NPs Basic Information

Name
Fusidic Acid
Molecular Formula C31H48O6
IUPAC Name*
(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-methylhept-5-enoic acid
SMILES
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=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
IECPWNUMDGFDKC-MZJAQBGESA-N
Synonyms
fusidic acid; 6990-06-3; Fusidine; Ramycin; Fucithalmic; Fusidate; Fucidic acid; Fucidin acid; FUCIDIN; Flucidin; Fucidate; Taksta; Sodium fusidate; SQ 16,603; (-)-Fusidic acid; (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-methylhept-5-enoic acid; Anhydrous Fusidic Acid; CEM-102; NSC-56192; SQ 16603; MLS001332649; CHEBI:29013; 59XE10C19C; SMR000857101; SQ-16603; (2E)-2-[(3R,4S,5S,8S,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-methylhept-5-enoic acid; Acide fusidique; Acido fusidico; Fusidinic Acid; Acidum fusidicum; MFCD00865135; (-)-16beta-acetoxy-3alpha,11alpha-dihydroxyfusida-17(20)Z,24-diene-21-oic acid; (2Z)-2-[(3alpha,4alpha,5alpha,8alpha,9beta,11alpha,13alpha,14beta,16beta,17Z)-16-(acetyloxy)-3,11-dihydroxy-4,8,10,14-tetramethylgonan-17-ylidene]-6-methylhept-5-enoic acid; (2Z)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetoxy-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; (3alpha,4alpha,8alpha,9beta,11alpha,13alpha,14beta,16beta,17Z)-16-(Acetyloxy)-3,11-dihydroxy-29-nordammara-17(20),24-dien-21-oic acid; (Z)-2-((3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyldodecahydro-1H-cyclopenta[a]phenanthren-17(2H,10H,14H)-ylidene)-6-methylhept-5-enoic acid; 3alpha,11alpha,16beta-Trihydroxy-29-nor-8alpha,9beta,13alpha,14beta-dammara-17(20),24-dien-21-oic acid 16-acetate; Fusidic acid (USAN/INN); fusidic-acid; Fusidate Acid; 1qca; FUSIDICACID; C.A.S. 62,602; Prestwick2_000390; FUSIDIC ACID [MI]; FUSIDIC ACID [INN]; FUSIDIC ACID [USAN]; SCHEMBL25646; MLS001332650; MLS002207094; UNII-59XE10C19C; Acide fusidique [INN-French]; Acido fusidico [INN-Spanish]; Acidum fusidicum [INN-Latin]; FUSIDIC ACID [WHO-DD]; CEM102; CHEMBL374975; DTXSID0023086; Fusidic acid [USAN:INN:BAN]; BDBM58924; cid_3000226; GTPL10815; HMS2235B11; FUSIDIC ACID [EP IMPURITY]; ACT03304; EX-A3797; FUSIDIC ACID [EP MONOGRAPH]; HY-B1350; NSC56192; ZINC8143796; EINECS 230-256-0; Fusidic acid for peak identification; NSC 56192; s3971; 16-(Acetyloxy)-3,11-dihydroxy-29-nordammara-17(20),24-dien-21-oic acid; AKOS005146257; CCG-269829; DB02703; DS-3261; LMPR0106040001; NCGC00485232-01; (2Z)-2-[(17Z)-16beta-acetoxy-3alpha,11alpha-dihydroxy-4alpha,8alpha,10,14beta-tetramethyl-5alpha,9beta,13alpha-gonan-17-ylidene]-6-methylhept-5-enoic acid; 29-Nordammara-17(20),24-dien-21-oic acid, 16-(acetyloxy)-3,11-dihydroxy-, (3alpha,4alpha,8alpha,9beta,11alpha,13alpha,14beta,16beta,17Z)-; C.A.S. 62,602; Diethanolamine fusidate; CS-0013095; F1007; C06694; D04281; 990F063; EN300-22411576; Q259930; Q-201141; Fusidic acid, European Pharmacopoeia (EP) Reference Standard; Fusidic acid for peak identification, European Pharmacopoeia (EP) Reference Standard; (2Z)-2-[(3beta,4beta,5alpha,8alpha,9beta,11beta,13alpha,16beta,17Z)-16-(acetyloxy)-3,11-dihydroxy-4,8,10,14-tetramethylgonan-17-ylidene]-6-methylhept-5-enoic acid; (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-5-heptenoic acid; (2Z)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetyloxy-4,8,10,14-tetramethyl-3,11-bis(oxidanyl)-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; (3alpha,4alpha,8alpha,9beta,11alpha,13alpha,147beta,167beta,17Z)-16-(Acetyloxy)-3,11-dihydroxy-29-nordammara-17(20),24-dien-21-oic Acid; 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; 29-Nor-8.alpha.,13.alpha.,14.beta.-dammara-17(20),24-dien-21-oic acid, 3.alpha.,11.alpha.,16.beta.-trihydroxy-, 16-acetate, (Z)-; 29-Nor-8alpha,9beta,13alpha,14beta-dammara-17(20),24-dien-21-oic acid, 3alpha,11alpha,16beta-trihydroxy-, 16-acetate, (Z)-; 29-Nordammara-17(20), 16-(acetyloxy)-3,11-dihydroxy-, (3.alpha.,4.alpha.,8.alpha.,9.beta.,11.alpha.,13.alpha.,14.beta.,16.beta.,17Z)-; 29-NORDAMMARA-17(20),24-DIEN-21-OIC ACID, 16-(ACETYLOXY)-3,11-DIHYDROXY-, (3.ALPHA.,4.ALPHA.,8.ALPHA.,9.BETA.,11.ALPHA.,13.ALPHA.,14.BETA.,16.BETA.,17Z); 29-Nordammara-17(20),24-dien-21-oic acid, 16-(acetyloxy)-3,11-dihydroxy-, (3a,4a,8a,9b,11a,13a,14b,16b,17Z)-; 3.alpha.,16.beta.-Trihydroxy-29-nor-8.alpha.,9.beta.,13.alpha.,14.beta.-dammara-17(20),24-dien-21-oic acid 16-acetate
CAS 6990-06-3
PubChem CID 3000226
ChEMBL ID CHEMBL374975
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Steroids and steroid deri
        • Subclass: Steroid esters
          • Direct Parent: Steroid esters

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 516.7 ALogp: 5.5
HBD: 3 HBA: 6
Rotatable Bonds: 6 Lipinski's rule of five: Rejected
Polar Surface Area: 104.0 Aromatic Rings: 4
Heavy Atoms: 37 QED Weighted: 0.242

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.282 MDCK Permeability: 0.00002380
Pgp-inhibitor: 0.991 Pgp-substrate: 0.995
Human Intestinal Absorption (HIA): 0.025 20% Bioavailability (F20%): 0.064
30% Bioavailability (F30%): 0.168

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.821 Plasma Protein Binding (PPB): 97.22%
Volume Distribution (VD): 0.63 Fu: 5.28%

ADMET: Metabolism

CYP1A2-inhibitor: 0.013 CYP1A2-substrate: 0.113
CYP2C19-inhibitor: 0.009 CYP2C19-substrate: 0.769
CYP2C9-inhibitor: 0.019 CYP2C9-substrate: 0.114
CYP2D6-inhibitor: 0.001 CYP2D6-substrate: 0.04
CYP3A4-inhibitor: 0.237 CYP3A4-substrate: 0.133

ADMET: Excretion

Clearance (CL): 5.341 Half-life (T1/2): 0.162

ADMET: Toxicity

hERG Blockers: 0.018 Human Hepatotoxicity (H-HT): 0.494
Drug-inuced Liver Injury (DILI): 0.07 AMES Toxicity: 0.005
Rat Oral Acute Toxicity: 0.545 Maximum Recommended Daily Dose: 0.026
Skin Sensitization: 0.664 Carcinogencity: 0.412
Eye Corrosion: 0.071 Eye Irritation: 0.019
Respiratory Toxicity: 0.961
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC005283 0.810 D0X7XG 1.000
ENC005284 0.550 D0G3SH 0.313
ENC003780 0.527 D03ZTE 0.313
ENC005155 0.523 D0M4WA 0.302
ENC002467 0.518 D0OR2L 0.290
ENC003848 0.496 D04SFH 0.285
ENC001480 0.475 D0H2MO 0.276
ENC005487 0.465 D09NNA 0.276
ENC005153 0.429 D0I2SD 0.275
ENC002152 0.421 D0R2KY 0.273
*Note: the compound similarity was calculated by RDKIT.