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Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMPR0103060003
Common Namefumagillin (W)
Systematic Name(2E,4E,6E,8E)-10-({(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]oct-6-yl}oxy)-10-oxodeca-2,4,6,8-
tetraenoic acid
Synonyms2,4,6,8-decatetraenedioic acid, 4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-5-methoxy-
1-oxaspiro(2,5)oct-6-yl ester; Fumagillin
Exact Mass
458.2305 (neutral)    Calculate m/z:
FormulaC26H34O7
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC15 isoprenoids (sesquiterpenes) [PR0103]
Class Level 4Bisabolane sesquiterpenoids [PR010306]
PubChem CID6917655
KEGG IDC09668
CHEBI ID48635
CAYMAN ID11332
InChIKeyNGGMYCMLYOUNGM-CSDLUJIJSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C26H34O7/c1-18(2)13-14-20-25(3,33-20)24-23(30-4)19(15-16-26(24)17-31-26)32-22(29)12-10-8-6-5-7-9-11-21(27)28/h5-13,19-20,23-24H,14-17H2,1-4H3,(H,27,28)/b7-5+,8-6+,11-9+,12-10+/t19-,20-,23-,24-,25+,26+/m1/s1
Click to highlight InChI
SMILES
[C@]1([C@]2(OC2)CC[C@@H](OC(=O)/C=C/C=C/C=C/C=C/C(O)=O)[C@H]1OC)([H])[C@]1(C)[C@@H](C/C=C(/C)\C)O1
Click to highlight SMILES
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms33Rings3Aromatic Rings0Rotatable Bonds11
 van der Waals
Molecular Volume
464.33Topological Polar
Surface Area
97.89Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
7
 logP5.63Molar
Refractivity
126.66