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Amphoteronolide B is an aglycon form of Amphotericin B, a class of polyene macrolide antibiotics known for their potent antifungal properties. It is derived from the natural product Amphotericin B (A634250) and exhibits a unique structure that contributes to its therapeutic potential.

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  • 106799-07-9 Structure
  • Basic information

    1. Product Name: Amphoteronolide B
    2. Synonyms: Amphoteronolide B
    3. CAS NO:106799-07-9
    4. Molecular Formula: C41H62O14
    5. Molecular Weight: 778.92258
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 106799-07-9.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 1039 °C at 760 mmHg
    3. Flash Point: 308.4 °C
    4. Appearance: /
    5. Density: 1.208g/cm3
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 1.544
    8. Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
    9. Solubility: Acetonitrile (Slightly), Methanol (Slightly)
    10. CAS DataBase Reference: Amphoteronolide B(CAS DataBase Reference)
    11. NIST Chemistry Reference: Amphoteronolide B(106799-07-9)
    12. EPA Substance Registry System: Amphoteronolide B(106799-07-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 106799-07-9(Hazardous Substances Data)

106799-07-9 Usage

Uses

Used in Pharmaceutical Industry:
Amphoteronolide B is used as an antifungal agent for the treatment of various fungal infections. Its potent antifungal activity is attributed to its ability to bind to ergosterol, a component of fungal cell membranes, leading to membrane disruption and ultimately, the death of the fungal cell.
Additionally, Amphoteronolide B may be used as a precursor in the development of novel antifungal drugs, as its unique structure could potentially be modified to enhance its therapeutic properties or reduce side effects commonly associated with Amphotericin B.

Check Digit Verification of cas no

The CAS Registry Mumber 106799-07-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,6,7,9 and 9 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 106799-07:
(8*1)+(7*0)+(6*6)+(5*7)+(4*9)+(3*9)+(2*0)+(1*7)=149
149 % 10 = 9
So 106799-07-9 is a valid CAS Registry Number.
InChI:InChI=1/C41H62O14/c1-26-16-14-12-10-8-6-4-5-7-9-11-13-15-17-29(42)22-36-38(40(51)52)35(48)25-41(53,55-36)24-32(45)21-34(47)33(46)19-18-30(43)20-31(44)23-37(49)54-28(3)27(2)39(26)50/h4-17,26-36,38-39,42-48,50,53H,18-25H2,1-3H3,(H,51,52)/t26-,27-,28-,29-,30+,31+,32-,33+,34+,35-,36-,38+,39+,41+/m0/s1

106799-07-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (1S,3R,18S,19R,20R,21S,25R,27R,30R,31R,33S,35R,37S,38R)-3,19,25,27,30,31,33,35,37-nonahydroxy-18,20,21-trimethyl-23-oxo-22,39-dioxabicyclo[33.3.1]nonatriaconta-4,6,8,10,12,14,16-heptaene-38-carboxylic acid

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:106799-07-9 SDS

106799-07-9Downstream Products

106799-07-9Relevant articles and documents

A post-PKS oxidation of the amphotericin B skeleton predicted to be critical for channel formation is not required for potent antifungal activity

Palacios, Daniel S.,Anderson, Thomas M.,Burke, Martin D.

, p. 13804 - 13805 (2007)

The clinically vital antimycotic agent amphotericin B represents the archetypal example of a channel-forming small molecule. The leading model for self-assembly of the amphotericin B channel predicts that the C(41) carboxylate and the C(3′) ammonium ions form intermolecular salt bridges/hydrogen bonds that are critical for stability. We herein report a flexible degradative synthesis pathway that enables the removal of either or both of these groups from amphotericin B. We further demonstrate with extensive NMR experiments that deleting these groups does not alter the conformation of the polyene macrolide skeleton. As predicted by the leading model, amphotericin B derivatives lacking the mycosamine sugar that contains the C(3′) ammonium ion are completely inactive against Saccharomyces cerevisiae. However, strikingly-and in strong contradiction with the current model-the amphotericin B derivative lacking the C(41) carboxylate is at least equipotent to the natural product. Collectively, these findings demonstrate that the leading model for the mechanism of action of amphotericin B must be significantly revised-either the C(41) carboxylate is not required for channel formation or channel formation is not required for antifungal activity. Copyright

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