CHEBI:24624 - hycanthone mesylate

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name hycanthone mesylate
ChEBI ID CHEBI:24624
Definition A methanesulfonate salt resulting from the reaction of equimolar amounts of hycanthone and methanesulfonic acid. It was formerly used as a schistosomicide for individual or mass treatement of infection with Schistosoma haematobium and S. mansoni, but due to its toxicity and concern about possible carcinogenicity, it has been replaced by other drugs such as praziquantel.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C21H28N2O5S2
Net Charge 0
Average Mass 452.58700
Monoisotopic Mass 452.14396
InChI InChI=1S/C20H24N2O2S.CH4O3S/c1-3-22(4-2)12-11-21-16-10-9-14(13-23)20-18(16)19(24)15-7-5-6-8-17(15)25-20;1-5(2,3)4/h5-10,21,23H,3-4,11-13H2,1-2H3;1H3,(H,2,3,4)
InChIKey LOEQGPPJCCUXEJ-UHFFFAOYSA-N
SMILES CS(O)(=O)=O.CCN(CC)CCNc1ccc(CO)c2sc3ccccc3c(=O)c12
Roles Classification
Biological Role(s): mutagen
An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
alkylating agent
Highly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases.
Application(s): schistosomicide drug
Drugs that used to treat infestations by flukes (trematodes) of the genus Schistosoma.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing hycanthone mesylate (CHEBI:24624) has part hycanthone(1+) (CHEBI:67141)
hycanthone mesylate (CHEBI:24624) has role alkylating agent (CHEBI:22333)
hycanthone mesylate (CHEBI:24624) has role mutagen (CHEBI:25435)
hycanthone mesylate (CHEBI:24624) has role schistosomicide drug (CHEBI:38941)
hycanthone mesylate (CHEBI:24624) is a methanesulfonate salt (CHEBI:38037)
IUPAC Name
1-{[2-(diethylamino)ethyl]amino}-4-(hydroxymethyl)-10H-dibenzo[b,e]thiopyran-10-one methanesulfonate
Synonyms Sources
hycanthone methanesulfonate ChemIDplus
hycanthone methanesulphonate ChemIDplus
hycanthone monomesylate ChEBI
hycanthone monomethanesulfonate ChemIDplus
hycanthone monomethanesulphonate ChemIDplus
N,N-diethyl-2-{[4-(hydroxymethyl)-10-oxo-10H-dibenzo[b,e]thiopyran-1-yl]amino}ethanaminium methanesulfonate IUPAC
N-[2-(diethylamino)ethyl]-4-methoxy-9-oxoxanthene-1-amine monomethanesulfonate ChEBI
Brand Name Source
Etrenol ChEBI
Manual Xref Database
C19432 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
23255-93-8 CAS Registry Number ChemIDplus
4096157 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1206768 PubMed citation Europe PMC
1618027 PubMed citation Europe PMC
2266978 PubMed citation Europe PMC
2499511 PubMed citation Europe PMC
2503417 PubMed citation Europe PMC
3104567 PubMed citation Europe PMC
6408464 PubMed citation Europe PMC
6815525 PubMed citation Europe PMC
8375330 PubMed citation Europe PMC
Last Modified
15 August 2012