Structure Database (LMSD)
Common Name
ingenol mebutate
Systematic Name
(1aR,2S,5R,5aS,6S,8aS,9R,10aR)-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1a,2,5,5a,6,9,10,10a-octahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[E][10]annulen-6-yl (2Z)-2-methylbut-2-enoate
Synonyms
- 3-Angeloylingenol
- 3-Ingenyl angelate
- Ingenol 3-angelate
- PEP-005
LM ID
LMFA07010911
Formula
Exact Mass
Calculate m/z
430.23554
Sum Composition
Status
Active
3D model of ingenol mebutate
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
VDJHFHXMUKFKET-UXMMOKKRSA-N
InChi (Click to copy)
InChI=1S/C25H34O6/c1-7-12(2)22(29)31-21-13(3)10-24-14(4)8-17-18(23(17,5)6)16(20(24)28)9-15(11-26)19(27)25(21,24)30/h7,9-10,14,16-19,21,26-27,30H,8,11H2,1-6H3/b12-7-/t14-,16-,17-,18+,19-,21+,24+,25+/m1/s1
SMILES (Click to copy)
[C@@]123C=C(C)[C@H](OC(=O)/C(/C)=C\C)[C@@]1(O)[C@H](O)C(CO)=C[C@]([H])([C@]1([H])C(C)(C)[C@]1([H])C[C@H]2C)C3=O
References
Calculated Physicochemical Properties
Heavy Atoms
31
Rings
4
Aromatic Rings
0
Rotatable Bonds
4
Van der Waals Molecular Volume
431.16
Topological Polar Surface Area
104.06
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
6
logP
3.48
Molar Refractivity
116.69
Admin
Created at
-
Updated at
-