FUA

FUSIDIC ACID

Created:	1999-07-08
Last modified:	2011-06-04

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23 entries where FUA is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	85
Chiral Atom Count	10
Bond Count	88
Aromatic Bond Count	0

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Chemical Component Summary
Name	FUSIDIC ACID
Systematic Name (OpenEye OEToolkits)	(2Z)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetyloxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methyl-hept-5-enoic acid
Formula	C₃₁ H₄₈ O₆
Molecular Weight	516.709
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)/C(=C2/C1CC(O)C3C(C1(CC2OC(=O)C)C)(C)CCC4C(C)C(O)CCC34C)CC\C=C(/C)C
SMILES	CACTVS	3.341	C[CH]1[CH](O)CC[C]2(C)[CH]1CC[C]3(C)[CH]2[CH](O)C[CH]4C([CH](C[C]34C)OC(C)=O)=C(CCC=C(C)C)C(O)=O
SMILES	OpenEye OEToolkits	1.5.0	CC1C2CCC3(C(C2(CCC1O)C)C(CC4C3(CC(C4=C(CCC=C(C)C)C(=O)O)OC(=O)C)C)O)C
Canonical SMILES	CACTVS	3.341	C[C@@H]1[C@H](O)CC[C@@]2(C)[C@H]1CC[C@@]3(C)[C@H]2[C@H](O)C[C@H]4\C([C@H](C[C@]34C)OC(C)=O)=C(/CCC=C(C)C)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C[C@H]1[C@@H]2CC[C@]3([C@H]([C@]2(CC[C@H]1O)C)[C@@H](C[C@@H]\4[C@@]3(C[C@@H](/C4=C(/CCC=C(C)C)\C(=O)O)OC(=O)C)C)O)C
InChI	InChI	1.03	InChI=1S/C31H48O6/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)/b26-20-/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-/m0/s1
InChIKey	InChI	1.03	IECPWNUMDGFDKC-MZJAQBGESA-N

Drug Info: DrugBank

DrugBank ID	DB02703
Name	Fusidic acid
Groups	approved investigational
Description	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.
Synonyms	Fucidate Fusidine Acido fusidico Acidum fusidicum Fucidate sodium Fusidic acid Fucidin acid Fusidic acid hemihydrate Fusidate Ramycin Acide fusidique
Brand Names	Taro-fusidic Acid Fucidin Intertulle 2% Fucidin Ointment 2% Fucidin Fucibet Fucidin Leo Injection Kit Fucidin Leo Sus 246mg/5ml Fucidin Cream 2% Fucithalmic Fucidin Film Coated Tab 250mg Fucidin H
Indication	For the treatment of bacterial infections.
Categories	Agents Causing Muscle Toxicity Anti-Bacterial Agents Anti-Infective Agents Antibacterials for Systemic Use Antibiotics for Topical Use Antiinfectives for Systemic Use BCRP/ABCG2 Inhibitors BSEP/ABCB11 Inhibitors Cholestadienes Cholestadienols Cholestanes Cholestenes Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (moderate) Cytochrome P-450 CYP2D6 Substrates Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (moderate) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Dermatologicals Enzyme Inhibitors Fused-Ring Compounds Lipids Medicated Dressings Medicated Dressings With Antiinfectives Membrane Lipids OATP1B1/SLCO1B1 Inhibitors Ophthalmologicals Other Miscellaneous Antibacterial Agents Protein Synthesis Inhibitors Sensory Organs Steroid Antibacterials Steroids Sterols UGT1A1 Substrates
ATC-Code	S01AA13 D09AA02 J01XC01 D06AX01
CAS number	6990-06-3

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Elongation factor G	MAVKVEYDLKRLRNIGIAAHIDAGKTTTTERILYYTGRIHKIGEVHEGAA...	unknown	inhibitor
Chloramphenicol acetyltransferase	MEKKITGYTTVDISQWHRKEHFEAFQSVAQCTYNQTVQLDITAFLKTVKK...	unknown	inhibitor
Chloramphenicol acetyltransferase 3	MNYTKFDVKNWVRREHFEFYRHRLPCGFSLTSKIDITTLKKSLDDSAYKF...	unknown	inhibitor
Cytochrome P450 2D6	MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...	unknown	substrate,inhibitor
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	substrate,inhibitor
UDP-glucuronosyltransferase 1-1	MAVESQGGRPLVLGLLLCVLGPVVSHAGKILLIPVDGSHWLSMLGAIQQL...	unknown	substrate
Bile salt export pump	MSDSVILRSIKKFGEENDGFESDKSYNNDKKSRLQDEKKGDGVRVGFFQL...	unknown	inhibitor
Canalicular multispecific organic anion transporter 1	MLEKFCNSTFWNSSFLDSPEADLPLCFEQTVLVWIPLGYLWLLAPWQLLH...	unknown	inhibitor
ATP-binding cassette sub-family G member 2	MSSSNVEVFIPVSQGNTNGFPATASNDLKAFTEGAVLSFHNICYRVKLKS...	unknown	inhibitor
Solute carrier organic anion transporter family member 1B1	MDQNQHLNKTAEAQPSENKKTRYCNGLKMFLAALSLSFIAKTLGAIIMKS...	unknown
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682