EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:29582 - ascomycin

Default Structure
ChEBI IDCHEBI:29582
ChEBI Nameascomycin
Stars
DefinitionA macrolide that is produced by the fermentation of Streptomyces hygroscopicus and exhibits strong immunosuppressant properties.
Last Modified15 July 2015
DownloadsMolfile
FormulaC43H69NO12
Net Charge0
Average Mass792.020
Monoisotopic Mass791.48198
SMILES[H][C@@]12O[C@@](O)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@H](/C(C)=C/[C@@H]3CC[C@@H](O)[C@H](OC)C3)[C@H](C)[C@@H](O)CC(=O)[C@H](CC)/C=C(\C)C[C@H](C)C[C@@H]1OC)[C@H](C)C[C@@H]2OC
InChIInChI=1S/C43H69NO12/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)44-16-12-11-13-31(44)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-32(45)35(22-29)52-7/h18,20,25,27-33,35-39,45-46,51H,10-17,19,21-23H2,1-9H3/b24-18+,26-20+/t25-,27+,28+,29-,30+,31-,32+,33-,35+,36-,37-,38+,39+,43+/m0/s1
InChIKeyZDQSOHOQTUFQEM-NURRSENYSA-N
Wikipedia
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
Application:
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
ChEBI Ontology
Outgoing Relation(s)
ascomycin (CHEBI:29582) has role antifungal agent (CHEBI:35718)
ascomycin (CHEBI:29582) has role bacterial metabolite (CHEBI:76969)
ascomycin (CHEBI:29582) has role immunosuppressive agent (CHEBI:35705)
ascomycin (CHEBI:29582) is a ether (CHEBI:25698)
ascomycin (CHEBI:29582) is a lactol (CHEBI:38131)
ascomycin (CHEBI:29582) is a macrolide (CHEBI:25106)
ascomycin (CHEBI:29582) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-8-ethyl-5,19-dihydroxy-3-{(1E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl}-14,16-dimethoxy-4,10,12,18-tetramethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-3H-15,19-epoxypyrido[2,1-c][1,4]oxazacyclotricosine-1,7,20,21(4H,23H)-tetrone
Synonyms  Source
FK 520ChemIDplus
FK520KEGG COMPOUND
FR 900520ChemIDplus
ImmunomycinKEGG COMPOUND
L 683590ChemIDplus
Manual XrefsDatabases
AscomycinWikipedia
C00017631KNApSAcK
C12102KEGG COMPOUND
Registry NumbersSources
Reaxys:5372600Reaxys
CAS:104987-12-4ChemIDplus
CAS:104987-12-4KEGG COMPOUND
Citations