Structure Database (LMSD)

Common Name
LPIM5(19:1(9Z)/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-nonadecenoyl)-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • LPIM5(19:1)
  • LPIM5(19:1)
LM ID
LMGP15040039
Formula
Exact Mass
Calculate m/z
1422.591593
Sum Composition
Abbrev Chains
LPIM5 19:1
Status
Active (generated by computational methods)

Classification

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)
BPJKPEJJRVAYBI-LOOIBIDTSA-N
InChi (Click to copy)
InChI=1S/C58H103O37P/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/h10-11,26-31,33-61,63-80H,2-9,12-25H2,1H3,(H,81,82)/b11-10-/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\CCCCCCCCC)=O

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 96
Rings 6
Aromatic Rings 0
Rotatable Bonds 39
Van der Waals Molecular Volume 1277.58
Topological Polar Surface Area 609.54
Hydrogen Bond Donors 22
Hydrogen Bond Acceptors 37
logP 3.09
Molar Refractivity 334.56

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.