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Merck
CN

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

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About This Item

Empirical Formula (Hill Notation):
C58H73N7O17
CAS Number:
166663-25-8
Molecular Weight:
1140.24
NACRES:
NA.77
UNSPSC Code:
51111800
MDL number:
MFCD00917070

Key Documents

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Product Name

Anidulafungin, ≥97% (HPLC)

InChI key

JHVAMHSQVVQIOT-MFAJLEFUSA-N

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

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

Related Categories

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.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H373

Hazard Classifications

STOT RE 2

target_organs

Liver

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000520209
0000520207
0000520209
0000520207
0000513951

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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
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
Lalitha Gade et al.
Frontiers in genetics, 11, 554-554 (2020-06-27)
The recent emergence of a multidrug-resistant yeast, Candida auris, has drawn attention to the closely related species from the Candida haemulonii complex that include C. haemulonii, Candida duobushaemulonii, Candida pseudohaemulonii, and the recently identified Candida vulturna. Here, we used antifungal
Antonio Sorlozano-Puerto et al.
Pharmaceuticals (Basel, Switzerland), 14(1) (2021-01-02)
Propyl-propane thiosulfinate (PTS) and propyl-propane thiosulfonate (PTSO) are two volatile compounds derived from Allium cepa with a widely documented antimicrobial activity. The aim of this study was to evaluate their anti-candidiasis activity and the ability of its gaseous phase to
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