Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMPR0104330001
Common NamePhorbol (W)
Systematic Name(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-4a,7b,9,9a-tetrahydroxy-3-(hydroxymethyl)-1,1,
6,8-tetramethyl-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-5H-cyclopropa[3,4]benzo[1,
2-e]azulen-5-one
Synonyms4,9,12β,13,20-pentahydroxy-1,6-tigliadien-3-on; 4,9,12β,13,20-
pentahydroxytiglia-1,6-dien-3-one; Phorbol
Exact Mass
364.1886 (neutral)    Calculate m/z:
FormulaC20H28O6
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC20 isoprenoids (diterpenes) [PR0104]
Class Level 4Tigliane and ingenane diterpenoids [PR010433]
PubChem CID442070
KEGG IDC09155
CHEBI ID8116
CAYMAN ID24479
InChIKeyQGVLYPPODPLXMB-UBTYZVCOSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C20H28O6/c1-9-5-13-18(24,15(9)22)7-11(8-21)6-12-14-17(3,4)20(14,26)16(2
3)10(2)19(12,13)25/h5-6,10,12-14,16,21,23-26H,7-8H2,1-4H3/t10-,12+,13-,14-,16-,1
8-,19-,20-/m1/s1
SMILES[C@@]12([H])C([C@]1(O)[C@@H]([C@@H](C)[C@]1(O)[C@]3([H])C=C(C(=O)[C@]3(CC(CO)=C[
C@@]21[H])O)C)O)(C)C
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms26Rings4Aromatic Rings0Rotatable Bonds1
 van der Waals
Molecular Volume
349.94Topological Polar
Surface Area
118.22Hydrogen
Bond Donors
5Hydrogen
Bond Acceptors
6
 logP1.36Molar
Refractivity
95.36