CHEBI:45906 - suramin

ChEBI IDCHEBI:45906
ChEBI Namesuramin
Stars
DefinitionA member of the class of phenylureas that is urea in which each of the amino groups has been substituted by a 3-({2-methyl-5-[(4,6,8-trisulfo-1-naphthyl)carbamoyl]phenyl}carbamoyl)phenyl group. An activator of both the rabbit skeletal muscle RyR1 and sheep cardiac RyR2 isoform ryanodine receptor channels, it has been used for the treatment of human African trypanosomiasis for over 100 years.
Secondary ChEBI IDsCHEBI:9363, CHEBI:45904
Last Modified15 October 2021
DownloadsMolfile
FormulaC51H40N6O23S6
Net Charge0
Average Mass1297.302
Monoisotopic Mass1296.04691
SMILESCc1ccc(C(=O)Nc2ccc(S(=O)(=O)O)c3cc(S(=O)(=O)O)cc(S(=O)(=O)O)c23)cc1NC(=O)c1cccc(NC(=O)Nc2cccc(C(=O)Nc3cc(C(=O)Nc4ccc(S(=O)(=O)O)c5cc(S(=O)(=O)O)cc(S(=O)(=O)O)c45)ccc3C)c2)c1
InChIInChI=1S/C51H40N6O23S6/c1-25-9-11-29(49(60)54-37-13-15-41(83(69,70)71)35-21-33(81(63,64)65)23-43(45(35)37)85(75,76)77)19-39(25)56-47(58)27-5-3-7-31(17-27)52-51(62)53-32-8-4-6-28(18-32)48(59)57-40-20-30(12-10-26(40)2)50(61)55-38-14-16-42(84(72,73)74)36-22-34(82(66,67)68)24-44(46(36)38)86(78,79)80/h3-24H,1-2H3,(H,54,60)(H,55,61)(H,56,58)(H,57,59)(H2,52,53,62)(H,63,64,65)(H,66,67,68)(H,69,70,71)(H,72,73,74)(H,75,76,77)(H,78,79,80)
InChIKeyFIAFUQMPZJWCLV-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
purinergic receptor P2 antagonist  An antagonist at purinergic P2 receptors
EC 2.7.11.13 (protein kinase C) inhibitor  An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of protein kinase C (EC 2.7.11.13).
GABA antagonist  A compound that inhibits the action of γ-aminobutyric acid.
apoptosis inhibitor  Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
trypanocidal drug  A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
ryanodine receptor agonist  A ryanodine receptor modulator which activates the receptor. Ryanodine receptors (RyRs) act as selective ion channels, modulating the release of calcium. Activating the receptors causes the release of calcium, so depleting internal calcium and ultimately preventing further muscle contraction.
Applications:
angiogenesis inhibitor  An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
antinematodal drug  A substance used in the treatment or control of nematode infestations.
GABA antagonist  A compound that inhibits the action of γ-aminobutyric acid.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
trypanocidal drug  A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
ChEBI Ontology
Outgoing Relation(s)
suramin (CHEBI:45906) has functional parent naphthalene-1,3,5-trisulfonic acid (CHEBI:36334)
suramin (CHEBI:45906) has role angiogenesis inhibitor (CHEBI:48422)
suramin (CHEBI:45906) has role antinematodal drug (CHEBI:35444)
suramin (CHEBI:45906) has role antineoplastic agent (CHEBI:35610)
suramin (CHEBI:45906) has role apoptosis inhibitor (CHEBI:68494)
suramin (CHEBI:45906) has role EC 2.7.11.13 (protein kinase C) inhibitor (CHEBI:37700)
suramin (CHEBI:45906) has role GABA antagonist (CHEBI:65259)
suramin (CHEBI:45906) has role GABA-gated chloride channel antagonist (CHEBI:38999)
suramin (CHEBI:45906) has role purinergic receptor P2 antagonist (CHEBI:91079)
suramin (CHEBI:45906) has role ryanodine receptor agonist (CHEBI:67114)
suramin (CHEBI:45906) has role trypanocidal drug (CHEBI:36335)
suramin (CHEBI:45906) is a naphthalenesulfonic acid (CHEBI:36336)
suramin (CHEBI:45906) is a phenylureas (CHEBI:134043)
suramin (CHEBI:45906) is a secondary carboxamide (CHEBI:140325)
suramin (CHEBI:45906) is conjugate acid of suramin(6−) (CHEBI:180911)
Incoming Relation(s)
suramin(6−) (CHEBI:180911) is conjugate base of suramin (CHEBI:45906)
IUPAC Name 
8,8'-{carbonylbis[imino-3,1-phenylenecarbonylimino(4-methyl-3,1-phenylene)carbonylimino]}dinaphthalene-1,3,5-trisulfonic acid
Synonyms  Source
8,8'-[CARBONYLBIS[IMINO-3,1-PHENYLENECARBONYLIMINO(4-METHYL-3,1-PHENYLENE)CARBONYLIMINO]]BIS-1,3,5-NAPHTHALENETRISULFONIC ACIDPDBeChem
BelganylChemIDplus
NaganolChemIDplus
NaphurideChemIDplus
SuraminKEGG COMPOUND
Manual XrefsDatabases
2966DrugCentral
5168ChemSpider
C07974KEGG COMPOUND
DB04786DrugBank
HMDB0015582HMDB
LSM-5775LINCS
SuraminWikipedia
SVRPDBeChem
Registry NumbersSources
Beilstein:3230873Beilstein
Beilstein:8185304Beilstein
CAS:145-63-1KEGG COMPOUND
CAS:145-63-1ChemIDplus
Citations