SML2288

Anidulafungin

≥97% (HPLC), powder, cell wall synthesis inhibitor

• Synonym(s): 1-[(4R,5R)-4,5-Dihydroxy-N2-[[4′′-(pentyloxy)[1,1′:4′,1′′-terphenyl]-4-yl]carbonyl]-L-ornithine]echinocandin B, LY 303366
• Empirical Formula (Hill Notation): C₅₈H₇₃N₇O₁₇
• CAS Number: 166663-25-8
• Molecular Weight: 1140.24
• MDL number: MFCD00917070
• UNSPSC Code: 51111800
• NACRES: NA.77

Properties

• Product Name: Anidulafungin, ≥97% (HPLC)
• assay: ≥97% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: CCCCCOC1=CC=C(C2=CC=C(C3=CC=C(C(N[C@H]4C[C@@H](O)[C@@H](O)NC([C@@H]5[C@@H](O)[C@@H](C)CN5C([C@H]([C@H](O)C)NC([C@H]([C@H](O)[C@@H](O)C6=CC=C(O)C=C6)NC([C@@H]7C[C@@H](O)CN7C([C@H]([C@H](O)C)NC4=O)=O)=O)=O)=O)=O)=O)C=C3)C=C2)C=C1
• InChI: 1S/C58H73N7O17/c1-5-6-7-24-82-40-22-18-35(19-23-40)33-10-8-32(9-11-33)34-12-14-37(15-13-34)51(74)59-41-26-43(70)54(77)63-56(79)47-48(71)29(2)27-65(47)58(81)45(31(4)67)61-55(78)46(50(73)49(72)36-16-20-38(68)21-17-36)62-53(76)42-25-39(69)28-64(42)57(80)44(30(3)66)60-52(41)75/h8-23,29-31,39,41-50,54,66-73,77H,5-7,24-28H2,1-4H3,(H,59,74)(H,60,75)(H,61,78)(H,62,76)(H,63,79)/t29-,30+,31+,39+,41-,42-,43+,44-,45-,46-,47-,48-,49-,50-,54+/m0/s1
• InChI key: JHVAMHSQVVQIOT-MFAJLEFUSA-N

Description

Application

Anidulafungin has been used as an internal positive inhibitor control in antifungal minimum inhibitory concentration (MIC) assay. It has also been used as an antifungal drug in disk diffusion assay to study drug resistance and tolerance in Candida spp.

Biochem/physiol Actions

Anidulafungin contains an alkoxytriphenyl chain, which may contribute to its anti-fungal activity. Anidulafungin may exhibit therapeutic effect against oesophageal and invasive candidiasis.

Anidulafungin is a semisynthetic echinocandin antifungal. Anidulafungin works by inhibiting the enzyme β(1,3)-D-Glucan synthase and thereby disturbing the integrity of the fungal cell wall. This enzyme does not exist in mammalian systems.

Semisynthetic echinocandin antifungal that inhibits 1,3-β-D-glucan synthase which is required for cell wall synthesis.

Safety Information

• pictograms: GHS08
• signalword: Warning
• hcodes: H373
• pcodes: P260 - P314 - P501
• Hazard Classifications: STOT RE 2
• target_organs: Liver
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable