4α-PDD   Click here for help

GtoPdb Ligand ID: 2500

Synonyms: 4α-phorbol 12,13-didecanoate | 4alpha-phorbol-didecanoate
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 21
Topological polar surface area 130.36
Molecular weight 672.46
XLogP 8.47
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCCCCCC(=O)OC1C(C)C2(O)C(C3C1(OC(=O)CCCCCCCCC)C3(C)C)C=C(CC1(C2C=C(C1=O)C)O)CO
Isomeric SMILES CCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@H]([C@H]3[C@]1(OC(=O)CCCCCCCCC)C3(C)C)C=C(C[C@@]1([C@H]2C=C(C1=O)C)O)CO
InChI InChI=1S/C40H64O8/c1-7-9-11-13-15-17-19-21-32(42)47-36-28(4)39(46)30(24-29(26-41)25-38(45)31(39)23-27(3)35(38)44)34-37(5,6)40(34,36)48-33(43)22-20-18-16-14-12-10-8-2/h23-24,28,30-31,34,36,41,45-46H,7-22,25-26H2,1-6H3/t28-,30+,31-,34-,36-,38+,39-,40-/m1/s1
InChI Key DGOSGFYDFDYMCW-OEFRVDPMSA-N
References
1. Watanabe H, Davis JB, Smart D, Jerman JC, Smith GD, Hayes P, Vriens J, Cairns W, Wissenbach U, Prenen J et al.. (2002)
Activation of TRPV4 channels (hVRL-2/mTRP12) by phorbol derivatives.
J Biol Chem, 277 (16): 13569-77. [PMID:11827975]
2. Xu F, Satoh E, Iijima T. (2003)
Protein kinase C-mediated Ca2+ entry in HEK 293 cells transiently expressing human TRPV4.
Br J Pharmacol, 140 (2): 413-21. [PMID:12970074]