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CHEBI:90748 - O-(chloroacetylcarbamoyl)fumagillol

Default Structure
ChEBI IDCHEBI:90748
ChEBI NameO-(chloroacetylcarbamoyl)fumagillol
Stars
ASCII NameO-(chloroacetylcarbamoyl)fumagillol
DefinitionA carbamate ester that is fumagillol in which the hydroxy group has been converted to the corresponding N-(chloroacetyl)carbamate derivative.
Secondary ChEBI IDCHEBI:47708
Last Modified24 August 2016
SubmitterGareth Owen
DownloadsMolfile
FormulaC19H28ClNO6
Net Charge0
Average Mass401.887
Monoisotopic Mass401.16052
SMILES[H][C@]1([C@@]2(C)O[C@]2([H])CC=C(C)C)[C@H](OC)[C@H](OC(=O)NC(=O)CCl)CC[C@]12CO2
InChIInChI=1S/C19H28ClNO6/c1-11(2)5-6-13-18(3,27-13)16-15(24-4)12(7-8-19(16)10-25-19)26-17(23)21-14(22)9-20/h5,12-13,15-16H,6-10H2,1-4H3,(H,21,22,23)/t12-,13-,15-,16-,18+,19+/m1/s1
InChIKeyMSHZHSPISPJWHW-PVDLLORBSA-N
Roles Classification
Biological Roles:
retinoic acid receptor alpha antagonist  A retinoic acid receptor antagonist that antagonises retinoic acid receptor α.
methionine aminopeptidase 2 inhibitor  Any methionyl aminopeptidase inhibitor that inhibits the action of methionyl aminopeptidase 2.
EC 1.5.1.3 (dihydrofolate reductase) inhibitor  An EC 1.5.1.* (oxidoreductase acting on donor CH-NH group, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of dihydrofolate reductase (EC 1.5.1.3).
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
retinoic acid receptor alpha antagonist  A retinoic acid receptor antagonist that antagonises retinoic acid receptor α.
angiogenesis inhibitor  An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
ChEBI Ontology
Outgoing Relation(s)
O-(chloroacetylcarbamoyl)fumagillol (CHEBI:90748) has functional parent fumagillol (CHEBI:324935)
O-(chloroacetylcarbamoyl)fumagillol (CHEBI:90748) has role angiogenesis inhibitor (CHEBI:48422)
O-(chloroacetylcarbamoyl)fumagillol (CHEBI:90748) has role antineoplastic agent (CHEBI:35610)
O-(chloroacetylcarbamoyl)fumagillol (CHEBI:90748) has role EC 1.5.1.3 (dihydrofolate reductase) inhibitor (CHEBI:50683)
O-(chloroacetylcarbamoyl)fumagillol (CHEBI:90748) has role methionine aminopeptidase 2 inhibitor (CHEBI:73361)
O-(chloroacetylcarbamoyl)fumagillol (CHEBI:90748) has role retinoic acid receptor α antagonist (CHEBI:90713)
O-(chloroacetylcarbamoyl)fumagillol (CHEBI:90748) is a carbamate ester (CHEBI:23003)
O-(chloroacetylcarbamoyl)fumagillol (CHEBI:90748) is a organochlorine compound (CHEBI:36683)
O-(chloroacetylcarbamoyl)fumagillol (CHEBI:90748) is a semisynthetic derivative (CHEBI:72588)
O-(chloroacetylcarbamoyl)fumagillol (CHEBI:90748) is a sesquiterpenoid (CHEBI:26658)
O-(chloroacetylcarbamoyl)fumagillol (CHEBI:90748) is a spiro-epoxide (CHEBI:133131)
IUPAC Name 
(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl (chloroacetyl)carbamate
Synonyms  Source
Agm 1470ChemIDplus
AGM-1470ChEBI
(CHLOROACETYL)CARBAMIC ACID (3R,4S,5S,5R)-5-METHOXY-4-[(2R,3R)-2-METHYL-3-(3-METHYL-2-BUTENYL)OXIRANYL]-1-OXASPIRO[2.5]OCT-6-YL ESTERPDBeChem
DRG-0148ChemIDplus
O-chloroacetylcarbamoylfumagillolChemIDplus
TNP 470ChemIDplus
Manual XrefsDatabases
DB08633DrugBank
LSM-37119LINCS
TN4PDBeChem
Registry NumbersSources
Reaxys:5358869Reaxys
CAS:129298-91-5ChemIDplus
Citations