CHEBI:90748 - O-(chloroacetylcarbamoyl)fumagillol

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name O-(chloroacetylcarbamoyl)fumagillol
ChEBI ID CHEBI:90748
ChEBI ASCII Name O-(chloroacetylcarbamoyl)fumagillol
Definition A carbamate ester that is fumagillol in which the hydroxy group has been converted to the corresponding N-(chloroacetyl)carbamate derivative.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:47708
Supplier Information
Download Molfile XML SDF
Formula C19H28ClNO6
Net Charge 0
Average Mass 401.882
Monoisotopic Mass 401.16052
InChI InChI=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
InChIKey MSHZHSPISPJWHW-PVDLLORBSA-N
SMILES [C@]1([C@]2(O[C@@]2(CC=C(C)C)[H])C)([H])[C@H](OC)[C@@H](CC[C@]13CO3)OC(=O)NC(=O)CCl
Roles Classification
Biological Role(s): methionine aminopeptidase 2 inhibitor
Any methionyl aminopeptidase inhibitor that inhibits the action of methionyl aminopeptidase 2.
retinoic acid receptor alpha antagonist
A retinoic acid receptor antagonist that antagonises retinoic acid receptor alpha.
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).
Application(s): retinoic acid receptor alpha antagonist
A retinoic acid receptor antagonist that antagonises retinoic acid receptor alpha.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(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 ESTER PDBeChem
Agm 1470 ChemIDplus
AGM-1470 ChEBI
DRG-0148 ChemIDplus
O-chloroacetylcarbamoylfumagillol ChemIDplus
TNP 470 ChemIDplus
TNP-470 ChEBI
Manual Xrefs Databases
DB08633 DrugBank
LSM-37119 LINCS
TN4 PDBeChem
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Registry Numbers Types Sources
129298-91-5 CAS Registry Number ChemIDplus
5358869 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11291554 PubMed citation Europe PMC
12114444 PubMed citation Europe PMC
15736572 PubMed citation Europe PMC
22510957 PubMed citation Europe PMC
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26369821 PubMed citation Europe PMC
8616900 PubMed citation Europe PMC
8806471 PubMed citation Europe PMC
9059342 PubMed citation Europe PMC
9876375 PubMed citation Europe PMC
Last Modified
24 August 2016