Structure Database (LMSD)

Common Name
PIP[5'](17:0/20:4(5Z,8Z,11Z,14Z))
Systematic Name
1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1'-myo-inositol-5'-phosphate)
Synonyms
  • PIP[5'](17:0/20:4)
  • Phosphatidylinositol-5-phosphate
  • PIP(37:4)
  • PIP(17:0_20:4)
LM ID
LMGP07010004
Formula
Exact Mass
Calculate m/z
952.507816
Sum Composition
Abbrev Chains
PIP 17:0_20:4
Status
Active

Classification

Reactions

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Reactions graph legend

String Representations

InChiKey (Click to copy)
UBXIJOJXUFYNRG-IUXGDTLNSA-N
InChi (Click to copy)
InChI=1S/C46H82O16P2/c1-3-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-35-40(48)60-38(36-58-39(47)34-32-30-28-26-24-22-18-16-14-12-10-8-6-4-2)37-59-64(56,57)62-46-43(51)41(49)42(50)45(44(46)52)61-63(53,54)55/h11,13,17,19,21,23,27,29,38,41-46,49-52H,3-10,12,14-16,18,20,22,24-26,28,30-37H2,1-2H3,(H,56,57)(H2,53,54,55)/b13-11-,19-17-,23-21-,29-27-/t38-,41-,42-,43-,44-,45+,46-/m1/s1
SMILES (Click to copy)
[C@]([H])(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)(COP(=O)(O)O[C@H]1[C@H](O)[C@@H](OP(O)(O)=O)[C@H](O)[C@@H](O)[C@H]1O)COC(CCCCCCCCCCCCCCCC)=O

Other Databases

PubChem CID
Avanti ID

Calculated Physicochemical Properties

Heavy Atoms 64
Rings 1
Aromatic Rings 0
Rotatable Bonds 41
Van der Waals Molecular Volume 956.46
Topological Polar Surface Area 256.04
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 16
logP 11.98
Molar Refractivity 249.92

Admin

Created at
-
Updated at
25th Apr 2022
LIPID MAPS® abbreviations for glycerophospholipids (GP)

The LIPID MAPS® glycerophospholipid abbreviations (PC, PE, etc.) are used here to refer to species with one or two radyl side-chains where the structures of the side chains are indicated within parentheses in the 'Headgroup(sn1/sn2)' format (e.g. PC(16:0/18:1(9Z)). By default, R stereochemistry at the C-2 carbon of glycerol and attachment of the headgroup at the sn3 position is assumed. Also, acyl chains are assumed by default. The 'O-' prefix is used to indicate the presence of an alkyl ether substituent e.g. PC(O-16:0/18:1(9Z)), whereas the 'P-' prefix is used for the 1Z-alkenyl ether (Plasmalogen) substituent e.g. PC(P-16:0/18:1(9Z)).

For molecules with opposite (S) stereochemistry at C2 of the glycerol group and attachment of the headgroup at the sn1 position, the stereochemistry specification of [S] is appended to the abbreviation. The 'Headgroup(sn3/sn2)' abbreviation format is used.

For molecules with unknown stereochemistry at the C-2 carbon of the glycerol group, the stereochemistry specification of [U] is appended to the abbreviation and the structure is drawn with C-2 stereochemistry unspecified.