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Amphotericin B trihydrate

SIAL/46006 - VETRANAL®, analytical standard

CAS Number: 1397-89-3 (anhydrous)
Empirical Formula (Hill Notation): C47H73NO17 · 3H2O
Molecular Weight: 978.12
EC Number: 215-742-2
MDL Number: MFCD25541905
Linear Formula: C47H73NO17 · 3H2O
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-46006-100MG 100 mg
$167.00
1/EA
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application(s) clinical testing
format neat
grade analytical standard
InChI 1S/C47H73NO17.3H2O/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(64-46-44(58)41(48)43(57)30(4)63-46)24-38-40(45(59)60)37(54)26-47(61,65-38)25-33(51)22-36(53)35(52)20-19-31(49)21-32(50)23-39(55)62-29(3)28(2)42(27)56;;;/h5-18,27-38,40-44,46,49-54,56-58,61H,19-26,48H2,1-4H3,(H,59,60);3*1H2/b6-5+,9-7+,10-8+,13-11+,14-12+,17-15+,18-16+;;;/t27-,28-,29-,30+,31+,32+,33-,34-,35+,36+,37-,38-,40+,41-,42+,43+,44-,46-,47+;;;/m0.../s1
InChI key QEWGLCMWTBNETQ-KCPNHEJKSA-N
product line VETRANAL®
Quality Level 200 
shelf life limited shelf life, expiry date on the label
SMILES string O[C@]1(C[C@H](O)[C@@H](C(O)=O)[C@@]2([H])O1)C[C@@H](O)C[C@@H](O)[C@H](O)CC[C@@H](O)C[C@@H](O)CC(O[C@H]([C@@H]([C@@H]([C@@H](C)/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@H](O[C@@H]3O[C@H](C)[C@@H](O)[C@H](N)[C@@H]3O)C2)O)C)C)=O.O.O.O
storage temp. 2-8°C
technique(s) gas chromatography (GC): suitable
  HPLC: suitable
Application: Amphotericin B is a polyene antifungal antibiotic from Streptomyce sp. It has a high affinity for sterols, especially ergosterols, of both fungal and bacterial cell membranes. Normal usage in maintenance of antifungal cell cultures is 2.5 mg/L with penicillin and streptomycin used in the medium.
Application: Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Biochem/physiol Actions: Mode of Action: Amphotericin B binds to sterols, forming channels in the membrane, and causing small molecules to leak out.

Antimicrobial Spectrum: The product is most effective against fungi and yeast.
Caution: Amphotericin B remains active for 3 days in culture at 37°C. At -20°C, and with protection from air and light, the product remains active for 5 years.
Legal Information: VETRANAL is a registered trademark of Sigma-Aldrich Chemie GmbH
Preparation Note: Amphotericin B is insoluble in water at pH 6 to 7, but soluble in water at pH 2 or 11. It is soluble in DMSO (30-40 mg/mL) and in dimethylformamide (2-4 mg/mL). Aqueous solutions cannot be sterile filtered due to poor solubility.
Symbol GHS08  GHS08
Signal word Danger
Hazard statements H372
Precautionary statements P260 - P264 - P270 - P314 - P501
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Storage Temp. 2-8°C
UNSPSC 41116107

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