Metabolomics Structure Database
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MW REGNO: | 28630 |
Common Name: | Phorbol 13-acetate 12-myristate |
Systematic Name: | [(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 |
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 [PubChem Synonyms] |
Exact Mass: | |
Formula: | C36H56O8 |
InChIKey: | PHEDXBVPIONUQT-RGYGYFBISA-N |
LIPID MAPS Category: | Prenol Lipids [PR] |
LIPID MAPS mainclass: | Isoprenoids [PR01] |
LIPID MAPS subclass: | C20 isoprenoids (diterpenes) [PR0104] |
LIPID MAPS level4class: | Tigliane and ingenane diterpenoids [LMPR010433] |
MoNA MS spectra: | View MS spectra |
SMILES: | CCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@]2([C@@H](C=C(C[C@]3([C@H]2C=C(C)C3=O)O)CO)[C@@H]2C(C)(C)[C@]12OC(=O)C)O |
Studies: | - |
Select appropriate tab below to view additional details:
Calculated physicochemical properties (?):
Heavy Atoms: | 44 |
Rings: | 4 |
Aromatic Rings: | 0 |
Rotatable Bonds: | 17 |
van der Waals Molecular volume: | 639.04 Å3 molecule-1 |
Toplogical Polar Sufrace Area: | 130.36 Å2 molecule-1 |
Hydrogen Bond Donors: | 3 |
Hydrogen Bond Acceptors: | 8 |
logP: | 7.18 |
Molar Refractivity: | 169.86 |
Fraction sp3 Carbons: | 0.81 |
sp3 Carbons: | 29 |
References
LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200 ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y