Structure Database (LMSD)

Common Name
phorbol 13-acetate 12-myristate
Systematic Name
Synonyms
  • 12-O-Tetradecanoylphorbol 13-acetate
  • 12-Tetradecanoylphorbol 13-acetate
  • PMA
  • Phorbol 12-myristate 13-acetate
  • phorbol 12-tetradecanoate 13-acetate
  • phorbol-12-myristate-13-acetate
  • tetradecanoylphorbol acetate
LM ID
LMPR0104330002
Formula
C36H56O8
Exact Mass
Calculate m/z
616.39752
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

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)
PHEDXBVPIONUQT-RGYGYFBISA-N
InChi (Click to copy)
InChI=1S/C36H56O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-29(39)43-32-24(3)35(42)27(30-33(5,6)36(30,32)44-25(4)38)20-26(22-37)21-34(41)28(35)19-23(2)31(34)40/h19-20,24,27-28,30,32,37,41-42H,7-18,21-22H2,1-6H3/t24-,27+,28-,30-,32-,34-,35-,36-/m1/s1
SMILES (Click to copy)
C1=C(CO)C[C@]2(O)C(C(C)=C[C@@]2([H])[C@@]2(O)[C@@H]([C@@H](OC(CCCCCCCCCCCCC)=O)[C@@]3(OC(C)=O)C(C)(C)[C@@]3([H])[C@@]21[H])C)=O

References

Other Databases

KEGG ID
C05151
CHEBI ID
37537
PubChem CID
27924
Cayman ID
10008014
GuidePharm ID
2341

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 4
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 639.04
Topological Polar Surface Area 130.36
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 7.18
Molar Refractivity 169.86

Admin

Created at
-
Updated at
-