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Enfumafungin

CAS No.
260979-95-1
Chemical Name:
Enfumafungin
Synonyms
enfumafungin;4H-1,4a-Propano-2H-phenanthro[1,2-c]pyran-7-carboxylic acid, 14-(acetyloxy)-8-[(1R)-1,2-dimethylpropyl]-15-(β-D-glucopyranosyloxy)-1,6,6a,7,8,9,10,10a,10b,11,12,12a-dodecahydro-4-hydroxy-1,6a,8,10a-tetramethyl-, (1S,4aR,6aS,7R,8R,10aR,10bR,12aS,14R,15R)-;(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[13.3.3.01,1?.02,11.0?,1?]henicos-2-ene-6-carboxylic acid;(1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aS)-3-Acetoxy-13-hydroxy-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-2-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-2H-1,4a-(methanooxymethano)chrysene-7-carboxylic acid;(1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aS)-3-acetoxy-13-hydroxy-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-2-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-1H-1,4a-(methanooxymethano)chrysene-7-carboxylic acid
CBNumber:
CB15540478
Molecular Formula:
C38H60O12
Molecular Weight:
708.89
MDL Number:
MFCD34167484
MOL File:
260979-95-1.mol
Last updated:2024-07-10 15:15:42

Enfumafungin Properties

Boiling point 813.5±65.0 °C(Predicted)
Density 1.31±0.1 g/cm3(Predicted)
storage temp. Store at -20°C
pka 4.67±0.70(Predicted)
form Solid
color White to off-white
InChIKey IAOFPTKYKOAKGZ-POFOAJDFNA-N

Enfumafungin price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
ChemScene CS-0146081 Enfumafungin 260979-95-1 5mg $220 2021-12-16 Buy
ChemScene CS-0146081 Enfumafungin 260979-95-1 10mg $360 2021-12-16 Buy
Product number Packaging Price Buy
CS-0146081 5mg $220 Buy
CS-0146081 10mg $360 Buy

Enfumafungin Chemical Properties,Uses,Production

Structure

Enfumafungin is structurally characterized by four rings with the six-membered D-ring and glucose attached to 3′-OH. Based on its ring structures, enfumafungin was classified as a fernene-type triterpene. The enfumafungin synthase, efuA, is a member of this cryptic lineage of eukaryotic squalene-hopene cyclases (SHCs), and recognition of the linkage will guide recognition of other biosynthetic products of this widespread class of fungal terpenes. Enfumafungin is structurally characterized by four rings with the six-membered D-ring and glucose attached to 3′-OH. Based on its ring structures, enfumafungin was classified as a fernene-type triterpene. The enfumafungin synthase, efuA, is a member of this cryptic lineage of eukaryotic squalene-hopene cyclases (SHCs), and recognition of the linkage will guide recognition of other biosynthetic products of this widespread class of fungal terpenes[1].

Definition

ChEBI: 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 triterpenoid saponin, a monosaccharide derivative and a lactol.

Biological Activity

Enfumafungin, a triterpene glycoside, was isolated from extracts of the species Hormonema. It is an antifungal compound that acts on the fungal cell wall as a (1,3)-beta-D-glucan synthase inhibitor.

in vitro

Enfumafungin (24-48 h) has MICs of less than 0.5 μg/mL against the Candida and Aspergillus species tested and it is inactive against Cryptococcus , including the decapsulated form (MY2062).

in vivo

Enfumafungin (50-200 mg/kg; ip twice daily for 2 days) produces a significant decrease in the number of cfu in kidneys of mice challenged with C. albicans , with an ED 90 of 90 mg/kg.

target

(1,3)-beta-D-glucan synthase

References

[1] Eric Kuhnert. “Enfumafungin synthase represents a novel lineage of fungal triterpene cyclases.” Environmental microbiology 20 9 (2018): 3325–3342.

Enfumafungin Preparation Products And Raw materials

Raw materials

Preparation Products

Enfumafungin Suppliers

Global( 25)Suppliers
Supplier Tel Email Country ProdList Advantage
Taizhou Creating Bio-pharm co., ltd.
+8613586099526 post@creatingbiopharm.com China 217 58
SUZHOU SENFEIDA CHEMICAL CO.,LTD
+86-0512-83500002 +8615195660023 sales@senfeida.com China 23048 58
LEAPCHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 43348 58
Shanghai Acmec Biochemical Technology Co., Ltd.
+undefined18621343501 product@acmec-e.com China 33350 58
Aladdin Scientific
+1-+1(833)-552-7181 sales@aladdinsci.com United States 52927 58
SHANGHAI KEAN TECHNOLOGY CO., LTD.
+8613817748580 cooperation@kean-chem.com China 40067 58
Taizhou Creating Bio-pharm Co.,Ltd. +86-0576-88827176 +86-18906581668 post@creatingchemical.com China 228 58
Nanjing Chemlin Chemical Co., Ltd 025-83697070 info@chemlin.com.cn China 19114 64
BOC Sciences 1-631-485-4226; 16314854226 info@bocsci.com United States 14059 65
Shanghai Lollane Biological Technology Co.,Ltd. 021-52996696,15000506266 15000506266 China 4309 55

View Lastest Price from Enfumafungin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Enfumafungin pictures 2024-07-11 Enfumafungin
260979-95-1
US $1.00-1.00 / kg 0.001kg 95% 100 kg Taizhou Creating Bio-pharm Co.,Ltd.
  • Enfumafungin pictures
  • Enfumafungin
    260979-95-1
  • US $1.00-1.00 / kg
  • 95%
  • Taizhou Creating Bio-pharm Co.,Ltd.
4H-1,4a-Propano-2H-phenanthro[1,2-c]pyran-7-carboxylic acid, 14-(acetyloxy)-8-[(1R)-1,2-dimethylpropyl]-15-(β-D-glucopyranosyloxy)-1,6,6a,7,8,9,10,10a,10b,11,12,12a-dodecahydro-4-hydroxy-1,6a,8,10a-tetramethyl-, (1S,4aR,6aS,7R,8R,10aR,10bR,12aS,14R,15R)- (1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aS)-3-acetoxy-13-hydroxy-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-2-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-1H-1,4a-(methanooxymethano)chrysene-7-carboxylic acid enfumafungin (1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aS)-3-Acetoxy-13-hydroxy-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-2-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-2H-1,4a-(methanooxymethano)chrysene-7-carboxylic acid (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[13.3.3.01,1?.02,11.0?,1?]henicos-2-ene-6-carboxylic acid 260979-95-1