IMPPAT Phytochemical information: 
Phorbol 12-myristate 13-acetate
Phorbol 12-myristate 13-acetate
Summary

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
InChIKey: PHEDXBVPIONUQT-RGYGYFBISA-N
DeepSMILES: CCCCCCCCCCCCCC=O)O[C@@H][C@@H]C)[C@@]O)[C@H][C@H][C@]6OC=O)C)))C3C)C))))C=CC[C@][C@H]7C=CC5=O))C))))O)))CO
Scaffold Graph/Node/Bond level: O=C1C=CC2C1CC=CC1C3CC3CCC21
Scaffold Graph/Node level: OC1CCC2C1CCCC1C3CC3CCC21
Scaffold Graph level: CC1CCC2C1CCCC1C3CC3CCC21
Functional groups: CC(C)=CC; CC1=CCCC1=O; CO; CC(=O)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Tetracyclic diterpenoids|Tigliane diterpenoids
Synonymous chemical names:
phorbol ester, 12-o-tetradecanoylphorbol-13-acetate, phorbol 12-myristate 13-acetate
External chemical identifiers:
CID:CID_27924; ChEMBL:CHEMBL279115; ChEBI:CHEBI:37537; ZINC:ZINC000008214783; FDASRS:NI40JAQ945; SureChEMBL:SCHEMBL115567; MolPort-003-665-586
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Phorbol 12-myristate 13-acetate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 616.84
Log P RDKit 5.75
Topological polar surface area (Å2) RDKit 130.36
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 36
Number of heavy atoms RDKit 44
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.22
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 29
Shape complexity RDKit 0.81
Number of rotatable bonds RDKit 17
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Phorbol 12-myristate 13-acetate
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 4
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.12
Phorbol 12-myristate 13-acetate
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -5.41
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes
Phorbol 12-myristate 13-acetate
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000331602PRKCD778
ENSP00000234111ODC1958
ENSP00000263431PRKCG913
ENSP00000293371DCD800
ENSP00000305355PRKCB974
ENSP00000408695PRKCA990
ENSP00000368727XDH800
ENSP00000356438PTGS2879
ENSP00000306124PRKCE866
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.