Structure Database (LMSD)

Common Name
pedilstatin
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
Synonyms
  • 12-O-2Z,4E-Octadienoyl-4-deoxyphorbol 13-acetate
  • 4-deoxy-4alpha-phorbol 13-acetate 12-(2Z,4E)-octa-2,4-dienoate
LM ID
LMPR0104330004
Formula
C30H40O7
Exact Mass
Calculate m/z
512.277405
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C20 isoprenoids (diterpenes) [PR0104]
Tigliane and ingenane diterpenoids [PR010433]

String Representations

InChiKey (Click to copy)
ALKHEZOKTHCOBM-GTBZSHDQSA-N
InChi (Click to copy)
InChI=1S/C30H40O7/c1-7-8-9-10-11-12-24(33)36-27-18(3)29(35)22-13-17(2)25(34)21(22)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
SMILES (Click to copy)
C1=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

Other Databases

KEGG ID
C09143
CHEBI ID
743
PubChem CID
643665

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 4
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 521.17
Topological Polar Surface Area 110.13
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 7
logP 4.99
Molar Refractivity 140.00

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Created at
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Updated at
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