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SML2288

Sigma-Aldrich

Anidulafungin

≥97% (HPLC), powder, antifungal

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:
51111800
NACRES:
NA.77

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

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

Signal Word

Warning

Hazard Statements

H373

Precautionary Statements

P260 - P314 - P501

Hazard Classifications

STOT RE 2

Target Organs

Liver

Storage Class Code

11 - Combustible Solids

WGK

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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Orawan Tulyaprawat et al.
Frontiers in microbiology, 11, 934-934 (2020-06-09)
Candidemia, a bloodstream infection caused by genus Candida, has a high mortality rate. Candida albicans was previously reported to be the most common causative species among candidemia patients. However, during the past 10 years in Thailand, Candida tropicalis has been
Ali Ahmadi et al.
Journal of global antimicrobial resistance, 21, 331-334 (2019-11-13)
Candida parapsilosis (C. parapsilosis) is a common non-albicans Candida species ranked as the second common cause of bloodstream infections. Azole resistance and elevated echinocandin MICs have been reported for these fungi. This study was conducted to determine the interactions between
Youcef Megri et al.
Antimicrobial resistance and infection control, 9(1), 50-50 (2020-04-09)
Despite being associated with a high mortality and economic burden, data regarding candidemia are scant in Algeria. The aim of this study was to unveil the epidemiology of candidemia in Algeria, evaluate the antifungal susceptibility pattern of causative agents and
Valentina Salas et al.
Antimicrobial agents and chemotherapy, 55(11), 4985-4989 (2011-08-17)
We have evaluated the in vitro activity of anidulafungin (AFG) against 31 strains of Candida parapsilosis sensu stricto by using broth microdilution, disk diffusion, and minimal fungicidal concentration (MFC) determination procedures. The two first methods showed a high level of
João N de Almeida et al.
Journal of fungi (Basel, Switzerland), 7(3) (2021-04-04)
In December 2020, Candida auris emerged in Brazil in the city of Salvador. The first two C. auris colonized patients were in the same COVID-19 intensive care unit. Antifungal susceptibility testing showed low minimal inhibitory concentrations of 1 µg/mL, 2
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