CHEBI:38940 - sunitinib

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name sunitinib
ChEBI ID CHEBI:38940
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB4383318, eMolecules:711592, Selleckchem:Riboflavin-Vitamin-B2, ZINC000002036848
Download Molfile XML SDF
more structures >>
Wikipedia License
Riboflavin, also known as vitamin B2, is a vitamin found in food and sold as a dietary supplement. It is essential to the formation of two major coenzymes, flavin mononucleotide and flavin adenine dinucleotide. These coenzymes are involved in energy metabolism, cellular respiration, and antibody production, as well as normal growth and development. The coenzymes are also required for the metabolism of niacin, vitamin B6, and folate. Riboflavin is prescribed to treat corneal thinning, and taken orally, may reduce the incidence of migraine headaches in adults. Riboflavin deficiency is rare and is usually accompanied by deficiencies of other vitamins and nutrients. It may be prevented or treated by oral supplements or by injections. As a water-soluble vitamin, any riboflavin consumed in excess of nutritional requirements is not stored; it is either not absorbed or is absorbed and quickly excreted in urine, causing the urine to have a bright yellow tint. Natural sources of riboflavin include meat, fish and fowl, eggs, dairy products, green vegetables, mushrooms, and almonds. Some countries require its addition to grains. In its purified, solid form, it is a water-soluble yellow-orange crystalline powder. In addition to its function as a vitamin, it is used as a food coloring agent. Biosynthesis takes place in bacteria, fungi and plants, but not animals. Industrial synthesis of riboflavin was initially achieved using a chemical process, but current commercial manufacturing relies on fermentation methods using strains of fungi and genetically modified bacteria.
Read full article at Wikipedia
Formula C22H27FN4O2
Net Charge 0
Average Mass 398.47380
Monoisotopic Mass 398.21180
InChI InChI=1S/C22H27FN4O2/c1-5-27(6-2)10-9-24-22(29)20-13(3)19(25-14(20)4)12-17-16-11-15(23)7-8-18(16)26-21(17)28/h7-8,11-12,25H,5-6,9-10H2,1-4H3,(H,24,29)(H,26,28)/b17-12-
InChIKey WINHZLLDWRZWRT-ATVHPVEESA-N
SMILES CCN(CC)CCNC(=O)c1c(C)[nH]c(\C=C2/C(=O)Nc3ccc(F)cc23)c1C
Roles Classification
Biological Role(s): EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor
An EC 2.7.10.* (protein-tyrosine kinase) inhibitor that interferes with the action of receptor protein-tyrosine kinase (EC 2.7.10.1).
vascular endothelial growth factor receptor antagonist
An antagonist at the vascular endothelial growth factor receptor.
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
Application(s): angiogenesis inhibitor
An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sunitinib (CHEBI:38940) has functional parent 3-methyleneoxindole (CHEBI:17920)
sunitinib (CHEBI:38940) has role angiogenesis inhibitor (CHEBI:48422)
sunitinib (CHEBI:38940) has role antineoplastic agent (CHEBI:35610)
sunitinib (CHEBI:38940) has role EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor (CHEBI:62434)
sunitinib (CHEBI:38940) has role immunomodulator (CHEBI:50846)
sunitinib (CHEBI:38940) has role neuroprotective agent (CHEBI:63726)
sunitinib (CHEBI:38940) has role vascular endothelial growth factor receptor antagonist (CHEBI:65207)
sunitinib (CHEBI:38940) is a monocarboxylic acid amide (CHEBI:29347)
sunitinib (CHEBI:38940) is a pyrroles (CHEBI:26455)
Incoming linkable sunitinib analogue (CHEBI:39081) has functional parent sunitinib (CHEBI:38940)
sunitinib malate (CHEBI:232546) has part sunitinib (CHEBI:38940)
IUPAC Name
N-[2-(diethylamino)ethyl]-5-[(Z)-(5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide
INNs Sources
sunitinib ChEBI
sunitinibum ChEBI
Synonyms Sources
SU-11248 ChEBI
Sunitinib ChemIDplus
Sutent ChemIDplus
Manual Xrefs Databases
2544 DrugCentral
DB01268 DrugBank
HMDB0015397 HMDB
Sunitinib Wikipedia
View more database links
Registry Number Type Source
557795-19-4 CAS Registry Number ChemIDplus
Citations Types Sources
12531805 PubMed citation Europe PMC
16845442 PubMed citation Europe PMC
16916320 PubMed citation Europe PMC
17327610 PubMed citation Europe PMC
17962201 PubMed citation Europe PMC
18971320 PubMed citation Europe PMC
19830602 PubMed citation Europe PMC
20406969 PubMed citation Europe PMC
21792888 PubMed citation Europe PMC
24188025 PubMed citation Europe PMC
24393200 PubMed citation Europe PMC
24402960 PubMed citation Europe PMC
24403097 PubMed citation Europe PMC
24521256 PubMed citation Europe PMC
Last Modified
22 February 2017