Fucidate sodiumProduct ingredient for Fusidic acid

Name
Fucidate sodium
Drug Entry
Fusidic acid

An antibiotic isolated from the fermentation broth of Fusidium coccineum. (From Merck Index, 11th ed) It acts by inhibiting translocation during protein synthesis. It is often used topically in creams and eyedrops but is available in systemic formulations including tablets and injections.

Accession Number
DBSALT000340
Structure
Thumb
Synonyms
Fusidate sodium / Fusidic acid, sodium salt / Sodium fusidate
External IDs
CEM-102 / ZN 6-NA
UNII
J7P3696BCQ
CAS Number
751-94-0
Weight
Average: 538.701
Monoisotopic: 538.32703351
Chemical Formula
C31H47NaO6
InChI Key
HJHVQCXHVMGZNC-JCJNLNMISA-M
InChI
InChI=1S/C31H48O6.Na/c1-17(2)9-8-10-20(28(35)36)26-22-15-24(34)27-29(5)13-12-23(33)18(3)21(29)11-14-30(27,6)31(22,7)16-25(26)37-19(4)32;/h9,18,21-25,27,33-34H,8,10-16H2,1-7H3,(H,35,36);/q;+1/p-1/b26-20-;/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-;/m0./s1
IUPAC Name
sodium 2-[(1Z,2S,3aS,3bS,5aS,6S,7R,9aS,9bS,10R,11aR)-2-(acetyloxy)-7,10-dihydroxy-3a,3b,6,9a-tetramethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-ylidene]-6-methylhept-5-enoate
SMILES
[Na+].[H][C@@]12C[C@@H](O)[C@@]3([H])[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@]4([H])CC[C@]3(C)[C@@]1(C)C[C@H](OC(C)=O)\C2=C(\CCC=C(C)C)C([O-])=O
Human Metabolome Database
HMDB0015570
KEGG Compound
C06694
PubChem Compound
3000226
ChemSpider
2298842
BindingDB
58924
ChEBI
29013
ChEMBL
CHEMBL1256987
PharmGKB
PA164749648
PDBe Ligand
FUA
Predicted Properties
PropertyValueSource
Water Solubility0.00437 mg/mLALOGPS
logP4.57ALOGPS
logP4.42ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)4.46ChemAxon
pKa (Strongest Basic)-0.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area106.89 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity154.96 m3·mol-1ChemAxon
Polarizability59.32 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon