phorbol 12-myristate 13-acetate   

GtoPdb Ligand ID: 2341

Abbreviated name: PMA
Synonyms: 12-O-tetradecanoylphorbol-13-acetate | tetradecanoyl-β-phorbol acetate | TPA
Compound class: Synthetic organic
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 17
Topological polar surface area 130.36
Molecular weight 616.4
XLogP 6.51
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES CCCCCCCCCCCCCC(=O)OC1C(C)C2(O)C(C3C1(OC(=O)C)C3(C)C)C=C(CC1(C2C=C(C1=O)C)O)CO
Isomeric SMILES CCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@H]([C@H]3[C@]1(OC(=O)C)C3(C)C)C=C(C[C@]1([C@H]2C=C(C1=O)C)O)CO
InChI 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
InChI Key PHEDXBVPIONUQT-RGYGYFBISA-N
Classification
Compound class Synthetic organic
IUPAC Name
(1S,2S,6R,10S,11R,13S,14R,15R)-13-(acetyloxy)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-14-yl tetradecanoate
Synonyms
12-O-tetradecanoylphorbol-13-acetate | tetradecanoyl-β-phorbol acetate | TPA
Database Links
BindingDB Ligand 50099066
CAS Registry No. 16561-29-8 (source: Scifinder)
ChEMBL Ligand CHEMBL279115
GtoPdb PubChem SID 135650820
PubChem CID 27924
Search Google for chemical match using the InChIKey PHEDXBVPIONUQT-RGYGYFBISA-N
Search Google for chemicals with the same backbone PHEDXBVPIONUQT
Search UniChem for chemical match using the InChIKey PHEDXBVPIONUQT-RGYGYFBISA-N
Search UniChem for chemicals with the same backbone PHEDXBVPIONUQT
Wikipedia 12-O-Tetradecanoylphorbol-13-acetate

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