

CAS Number260979-95-1
PubChem CID25229651
IUPAC Name(1R,5S,6R,7R,10R,11R,14S,15S,20R,21R)-20-acetyloxy-18-hydroxy-5,7,10,15-tetramethyl-7-[(2R)-3-methylbutan-2-yl]-21-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxapentacyclo[13.3.3.01,14.02,11.05,10]henicos-2-ene-6-carboxylic acid
Molecular FormulaC38H60O12
Molecular Weight708.9
XLogP4
Topological Polar Surface Area192
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count12
Rotatable Bond Count8
Heavy Atom Count50
Formal Charge0
Complexity1370
SMILES
C[C@H](C(C)C)[C@]1(CC[C@@]2([C@H]3CC[C@H]4[C@]5(COC([C@]4(C3=CC[C@]2([C@@H]1C(=O)O)C)C[C@H]([C@@H]5O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)OC(=O)C)O)C)C)C
InChI
InChI=1S/C38H60O12/c1-18(2)19(3)34(5)13-14-36(7)21-9-10-25-35(6)17-47-33(46)38(25,22(21)11-12-37(36,8)29(34)31(44)45)15-23(48-20(4)40)30(35)50-32-28(43)27(42)26(41)24(16-39)49-32/h11,18-19,21,23-30,32-33,39,41-43,46H,9-10,12-17H2,1-8H3,(H,44,45)/t19-,21+,23-,24-,25+,26-,27+,28-,29-,30+,32+,33?,34-,35-,36-,37+,38+/m1/s1
InChIKey
IAOFPTKYKOAKGZ-CRWQHXLTSA-N
Chemical Structure
2D Structure
2D structure of Enfumafungin
CAS: 260979-95-1
CID: 25229651
Formula: C38H60O12
MW: 708.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight708.9
XLogP34
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count12
Rotatable Bond Count8
Exact Mass708.40847734
Monoisotopic Mass708.40847734
Topological Polar Surface Area192 Ų
Heavy Atom Count50
Formal Charge0
Complexity1370
Isotope Atom Count0
Defined Atom Stereocenter Count16
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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