CHEBI:34858 - mupirocin calcium hydrate

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ChEBI Name mupirocin calcium hydrate
ChEBI ID CHEBI:34858
Definition A hydrate that is the dihydrate form of mupirocin calcium. It is an antibacterial drug used for the treatment of skin infections such as impetigo caused by Staphylococcus aureus and meticillin-resistant Staphylococcus aureus (MRSA).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C26H43O9.C26H43O9.H2O.H2O.Ca
Net Charge 0
Average Mass 1075.350
Monoisotopic Mass 1074.56514
InChI InChI=1S/2C26H44O9.Ca.2H2O/c2*1-16(13-23(30)33-11-9-7-5-4-6-8-10-22(28)29)12-20-25(32)24(31)19(15-34-20)14-21-26(35-21)17(2)18(3)27;;;/h2*13,17-21,24-27,31-32H,4-12,14-15H2,1-3H3,(H,28,29);;2*1H2/q;;+2;;/p-2/b2*16-13+;;;/t2*17-,18-,19-,20-,21-,24+,25-,26-;;;/m00.../s1
InChIKey DDHVILIIHBIMQU-YJGQQKNPSA-L
SMILES [C@H]1([C@@H]([C@H](CO[C@H]1C\C(=C\C(OCCCCCCCCC([O-])=O)=O)\C)C[C@]2([C@](O2)([H])[C@@H](C)[C@H](C)O)[H])O)O.[Ca+2].O.[C@H]1([C@@H]([C@H](CO[C@H]1C\C(=C\C(OCCCCCCCCC([O-])=O)=O)\C)C[C@]2([C@](O2)([H])[C@@H](C)[C@H](C)O)[H])O)O.O
Roles Classification
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
protein synthesis inhibitor
A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
antiinfective agent
A substance used in the prophylaxis or therapy of infectious diseases.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing mupirocin calcium hydrate (CHEBI:34858) has part mupirocin calcium (anhydrous) (CHEBI:145818)
mupirocin calcium hydrate (CHEBI:34858) has role antibacterial drug (CHEBI:36047)
mupirocin calcium hydrate (CHEBI:34858) has role antiinfective agent (CHEBI:35441)
mupirocin calcium hydrate (CHEBI:34858) has role protein synthesis inhibitor (CHEBI:48001)
mupirocin calcium hydrate (CHEBI:34858) is a hydrate (CHEBI:35505)
IUPAC Name
calcium bis[9-({(2E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-({(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl}methyl)tetrahydro-2H-pyran-2-yl]-3-methylbut-2-enoyl}oxy)nonanoate]—water (1/2)
Synonyms Sources
BRL 4910F ChemIDplus
BRL-4910F ChemIDplus
calcium bis[9-({(2E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-({(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl}methyl)tetrahydro-2H-pyran-2-yl]-3-methylbut-2-enoyl}oxy)nonanoate] dihydrate IUPAC
mupirocin calcium
Note: (2020-01-17) Synonym is ambiguous and used by some chemical suppliers to mean the dihydrate form.
 KEGG DRUG
mupirocin calcium 2H2O ChEBI
mupirocin calcium dihydrate KEGG DRUG
mupirocin calcium hydrate ChemIDplus
Brand Names Sources
Bactroban KEGG DRUG
Turixin ChemIDplus
Manual Xrefs Databases
D02195 KEGG DRUG
DBSALT001049 DrugBank
US2011015413 Patent
View more database links
Registry Number Type Source
115074-43-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10457937 PubMed citation Europe PMC
11831004 PubMed citation Europe PMC
12410222 PubMed citation Europe PMC
12599924 PubMed citation Europe PMC
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16312457 PubMed citation Europe PMC
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19496730 PubMed citation Europe PMC
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8273207 PubMed citation Europe PMC
8629629 PubMed citation Europe PMC
8629630 PubMed citation Europe PMC
9331438 PubMed citation Europe PMC
9584803 PubMed citation Europe PMC
9950412 PubMed citation Europe PMC
Last Modified
17 January 2020