LIPID MAPS

Structure Database (LMSD)

Common Name

LPIM5(19:2(9Z,12Z)/0:0)

Systematic Name

2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp-1->6-α-D-Manp-1->6-α-D-Manp)-(1-(9Z,12Z-nonadecadienoyl)-sn-glycero-3-phospho-1'-myo-inositol)

Synonyms

LPIM5(19:2)
LPIM5(19:2)

LM ID

LMGP15040040

Status

Active (generated by computational methods)

Exact Mass

Calculate m/z

1420.575943

Formula

C₅₈H₁₀₁O₃₇P

Abbrev

LPIM5 19:2

Abbrev Chains

LPIM5 19:2

Show lipids differing only in stereochemistry/bond geometry

Download as...

MDLMOL SDF CSV TSV

MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

String Representations

InChiKey (Click to copy)

RQZOGFIPGWIQAG-FSJUOYRJSA-N

InChi (Click to copy)

InChI=1S/C58H101O37P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-32(62)83-21-26(61)22-87-96(81,82)95-53-51(93-57-49(79)39(69)34(64)28(20-60)89-57)44(74)43(73)45(75)52(53)94-58-50(80)42(72)37(67)31(92-58)25-86-56-48(78)41(71)36(66)30(91-56)24-85-55-47(77)40(70)35(65)29(90-55)23-84-54-46(76)38(68)33(63)27(19-59)88-54/h7-8,10-11,26-31,33-61,63-80H,2-6,9,12-25H2,1H3,(H,81,82)/b8-7-,11-10-/t26-,27-,28-,29-,30-,31-,33-,34-,35-,36-,37-,38+,39+,40+,41+,42+,43-,44-,45+,46+,47+,48+,49+,50+,51+,52+,53-,54+,55+,56+,57-,58-/m1/s1

SMILES (Click to copy)

[C@](COP(O[C@H]1[C@@H](O[C@@H]2[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]3[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]4[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]5[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O5)O4)O3)O2)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O[C@@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)(=O)O)([H])(O)COC(CCCCCCC/C=C\C/C=C\CCCCCC)=O

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Mycobacterium tuberculosis (#1773)

Actinomycetia (#1760)

Lipidomic analyses of Mycobacterium tuberculosis based on accurate mass measurements and the novel "Mtb LipidDB".,
J Lipid Res, 2011

Pubmed ID: 21285232

DOI: 10.1194/jlr.M010363

Other Databases

PubChem CID

126457697

Calculated Physicochemical Properties

Heavy Atoms 96

Rings 6

Aromatic Rings 0

Rotatable Bonds 38

Van der Waals Molecular Volume 1274.94

Topological Polar Surface Area 609.54

Hydrogen Bond Donors 22

Hydrogen Bond Acceptors 37

logP 2.86

Molar Refractivity 334.47

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.