Phorbol Myristate Acetate

Representations & DB's id
ChEBI:	CHEBI:37537
ChEMBL:	CHEMBL279115
PubChem:	27924
IUPAC:	[(1S,2S,6R,10S,11R,13S,14R,15R)-13-acetyloxy-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] tetradecanoate
Standard 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
Standard InChI Key:	PHEDXBVPIONUQT-RGYGYFBISA-N
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

Molecular propeties
AlogP:	5.75
Hydrogen bonds acceptors:	8
Hydrogen bonds donors:	3
Rotatable bonds:	15
Number of rings:	4
Molecular Weight:	616.4
Topological polar surface area:	130
Number of aromatic rings:	0
Fsp3:	0.806
Number of carbons:	36

Plant sources

Part of plant	Plant name	Ref.
Plant	Silybum marianum

In vitro data

Activity Type	Activity Value	Target Name	UniProt ID	Ref.
Ki	2.5 nM	Protein kinase C alpha	P17252
Ki	1.8 nM	Protein kinase C beta	P05771
Ki	4.9 nM	Protein kinase C gamma	P05129
Ki	0.8 nM	Protein kinase C delta	Q05655
Ki	0.45 nM	Protein kinase C epsilon	Q02156
Potency	63095.7 nM	Tyrosyl-DNA phosphodiesterase 1	Q9NUW8
Potency	19952.6 nM	Microtubule-associated protein tau	P10636
Ki	6.4 nM	Protein kinase C alpha	P17252
Others	108.43 %	Protein kinase C alpha	P17252
Others	100 %	Protein kinase C alpha	P17252
Others	85.31 %	Protein kinase C alpha	P17252
Others	80.64 %	Protein kinase C alpha	P17252
Others	62.39 %	Protein kinase C alpha	P17252
Others	11.14 %	Protein kinase C alpha	P17252
Others	0.58 %	Protein kinase C alpha	P17252