Structure Database (LMSD)

Common Name
PIM2(18:1(9Z)/16:2(9Z,12Z))
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp)-(1-(9Z-octadecenoyl)-2-(9Z,12Z-hexadecadienoyl)-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM2(34:3)
  • PIM2(16:2_18:1)
LM ID
LMGP15010071
Formula
C55H97O23P
Exact Mass
Calculate m/z
1156.615833
Sum Composition
PIM2 34:3
Abbrev Chains
PIM2 16:2_18:1
Status
Active (generated by computational methods)
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Glycerophospholipids [GP]
Glycerophosphoinositolglycans [GP15]
Diacylglycerophosphoinositolglycans [GP1501]

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)
YHZWIRLNWAVMPT-VNWZTQKASA-N
InChi (Click to copy)
InChI=1S/C55H97O23P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-40(58)71-35-37(73-41(59)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2)36-72-79(69,70)78-53-51(76-54-49(67)44(62)42(60)38(33-56)74-54)47(65)46(64)48(66)52(53)77-55-50(68)45(63)43(61)39(34-57)75-55/h8,10,14,16-18,37-39,42-57,60-68H,3-7,9,11-13,15,19-36H2,1-2H3,(H,69,70)/b10-8-,16-14-,18-17-/t37-,38-,39-,42-,43-,44+,45+,46-,47-,48+,49+,50+,51+,52+,53-,54-,55-/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)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])(OC(CCCCCCC/C=C\C/C=C\CCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O

Other Databases

PubChem CID
126457439

Calculated Physicochemical Properties

Heavy Atoms 79
Rings 3
Aromatic Rings 0
Rotatable Bonds 43
Van der Waals Molecular Volume 1131.78
Topological Polar Surface Area 371.95
Hydrogen Bond Donors 12
Hydrogen Bond Acceptors 23
logP 9.66
Molar Refractivity 296.89

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.