Structure Database (LMSD)

Common Name
PE(14:0(12Me[S])/14:0(13Me))
Systematic Name
1-(12S-methyltetradecanoyl)-2-(13-methyltetradecanoyl)-sn-glycero-3-phosphoethanolamine
Synonyms
  • a15:0-i15:0 PE
LM ID
LMGP02011277
Formula
Exact Mass
Calculate m/z
663.483907
Sum Composition
Abbrev Chains
PE 15:0/15:0
Status
Active

Classification

Reactions

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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Akkermansia muciniphila (#239935)
Verrucomicrobiia (#203494)
Akkermansia muciniphila phospholipid induces homeostatic immune responses.,
Nature, 2022
Pubmed ID: 35896748

String Representations

InChiKey (Click to copy)
LVZWYATVJUCCPG-JHOUSYSJSA-N
InChi (Click to copy)
InChI=1S/C35H70NO8P/c1-5-32(4)24-20-16-12-9-10-13-17-21-25-34(37)41-29-33(30-43-45(39,40)42-28-27-36)44-35(38)26-22-18-14-8-6-7-11-15-19-23-31(2)3/h31-33H,5-30,36H2,1-4H3,(H,39,40)/t32-,33+/m0/s1
SMILES (Click to copy)
[C@](COP(=O)(O)OCCN)([H])(OC(CCCCCCCCCCCC(C)C)=O)COC(CCCCCCCCCC[C@@H](C)CC)=O

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 45
Rings
Aromatic Rings
Rotatable Bonds 35
Van der Waals Molecular Volume 709.93
Topological Polar Surface Area 134.38
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 9
logP 11.02
Molar Refractivity 185.21

Admin

Created at
22nd Aug 2022
Updated at
24th May 2023
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.