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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H26O4
Molecular Weight 282.3752
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FUMAGILLOL

SMILES

CO[C@@H]1[C@H](O)CC[C@]2(CO2)[C@H]1[C@@]3(C)O[C@@H]3CC=C(C)C

InChI

InChIKey=CEVCTNCUIVEQOY-JQOWZUPLSA-N
InChI=1S/C16H26O4/c1-10(2)5-6-12-15(3,20-12)14-13(18-4)11(17)7-8-16(14)9-19-16/h5,11-14,17H,6-9H2,1-4H3/t11-,12-,13-,14-,15+,16+/m1/s1

HIDE SMILES / InChI

Molecular Formula C16H26O4
Molecular Weight 282.3752
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Remodeling of fumagillol: discovery of an oxygen-directed oxidative Mannich reaction.
2014-02-07
Design, synthesis and evaluation of a cellular stable and detectable biotinylated fumagillin probe and investigation of cell permeability of fumagillin and its analogs to endothelial and cancer cells.
2013
Remodelling of the natural product fumagillol employing a reaction discovery approach.
2011-12
Substance Class Chemical
Created
by admin
on Mon Mar 31 23:24:58 GMT 2025
Edited
by admin
on Mon Mar 31 23:24:58 GMT 2025
Record UNII
409OS4DE8W
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FOS-37
Preferred Name English
FUMAGILLOL
Common Name English
(-)-FUMAGILLOL
Common Name English
GELCOHOL
Common Name English
1-OXASPIRO(2.5)OCTAN-6-OL, 5-METHOXY-4-((2R,3R)-2-METHYL-3-(3-METHYL-2-BUTEN-1-YL)-2-OXIRANYL)-, (3R,4S,5S,6R)-
Systematic Name English
Code System Code Type Description
FDA UNII
409OS4DE8W
Created by admin on Mon Mar 31 23:24:58 GMT 2025 , Edited by admin on Mon Mar 31 23:24:58 GMT 2025
PRIMARY
PUBCHEM
222778
Created by admin on Mon Mar 31 23:24:58 GMT 2025 , Edited by admin on Mon Mar 31 23:24:58 GMT 2025
PRIMARY
EPA CompTox
DTXSID10910626
Created by admin on Mon Mar 31 23:24:58 GMT 2025 , Edited by admin on Mon Mar 31 23:24:58 GMT 2025
PRIMARY
CAS
108102-51-8
Created by admin on Mon Mar 31 23:24:58 GMT 2025 , Edited by admin on Mon Mar 31 23:24:58 GMT 2025
PRIMARY