Fidaxomicin
Molecular Formula
C52H74Cl2O18
M.W.
1 058.00
CAS number
873857-62-6
MSDS
Source
Dactylosporangium aurantiacum (An Actinobecterium)
Fermentek product Code
FID-001
Brand/grade
For research
Appearance
White to Off-White powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
160°C-170°C
Solubility test
Clear colorless to faint yellow solution at 1mg/ml of DMSO;
Clear colorless to faint yellow solution at 5 mg/ml of Methanol
Names and identifiers

Synonyms:

  • Dificid,
  • Dificlir, 
  • Clostomicin B1,
  • lipiarmicin,
  • lipiarmycin,
  • lipiarmycin A3, 
  • tiacumicin B

Chemical names:

IUPAC:   [(2R,3S,4S,5S,6R)-6-[[(3E,5E,8S,9E,11S,12R,13E,15E,18S)-12-[(2R,3S,4R,5S)-3,4-dihydroxy-6,6-dimethyl-5-(2-methylpropanoyloxy)oxan-2-yl]oxy-11-ethyl-8-hydroxy-18-[(1R)-1-hydroxyethyl]-9,13,15-trimethyl-2-oxo-1-oxacyclooctadeca-3,5,9,13,15-pentaen-3-yl]methoxy]-4-hydroxy-5-methoxy-2-methyloxan-3-yl] 3,5-dichloro-2-ethyl-4,6-dihydroxybenzoate

RTECS#  Not available

EU number
692-555-6
Chemical name
Fidaxomicin
Description

Fidaxomicin is a narrow spectrum macrocyclic antibiotic, sourced from actinomycete Dactylosporangium aurantiacum. Fidaxomicin is non-systemic, meaning it is minimally absorbed into the bloodstream. This anti-bacterial agent  selectively acts against pathogenic Clostridium difficile bacteria which may infect the colon, while causing minimal damage to the natural intestinal microbial flora.

InChl Key
ZVGNESXIJDCBKN-UUEYKCAUSA-N
Canonical SMILES
CCC1C=C(C(CC=CC=C(C(=O)OC(CC=C(C=C(C1OC2C(C(C(C(O2)(C)C)OC(=O)C(C)C)O)O)C)C)C(C)O)COC3C(C(C(C(O3)C)OC(=O)C4=C(C(=C(C(=C4O)Cl)O)Cl)CC)O)OC)O)C
Isomeric SMILES
CC[C@H]1/C=C(/[C@H](C/C=C/C=C(/C(=O)O[C@@H](C/C=C(/C=C(/[C@@H]1O[C@H]2[C@H]([C@H]([C@@H](C(O2)(C)C)OC(=O)C(C)C)O)O)\C)\C)[C@@H](C)O)\CO[C@H]3[C@H]([C@H]([C@@H]([C@H](O3)C)OC(=O)C4=C(C(=C(C(=C4O)Cl)O)Cl)CC)O)OC)O)\C
Solubility ( literature )

Reportedly, Fidaxomicin is soluble in CHCl3(10 mg/ml), methanol(10 mg/ml), DMSO(1mg/ml); poor water solubility.

Compound Classification

UNSPSC:

 

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Other vendors may recommend higher temperatures for storage.
Retest time
3 Years
Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Ingredient type
Fermentek product
Shipped at ambient temperature
Transport safety: Not Dangerous Goods; Not Regulated
Available since
Title
depreciated CAS
Value
55352-58-4, 56645-60-4, 750595-89-2
Signal to sort
F