CHEBI:474180 - caspofungin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name caspofungin
ChEBI ID CHEBI:474180
Definition A semisynthetic cyclic hexapeptide echinocandin antibiotic which exerts its effect by inhibiting the synthesis of 1,3-β-D-glucan, an integral component of the fungal cell wall.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:599509
Supplier Information
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Formula C52H88N10O15
Net Charge 0
Average Mass 1093.315
Monoisotopic Mass 1092.643
InChI InChI=1S/C52H88N10O15/c1-5-28(2)24-29(3)12-10-8-6-7-9-11-13-39(69)56-34-26-38(68)46(55-22-21-54)60-50(75)43-37(67)19-23-61(43)52(77)41(36(66)18-20-53)58-49(74)42(45(71)44(70)31-14-16-32(64)17-15-31)59-48(73)35-25-33(65)27-62(35)51(76)40(30(4)63)57-47(34)72/h14-17,28-30,33-38,40-46,55,63-68,70-71H,5-13,18-27,53-54H2,1-4H3,(H,56,69)(H,57,72)(H,58,74)(H,59,73)(H,60,75)/t28-,29+,30+,33+,34-,35-,36+,37-,38+,40-,41-,42-,43-,44-,45-,46-/m0/s1
InChIKey JYIKNQVWKBUSNH-WVDDFWQHSA-N
SMILES [C@@]12(N(C[C@@H](C1)O)C([C@H]([C@@H](C)O)NC(=O)[C@](C[C@H]([C@@H](NCCN)NC([C@@H]3[C@H](CCN3C([C@H]([C@@H](CCN)O)NC(=O)[C@H]([C@@H]([C@H](C4=CC=C(C=C4)O)O)O)NC2=O)=O)O)=O)O)(NC(CCCCCCCC[C@H](C[C@H](CC)C)C)=O)[H])=O)[H]
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
(via antibiotic antifungal agent )
antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
(via antibiotic antifungal drug )
Application(s): antiinfective agent
A substance used in the prophylaxis or therapy of infectious diseases.
antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
(via antibiotic antifungal drug )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing caspofungin (CHEBI:474180) has functional parent pneumocandin B0 (CHEBI:131609)
caspofungin (CHEBI:474180) has role antiinfective agent (CHEBI:35441)
caspofungin (CHEBI:474180) is a antibiotic antifungal drug (CHEBI:87113)
caspofungin (CHEBI:474180) is a echinocandin (CHEBI:57248)
caspofungin (CHEBI:474180) is a homodetic cyclic peptide (CHEBI:24613)
caspofungin (CHEBI:474180) is a semisynthetic derivative (CHEBI:72588)
Incoming caspofungin acetate (CHEBI:59900) has part caspofungin (CHEBI:474180)
IUPAC Name
(10R,12S)-N-{(2R,6S,9S,11R,12S,14aS,15S,20S,23S,25aS)-12-[(2-aminoethyl)amino]-20-[(1R)-3-amino-1-hydroxypropyl]-23-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-2,11,15-trihydroxy-6-[(1R)-1-hydroxyethyl]-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13,16]hexaazacyclohenicosin-9-yl}-10,12-dimethyltetradecanamide
INN Source
caspofungin ChemIDplus
Synonyms Sources
(4R,5S)-5-((2-aminoethyl)amino)-N2-(10,12-dimethyltetradecanoyl)-4-hydroxy-L-ornithyl-L-threonyl-trans-4-hydroxy-L-prolyl-(S)-4-hydroxy-4-(p-hydroxyphenyl)-L-threonyl-threo-3-hydroxy-L-ornithyl-trans-3-hydroxy-L-proline cyclic (6-1)-peptide ChemIDplus
1-[(4R,5S)-5-[(2-aminoethyl)amino]-N2-(10,12-dimethyl-1-oxotetradecyl)-4-hydroxy-L-ornithine]-5-[(3R)-3-hydroxy-L-ornithine]-pneumocandin B0 ChEBI
Caspofungin ChEMBL
Manual Xrefs Databases
2977 DrugCentral
D07626 KEGG DRUG
DB00520 DrugBank
US5378804 Patent
WO9421677 Patent
View more database links
Registry Numbers Types Sources
162808-62-0 CAS Registry Number KEGG DRUG
162808-62-0 CAS Registry Number ChemIDplus
8471798 Beilstein Registry Number Beilstein
Citation Waiting for Citations Type Source
24270605 PubMed citation Europe PMC
Last Modified
22 February 2017