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12-O-Tetradecanoylphorbol-13-Acetate
CAS: 16561-29-8 | C36H56O8
2D Structure
3D Structure
Loading 3D structure...
Basic Information
CAS Registry Number:
16561-29-8
Molecular Formula:
C36H56O8
Molecular Mass:
616.84 g/mol
Names and Synonyms:
12-O-Tetradecanoylphorbol-13-Acetate
Tetradecanoic acid, (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa[3,4]benz[1,2-e]azulen-9-yl ester
Myristic acid, 9-ester with 1,1aα,1bβ,4,4a,7aα,7b,8,9,9a-decahydro-4aβ,7bα,9β,9aα-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8α-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulen-5-one 9a-acetate, (+)-
Tetradecanoic acid, 9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa[3,4]benz[1,2-e]azulen-9-yl ester, [1aR-(1aα,1bβ,4aβ,7aα,7bα,8α,9β,9aα)]-
1H-Cyclopropa[3,4]benz[1,2-e]azulene, tetradecanoic acid deriv.
13-O-Acetylphorbol 12-myristate
Phorbol myristate acetate
12-O-Tetradecanoylphorbol 13-acetate
Factor A1 (croton oil)
12-Tetradecanoylphorbol 13-acetate
Tetradecanoylphorbol acetate
Phorbol 12-tetradecanoate 13-acetate
Phorbol 12-myristate 13-acetate
TPA
Factor A1
PMA
4β-Phorbol 12-myristate 13-acetate
PMA (tumor promoter)
β-Phorbol 12-myristate 13-acetate
12-Tetradecanoylphorbol 13-monoacetate
TPA (phorbol derivative)
NSC 262244
PD 616
Identifiers:
SMILES:
CCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@@H](C=C(CO)C[C@]3(O)C(=O)C(C)=C[C@@H]23)[C@@H]2C(C)(C)[C@]12OC(C)=O
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
Spectral Data
NMR, IR, and Mass spectral data
1H NMR
13C NMR
Predicting NMR spectra...
10 ppm
9
8
7
6
5
4
3
2
1
0 ppm
| Shift (ppm) | Multiplicity | Integration | Assignment |
|---|
200 ppm
180
160
140
120
100
80
60
40
20
0 ppm
| Shift (ppm) | DEPT | Assignment |
|---|
Note: These NMR spectra are predicted computationally and may differ from experimental data. Predictions are based on chemical environment analysis.
All Properties
Comprehensive physical and chemical properties
| Property | Value | Source |
|---|---|---|
| Molecular Mass | 616.84 g/mol | CAS Common Chemistry |
| 616.8360000000001 g/mol | RDKit | |
| 616.3975187519999 g/mol | RDKit | |
| Wikipedia Url | https://en.wikipedia.org/wiki/12-O-Tetradecanoylphorbol-13-acetate | CAS Common Chemistry |
| Canonical SMILES | O=C(OC12C(OC(=O)CCCCCCCCCCCCC)C(C)C3(O)C(C=C(CO)CC4(O)C(=O)C(=CC43)C)C1C2(C)C)C | CAS Common Chemistry |
| 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 | CAS Common Chemistry |
| InChI Key | InChIKey=PHEDXBVPIONUQT-RGYGYFBISA-N | CAS Common Chemistry |
| Name | Phorbol 12-myristate 13-acetate | CAS Common Chemistry |
| 12-O-Tetradecanoylphorbol-13-acetate | CAS Common Chemistry | |
| Heavy Atom Count | 44 | RDKit |
| Hydrogen Bond Acceptors | 8 | RDKit |
| Hydrogen Bond Donors | 3 | RDKit |
| Rotatable Bonds | 15 | RDKit |
| Aromatic Ring Count | 0 | RDKit |
| Topological Polar Surface Area | 130.36 Ų | RDKit |
| LogP | 5.752900000000006 | RDKit |
| Molar Refractivity | 167.31939999999966 | RDKit |
