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20:4 Lyso PI

CAT: 0013-GTR19273259-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19273259-01Size:10 mg
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Description
20:4 Lyso PI is a selective agonist of the G protein-coupled receptor GPR55. It induces cell rounding in HEK293 cells expressing GPR55, with an EC50 value of 10 nM. 20:4 Lyso PI promotes RhoA activation and subsequent ROCK-dependent cytoskeletal rearrangement. It activates the ERK signaling pathway and increases intracellular free calcium levels. 20:4 Lyso PI is useful for research in immune disorders.
CAS Number
1246430-04-5
Smiles
O (P (OC[C@@H] (COC (CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC) =O) O) (=O) O) [C@H]1[C@H] (O) [C@@H] (O) [C@H] (O) [C@@H] (O) [C@H]1O
Molecular Formula
C29H49O12P
Molecular Weight
620.67
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

20:4 Lyso PI
CAS Number1246430-04-5
PubChem CID172643067
IUPAC Nameazanium [(2R)-2-hydroxy-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]oxypropyl] [(2R,3R,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl] phosphate
Molecular FormulaC29H52NO12P
Molecular Weight637.7
Topological Polar Surface Area207
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count12
Rotatable Bond Count22
Heavy Atom Count43
Formal Charge0
Complexity881
SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC[C@H](COP(=O)([O-])OC1[C@@H]([C@H](C([C@H]([C@H]1O)O)O)O)O)O.[NH4+]
InChI
InChI=1S/C29H49O12P.H3N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(31)39-20-22(30)21-40-42(37,38)41-29-27(35)25(33)24(32)26(34)28(29)36;/h6-7,9-10,12-13,15-16,22,24-30,32-36H,2-5,8,11,14,17-21H2,1H3,(H,37,38);1H3/b7-6-,10-9-,13-12-,16-15-;/t22-,24?,25-,26+,27-,28-,29?;/m1./s1
InChIKey
QUUPQGFXDAUQSE-XXFQRVBYSA-N
Chemical Structure
2D Structure
2D structure of 20:4 Lyso PI
CAS: 1246430-04-5
CID: 172643067
Formula: C29H52NO12P
MW: 637.7
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight637.7
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count12
Rotatable Bond Count22
Exact Mass637.32271309
Monoisotopic Mass637.32271309
Topological Polar Surface Area207 Ų
Heavy Atom Count43
Formal Charge0
Complexity881
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes