Structure Database (LMSD)
Common Name
LBPA 14:0/18:1(8Z)
Systematic Name
2-tetradecanoyl-3-lyso-sn-glycero-1-phospho-(2'-(8Z-octadecenoyl)-3'-lyso-1'-sn-glycerol)
Synonyms
- BMP(14:0/18:1(8Z))
LM ID
LMGP04100007
Formula
Exact Mass
Calculate m/z
720.494137
Sum Composition
Abbrev Chains
LBPA 14:0_18:1
Status
Curated
3D model of LBPA 14:0/18:1(8Z)
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
References
String Representations
InChiKey (Click to copy)
UCZHVTQBWSJMNW-FUPZKWLYSA-N
InChi (Click to copy)
InChI=1S/C38H73O10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(42)48-36(32-40)34-46-49(43,44)45-33-35(31-39)47-37(41)29-27-25-23-21-19-14-12-10-8-6-4-2/h17-18,35-36,39-40H,3-16,19-34H2,1-2H3,(H,43,44)/b18-17-/t35-,36-/m0/s1
SMILES (Click to copy)
O(P(OC[C@](OC(CCCCCC/C=C\CCCCCCCCC)=O)([H])CO)(O)=O)C[C@@]([H])(OC(CCCCCCCCCCCCC)=O)CO
Calculated Physicochemical Properties
Heavy Atoms
49
Rings
Aromatic Rings
Rotatable Bonds
39
Van der Waals Molecular Volume
765.77
Topological Polar Surface Area
148.82
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
10
logP
11.55
Molar Refractivity
199.04
Admin
Created at
22nd Aug 2025
Updated at
22nd Aug 2025
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.
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.