Structure Database (LMSD)

Common Name
LPIM4(19:0/0:0)
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp-1->6-α-D-Manp)-(1-nonadecanoyl-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • LPIM4(19:0)
  • LPIM4(19:0)
LM ID
LMGP15040030
Formula
C52H95O32P
Exact Mass
Calculate m/z
1262.554418
Sum Composition
LPIM4 19:0
Abbrev Chains
LPIM4 19:0
Status
Active (generated by computational methods)
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Glycerophospholipids [GP]
Glycerophosphoinositolglycans [GP15]
Monoacylglycerophosphoinositolglycans [GP1504]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mycobacterium tuberculosis (#1773)
Actinomycetes (#1760)
Lipidomic analyses of Mycobacterium tuberculosis based on accurate mass measurements and the novel "Mtb LipidDB".,
J Lipid Res, 2011
Pubmed ID: 21285232

String Representations

InChiKey (Click to copy)
NZCPASIISXLCFW-ASFBUQPNSA-N
InChi (Click to copy)
InChI=1S/C52H95O32P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-30(56)74-21-25(55)22-77-85(72,73)84-48-46(82-51-44(70)36(62)32(58)27(20-54)79-51)40(66)39(65)41(67)47(48)83-52-45(71)38(64)34(60)29(81-52)24-76-50-43(69)37(63)33(59)28(80-50)23-75-49-42(68)35(61)31(57)26(19-53)78-49/h25-29,31-55,57-71H,2-24H2,1H3,(H,72,73)/t25-,26-,27-,28-,29-,31-,32-,33-,34-,35+,36+,37+,38+,39-,40-,41+,42+,43+,44+,45+,46+,47+,48-,49+,50+,51-,52-/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)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(CCCCCCCCCCCCCCCCCC)=O

Other Databases

PubChem CID
126457687

Calculated Physicochemical Properties

Heavy Atoms 85
Rings 5
Aromatic Rings 0
Rotatable Bonds 37
Van der Waals Molecular Volume 1144.83
Topological Polar Surface Area 528.32
Hydrogen Bond Donors 19
Hydrogen Bond Acceptors 32
logP 3.77
Molar Refractivity 298.97

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.