CHEBI:45906 - suramin

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ChEBI Name suramin
ChEBI ID CHEBI:45906
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45904, CHEBI:9363
Supplier Information
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Formulae C51H40N6O23S6
C51H40N6O23S6
Net Charge 0
Average Mass 1297.260
Monoisotopic Mass 1296.04691
InChI InChI=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)
InChIKey FIAFUQMPZJWCLV-UHFFFAOYSA-N
SMILES C12=C(C=C(C=C1C(=CC=C2NC(C3=CC=C(C(NC(C=4C=CC=C(NC(NC5=CC=CC(C(NC=6C(=CC=C(C(NC=7C8=C(C=C(C=C8C(=CC7)S(O)(=O)=O)S(O)(=O)=O)S(O)(=O)=O)=O)C6)C)=O)=C5)=O)C4)=O)=C3)C)=O)S(O)(=O)=O)S(O)(=O)=O)S(O)(=O)=O
Roles Classification
Biological Role(s): 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.
GABA-gated chloride channel antagonist

GABA antagonist
A compound that inhibits the action of gamma-aminobutyric acid.
apoptosis inhibitor
Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
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).
trypanocidal drug
A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
Application(s): GABA antagonist
A compound that inhibits the action of gamma-aminobutyric acid.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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.
trypanocidal drug
A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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)
IUPAC Name
8,8'-{carbonylbis[imino-3,1-phenylenecarbonylimino(4-methyl-3,1-phenylene)carbonylimino]}dinaphthalene-1,3,5-trisulfonic acid
Synonyms Sources
8,8'-[CARBONYLBIS[IMINO-3,1-PHENYLENECARBONYLIMINO(4-METHYL-3,1-PHENYLENE)CARBONYLIMINO]]BIS-1,3,5-NAPHTHALENETRISULFONIC ACID PDBeChem
Belganyl ChemIDplus
Naganol ChemIDplus
Naphuride ChemIDplus
Suramin KEGG COMPOUND
Manual Xrefs Databases
2966 DrugCentral
C07974 KEGG COMPOUND
DB04786 DrugBank
LSM-5775 LINCS
SVR PDBeChem
View more database links
Registry Numbers Types Sources
145-63-1 CAS Registry Number KEGG COMPOUND
145-63-1 CAS Registry Number ChemIDplus
3230873 Beilstein Registry Number ChemIDplus
8185304 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
11549724 PubMed citation Europe PMC
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8769855 PubMed citation Europe PMC
IND606744035 Agricola citation Europe PMC
Last Modified
25 February 2020