Structure database (LMSD)

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LM IDLMPR0104330004
Common Namepedilstatin
Systematic Name(1aR,1bS,4aR,7aR,7bR,8R,9R,9aS)-9a-acetoxy-7b-hydroxy-3-(hydroxymethyl)-1,1,6,
8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,
4]benzo[1,2-e]azulen-9-yl (2Z,4E)-octa-2,4-dienoate
Synonyms12-O-2Z,4E-Octadienoyl-4-deoxyphorbol 13-acetate; 4-deoxy-4α-phorbol 13-
acetate 12-(2Z,4E)-octa-2,4-dienoate
Exact Mass
512.2774 (neutral)    Calculate m/z:
FormulaC30H40O7
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC20 isoprenoids (diterpenes) [PR0104]
Class Level 4Tigliane and ingenane diterpenoids [PR010433]
PubChem CID643665
KEGG IDC09143
CHEBI ID743
InChIKeyALKHEZOKTHCOBM-GTBZSHDQSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C30H40O7/c1-7-8-9-10-11-12-24(33)36-27-18(3)29(35)22-13-17(2)25(34)21(2
2)14-20(16-31)15-23(29)26-28(5,6)30(26,27)37-19(4)32/h9-13,15,18,21-23,26-27,31,
35H,7-8,14,16H2,1-6H3/b10-9+,12-11-/t18-,21-,22-,23+,26-,27-,29+,30-/m1/s1
SMILESC1=C(CO)C[C@@]2([H])C(C(C)=C[C@@]2([H])[C@@]2(O)[C@@H]([C@@H](OC(=O)/C=C\C=C\CCC
)[C@@]3(OC(C)=O)C(C)(C)[C@@]3([H])[C@@]21[H])C)=O
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms37Rings4Aromatic Rings0Rotatable Bonds9
 van der Waals
Molecular Volume
521.17Topological Polar
Surface Area
110.13Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
7
 logP4.99Molar
Refractivity
140.00