PIP3   Click here for help

GtoPdb Ligand ID: 2353

Synonyms: phosphatidylinositol-3,4,5-trisphosphate
Comment: There is some ambiguity in the literature and on online resources as to the exact structure and stereochemistry of this compound. Other representations include CID 24755492, and CID 53477782.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 22
Hydrogen bond donors 9
Rotatable bonds 15
Topological polar surface area 388.34
Molecular weight 643.97
XLogP -8.19
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES CC(=O)OC(OC(=O)C)COP(=O)(OC1C(O)C(OP(=O)(O)O)C(C(C1O)OP(=O)(O)O)OP(=O)(O)O)O
Isomeric SMILES CC(=O)OC(OC(=O)C)COP(=O)(O[C@@H]1[C@H](O)[C@H](OP(=O)(O)O)[C@H]([C@@H]([C@H]1O)OP(=O)(O)O)OP(=O)(O)O)O
InChI InChI=1S/C12H24O22P4/c1-4(13)29-6(30-5(2)14)3-28-38(26,27)34-9-7(15)10(31-35(17,18)19)12(33-37(23,24)25)11(8(9)16)32-36(20,21)22/h6-12,15-16H,3H2,1-2H3,(H,26,27)(H2,17,18,19)(H2,20,21,22)(H2,23,24,25)/t7-,8-,9-,10+,11-,12-/m0/s1
InChI Key RQQIRMLGKSPXSE-UQPICLANSA-N
Classification Click here for help
Compound class Metabolite or derivative
Synonyms Click here for help
phosphatidylinositol-3,4,5-trisphosphate
Database Links Click here for help
ChEBI CHEBI:16618
GtoPdb PubChem SID 135651543
PubChem CID 53477782
Search Google for chemical match using the InChIKey RQQIRMLGKSPXSE-UQPICLANSA-N
Search Google for chemicals with the same backbone RQQIRMLGKSPXSE
Search UniChem for chemical match using the InChIKey RQQIRMLGKSPXSE-UQPICLANSA-N
Search UniChem for chemicals with the same backbone RQQIRMLGKSPXSE
Wikipedia Phosphatidylinositol_(3,4,5)-trisphosphate