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SML2288

Sigma-Aldrich

Anidulafungin

≥97% (HPLC)

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

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About This Item

Empirical Formula (Hill Notation):
C58H73N7O17
CAS Number:
166663-25-8
Molecular Weight:
1140.24
MDL number:
MFCD00917070
UNSPSC Code:
12352200
NACRES:
NA.77

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

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.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H373

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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