Enfumafungin

Structure

Product Name: 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
Formula Weight: 708.89
MOL File: 260979-95-1.mol

More

Less

Enfumafungin Property

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
InChI: InChI=1/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+/s3
InChIKey: IAOFPTKYKOAKGZ-POFOAJDFNA-N
SMILES: OC1OC[C@]2([C@@H](O[C@@]3([H])[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O)[C@H](OC(=O)C)C[C@@]31[C@@]2([H])CC[C@]1([H])[C@]2(CC[C@](C)([C@H](C)C(C)C)[C@@H](C(=O)O)[C@]2(C)CC=C31)C)C |&1:4,5,7,9,10,12,14,19,25,26,30,32,35,37,42,46,r|

More

Less

Hazard and Precautionary Statements (GHS)

More

Less

N-Bromosuccinimide Price

ChemScene

Product number: CS-0146081
Product name: Enfumafungin
Packaging: 5mg
Price: $220
Updated: 2021/12/16

ChemScene

Product number: CS-0146081
Product name: Enfumafungin
Packaging: 10mg
Price: $360
Updated: 2021/12/16

More

Less

Enfumafungin Chemical Properties,Usage,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

More

Less

Enfumafungin Suppliers

China 22 United States 3 Global 25

Taizhou Creating Bio-pharm Co.,Ltd.

Tel: +86-0576-88827176 +86-18906581668
Email: post@creatingchemical.com
Country: China
ProdList: 229
Advantage: 58

Nanjing Chemlin Chemical Co., Ltd

Tel: 025-83697070
Fax: +86-25-83453306
Email: info@chemlin.com.cn
Country: China
ProdList: 19185
Advantage: 64

Shanghai Lollane Biological Technology Co.,Ltd.

Tel: 021-52996696，15000506266 15000506266
Fax: +86-21-52996696
Country: China
ProdList: 4588
Advantage: 55

Shanghai Rechem science Co., Ltd.

Tel: 21-31433387 15618786686
Fax: QQ:1369748377
Email: sales@rechemscience.com
Country: China
ProdList: 2990
Advantage: 58

Beijing Jin Ming Biotechnology Co., Ltd.

Tel: 010-60605840 18892239720
Fax: 010-60605840
Email: psaitong@jm-bio.com
Country: China
ProdList: 12306
Advantage: 58

DC Chemicals

Tel: 021-58447131 13564518121
Email: sales@dcchemicals.com
Country: China
ProdList: 9409
Advantage: 58

Beijing xinyanhui pharmaceutical research and development co., LTD

Tel: 13969155946
Email: 1461866103@qq.com
Country: China
ProdList: 16111
Advantage: 58

ShangHai ChuanQian Chemcial Technique Centre

Tel: 15869524721
Email: 3525679403@qq.com
Country: China
ProdList: 4346
Advantage: 58

Beijing Jin Ming Biotechnology Co., Ltd.

Tel: 010-60605840 15801484223;
Email: psaitong@jm-bio.com
Country: China
ProdList: 29774
Advantage: 58

QUALITY CONTROL SOLUTIONS LTD.

Tel: 0755-66853366; 13670046396
Email: ORDERS@QCSRM.COM
Country: China
ProdList: 24342
Advantage: 58

Bide Pharmatech Ltd.

Tel: 400-1647117 13681763483
Email: product02@bidepharm.com
Country: China
ProdList: 62075
Advantage: 58

TargetMol Chemicals Inc.

Tel: 4008200310
Email: marketing@tsbiochem.com
Country: China
ProdList: 24642
Advantage: 58

Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.

Tel: 025-66113011 18112977050
Email: cb5@aikonchem.com
Country: China
ProdList: 10526
Advantage: 58

Nantong Zhonghe Chemical New Materials Co., Ltd

Tel: 13003551299 13003551299
Email: 2369399482@qq.com
Country: China
ProdList: 7566
Advantage: 58

SHANG HAI WEI LING BIOTECHNOLOGY CO.,LTD

Tel: 13917490980; 13917490980
Email: 81939905@qq.com
Country: China
ProdList: 352
Advantage: 58

HANGZHOU HAILAN CHEMICAL CO.,LTD.

Tel: +86-57156122185 +86-15967590394
Email: sales@hailan-chem.com
Country: China
ProdList: 400
Advantage: 58

SHANGHAI KEAN TECHNOLOGY CO., LTD.

Tel: +8613817748580
Fax: 021-50175322
Email: cooperation@kean-chem.com
Country: China
ProdList: 40066
Advantage: 58

Taizhou Creating Bio-pharm co., ltd.

Tel: +8613586099526
Email: post@creatingbiopharm.com
Country: China
ProdList: 217
Advantage: 58

SUZHOU SENFEIDA CHEMICAL CO.,LTD

Tel: +86-0512-83500002 +8615195660023
Email: sales@senfeida.com
Country: China
ProdList: 23046
Advantage: 58

Shanghai Acmec Biochemical Technology Co., Ltd.

Tel: +86-18621343501; +undefined18621343501
Email: product@acmec-e.com
Country: China
ProdList: 33338
Advantage: 58

LEAPCHEM CO., LTD.

Tel: +86-852-30606658
Email: market18@leapchem.com
Country: China
ProdList: 43340
Advantage: 58

Neobioscience Co., Ltd.

Tel: --
Fax: --
Email: info@neobioscience.com
Country: CHINA
ProdList: 6207
Advantage: 58

More

Less

View Lastest Price from Enfumafungin manufacturers

Taizhou Creating Bio-pharm Co.,Ltd.

Product: Enfumafungin 260979-95-1
Price: US $1.00-1.00/kg
Min. Order: 0.001kg
Purity: 95%
Supply Ability: 100 kg
Release date: 2024-07-10

260979-95-1, EnfumafunginRelated Search:

Quinovic acid 3-O-alpha-L-rhaMnopyranoside cauloside C CHRYSANTHELLIN A ESCULENTOSIDE C CHRYSANTHELLIN B

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