Fusidic Acid (CED0003213)

Record Information

Version

1.0

Creation Date

2016-05-25 18:28:39 UTC

Update Date

2026-05-14 17:45:42 UTC

Accession Number

CHEM022335

Identification

Common Name

Fusidic Acid

Class

Small Molecule

Description

Fusidic Acid belongs to the steroid esters, a subclass of steroids and steroid derivatives within the organic compounds. With an average molecular weight of 516.71 g/mol, Fusidic Acid is a heavy molecule with the chemical formula C31H48O6. This compound is found in or released from ten recorded sources. These include healthcare, pharmaceuticals, and veterinary products, specifically antibacterials, antiinfectives, antibiotics, and medicated dressings. It is also associated with household cleaning and consumer products, including tobacco product cases, tobacco pipes, pipe accessories, and non electric simulated smoking devices. Additionally, it is found in electrical and electronic equipment, specifically video games and antennas. Recorded exposure routes for the substance include oral, topical, intravenous, and ophthalmic administration. At the molecular level, Fusidic Acid interacts with three recorded protein targets. It acts as an inhibitor of elongation factor G (fusA), chloramphenicol acetyltransferase (cat), and chloramphenicol acetyltransferase 3 (cat3).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Fucidic acid	ChEBI
Fucidin acid	ChEBI
Fusidine	ChEBI
Ramycin	ChEBI
FA	Kegg
Fucidate	Generator
Fusidate	Generator
Diethanolamine fusidate	HMDB
Fusidate sodium	HMDB
Fusidate, sodium	HMDB
Sodium fusidate	HMDB
Acid, fusidic	HMDB
Fucithalmic	HMDB
Fusidate, silver	HMDB
Fusidic acid, sodium salt	HMDB
Sodium, fusidate	HMDB
Fusidin	HMDB
Silver fusidate	HMDB
Stanicide	HMDB
(-)-Fusidate	HMDB
Fusidic acid	MeSH

Chemical Formula

C₃₁H₄₈O₆

Average Molecular Mass

516.709 g/mol

Monoisotopic Mass

516.345 g/mol

CAS Registry Number

6990-06-3

IUPAC Name

2-[(1S,2S,5R,6S,7S,10S,11S,13S,14Z,15R,17R)-13-(acetyloxy)-5,17-dihydroxy-2,6,10,11-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-ylidene]-6-methylhept-5-enoic acid

Traditional Name

discoid

SMILES

O[C@@H]1CC[C@@]2(C)[C@@]([H])(CC[C@@]3(C)[C@@]2([H])[C@H](O)C[C@@]2([H])\C([C@@H](OC(=O)C)C[C@]32C)=C(/CCC=C(C)C)C(O)=O)[C@@H]1C

InChI Identifier

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

InChI Key

IECPWNUMDGFDKC-MZJAQBGESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid esters

Direct Parent

Steroid esters

Alternative Parents

Substituents

Steroid ester
3-hydroxysteroid
3-alpha-hydroxysteroid
11-hydroxysteroid
11-alpha-hydroxysteroid
Hydroxysteroid
Medium-chain fatty acid
Branched fatty acid
Methyl-branched fatty acid
Hydroxy fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Dicarboxylic acid or derivatives
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Alcohol
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3alpha-hydroxy steroid (CHEBI:29013 )
alpha,beta-unsaturated monocarboxylic acid (CHEBI:29013 )
sterol ester (CHEBI:29013 )
steroid acid (CHEBI:29013 )
11alpha-hydroxy steroid (CHEBI:29013 )
steroid antibiotic (CHEBI:29013 )
Prostostane and fusidane triterpenoids (LMPR0106040001 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0052 g/L	ALOGPS
logP	4.97	ALOGPS
logP	4.42	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	4.66	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	6	ChemAxon
Refractivity	144.12 m³·mol⁻¹	ChemAxon
Polarizability	59.77 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0zg3-1220920000-4fbe64cafb5b63a36495	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0002-4142039000-719400ebd8739301e695	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-05fr-0002900000-512150f35d55c73b9e09	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0000900000-eecd35dcbd3fede944c2	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0000900000-4a266f99ada066a14539	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000t-0000910000-cd6780540bd1f9be797d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-1104900000-c44f17ce63c298e75b23	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ar0-2470900000-d691a48101739910d4c8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01b9-1100940000-fa7d2449ae7aaf8dc6df	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0kg9-2402910000-b8101f870ef4c3c8ee94	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a7l-8307900000-a82ef6f5ba610321c69b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0670-0000930000-bc2ecd6f1f350fb06fb0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052r-1101900000-79e36a28e5dcfe7776ae	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0adj-5904000000-0902e38713a6d36001ff	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0uxr-0000930000-1aa8d1754461a685d391	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-9000610000-1e0c6ee7aa2357107f9f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-9103640000-a5d17cb68c815198cd76	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
938.0	Log mg/kg	[530:1700]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
306	Antibiotics	Healthcare, pharmaceuticals & veterinary products	Not Available
313	Medicated dressings	Healthcare, pharmaceuticals & veterinary products	Not Available
347	Antibacterials	Healthcare, pharmaceuticals & veterinary products	Not Available
395	Antiinfectives	Healthcare, pharmaceuticals & veterinary products	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
539	Video Games	Electrical & Electronic Equipment	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available
562	Pipe Accessories	Household cleaning & consumer products	Not Available
566	Tobacco Pipes	Household cleaning & consumer products	Not Available
567	Tobacco Product Cases	Household cleaning & consumer products	Not Available
578	Making Cigars	Industrial manufacturing & chemical processing	Not Available
616	Face Mask Cosmetics	Personal care & cosmetics	Not Available
631	Anthraquinone Dyes	Textiles, leather & furnishings	Not Available
633	Azo Dyes	Textiles, leather & furnishings	Not Available
643	Headwear	Textiles, leather & furnishings	Not Available

Pathways

1 pathway

Fusidic acid Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	ATP-binding cassette sub-family C member 2	Q63120	Rattus norvegicus	Predicted (SEA)	0.233548
Click to view 3D structure	Bile salt export pump	O70127	Rattus norvegicus	Predicted (SEA)	0.233548
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	100.348
Click to view 3D structure	Prostaglandin E synthase	O14684	Humans	Predicted (SEA)	291.078
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	36.122
Click to view 3D structure	Neurogenic locus notch homolog protein 1	Q01705	Mus musculus	Predicted (SEA)	1.40129
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	279.401
Click to view 3D structure	Ecdysone receptor	P34021	Drosophila melanogaster	Predicted (SEA)	2.41333
Click to view 3D structure	G-protein coupled bile acid receptor 1	Q8TDU6	Humans	Predicted (SEA)	242.345
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	747.975
Click to view 3D structure	11-beta-hydroxysteroid dehydrogenase 1	P28845	Humans	Predicted (SEA)	230.589
Click to view 3D structure	11-beta-hydroxysteroid dehydrogenase type 2	P80365	Humans	Predicted (SEA)	34.4872
Click to view 3D structure	Mineralocorticoid receptor	P08235	Humans	Predicted (SEA)	246.938
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	44.4519
Click to view 3D structure	Bile acid receptor	Q96RI1	Humans	Predicted (SEA)	927.496
Click to view 3D structure	Androgen receptor	P19091	Mus musculus	Predicted (SEA)	58.5426
Click to view 3D structure	Tyrosine-protein phosphatase non-receptor type 1	P18031	Humans	Predicted (SEA)	1167.82
Click to view 3D structure	CD81 antigen	P60033	Humans	Predicted (SEA)	1.47914
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	3862.72
Click to view 3D structure	Bile salt export pump	O95342	Humans	Predicted (SEA)	900.56
Click to view 3D structure	Progesterone receptor	P06401	Humans	Predicted (SEA)	858.054
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	3730.92
Click to view 3D structure	Potassium-transporting ATPase alpha chain 2	P54707	Humans	Predicted (SEA)	9.73115
Click to view 3D structure	Transient receptor potential cation channel subfamily M member 2	E9PTA2	Rattus norvegicus	Predicted (SEA)	5.99439
Click to view 3D structure	Vitamin D3 receptor	P11473	Humans	Predicted (SEA)	557.089