CHEBI:167665 - MP-A08

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ChEBI Name MP-A08
ChEBI ID CHEBI:167665
Definition A sulfonamide that consists of two moieties of 4-methyl-N-phenylbenzenesulfonamide connected to each other at position 2 by an aldimine linker. It is a ATP-competitive inhibitor of sphingosine kinase that targets both SK1 and SK2 (Ki values of 27 μM and 6.9 μM, respectively) and exhibits anti-cancer properties.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter R. Stephan
Supplier Information
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Formula C27H25N3O4S2
Net Charge 0
Average Mass 519.630
Monoisotopic Mass 519.12865
InChI InChI=1S/C27H25N3O4S2/c1-20-11-15-23(16-12-20)35(31,32)29-25-8-4-3-7-22(25)19-28-26-9-5-6-10-27(26)30-36(33,34)24-17-13-21(2)14-18-24/h3-19,29-30H,1-2H3
InChIKey FLDBNMYJUMAXDQ-UHFFFAOYSA-N
SMILES [H]C(=NC1=CC=CC=C1NS(=O)(=O)C1=CC=C(C)C=C1)C1=CC=CC=C1NS(=O)(=O)C1=CC=C(C)C=C1
Roles Classification
Biological Role(s): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
EC 2.7.1.91 (sphingosine kinase) inhibitor
An EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitor that interferes with the action of sphinganine kinase (EC 2.7.1.91).
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing MP-A08 (CHEBI:167665) has role angiogenesis inhibitor (CHEBI:48422)
MP-A08 (CHEBI:167665) has role antineoplastic agent (CHEBI:35610)
MP-A08 (CHEBI:167665) has role apoptosis inducer (CHEBI:68495)
MP-A08 (CHEBI:167665) has role EC 2.7.1.91 (sphingosine kinase) inhibitor (CHEBI:78760)
MP-A08 (CHEBI:167665) is a aldimine (CHEBI:33271)
MP-A08 (CHEBI:167665) is a sulfonamide (CHEBI:35358)
MP-A08 (CHEBI:167665) is a toluenes (CHEBI:27024)
IUPAC Name
4-methyl-N-{2-[(2-{[(4-methylphenyl)sulfonyl]amino}benzylidene)amino]phenyl}benzenesulfonamide
Synonyms Sources
4-methyl-N-[2-[[2-[(4-methylphenyl)sulfonylamino]phenyl]iminomethyl]phenyl]benzenesulfonamide ChEBI
MP A08 ChEBI
MPA08 ChEBI
Manual Xref Database
24832025 ChemSpider
View more database links
Registry Number Type Source
219832-49-2 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
25788259 PubMed citation SUBMITTER
26822263 PubMed citation Europe PMC
Last Modified
19 March 2021