Fusidic acid hemihydrateProduct ingredient for Fusidic acid

Name

Fusidic acid hemihydrate

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.

See full entry for Fusidic acid

Accession Number

DBSALT002972

Structure

Similar Structures

Synonyms

Fusidic acid (hemihydrate) / Fusidic acid hemihydrate

UNII

W540G73230

CAS Number

172343-30-5

Weight

Average: 1051.453
Monoisotopic: 1050.700743216

Chemical Formula

C₆₂H₉₈O₁₃

InChI Key

CSXHKOSAWQTJBT-YDYKLMMDSA-N

InChI

InChI=1S/2C31H48O6.H2O/c2*1-17(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;/h2*9,18,21-25,27,33-34H,8,10-16H2,1-7H3,(H,35,36);1H2/b2*26-20-;/t2*18-,21-,22-,23+,24+,25-,27-,29-,30-,31-;/m00./s1

IUPAC Name

bis(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-enoic acid) hydrate

SMILES

O.[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.[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

External Links

ChemSpider: 30791485

Predicted Properties

Property	Value	Source
Water Solubility	0.00521 mg/mL	ALOGPS
logP	4.97	ALOGPS
logP	4.42	Chemaxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	4.46	Chemaxon
pKa (Strongest Basic)	-0.2	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	5	Chemaxon
Hydrogen Donor Count	3	Chemaxon
Polar Surface Area	104.06 Å²	Chemaxon
Rotatable Bond Count	12	Chemaxon
Refractivity	144.12 m³·mol^-1	Chemaxon
Polarizability	59.72 Å³	Chemaxon
Number of Rings	8	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Fusidic acid hemihydrateProduct ingredient for Fusidic acid

Structure for Fusidic acid hemihydrate (DBSALT002972)