Structure Database (LMSD)

Common Name
PIM3(18:2(9Z,12Z)/14:0)
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp)-(1-(9Z,12Z-octadecadienoyl)-2-tetradecanoyl-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM3(32:2)
  • PIM3(14:0_18:2)
LM ID
LMGP15010122
Formula
C59H105O28P
Exact Mass
Calculate m/z
1292.653008
Sum Composition
PIM3 32:2
Abbrev Chains
PIM3 14:0_18:2
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)
BUBGXTPTUMDLIB-ZUKLJSIRSA-N
InChi (Click to copy)
InChI=1S/C59H105O28P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-40(62)78-33-36(81-41(63)30-28-26-24-22-19-14-12-10-8-6-4-2)34-80-88(76,77)87-56-54(85-58-52(74)46(68)43(65)38(32-61)83-58)49(71)48(70)50(72)55(56)86-59-53(75)47(69)44(66)39(84-59)35-79-57-51(73)45(67)42(64)37(31-60)82-57/h11,13,16-17,36-39,42-61,64-75H,3-10,12,14-15,18-35H2,1-2H3,(H,76,77)/b13-11-,17-16-/t36-,37-,38-,39-,42-,43-,44-,45+,46+,47+,48-,49-,50+,51+,52+,53+,54+,55+,56-,57+,58-,59-/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)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])(OC(CCCCCCCCCCCCC)=O)COC(CCCCCCC/C=C\C/C=C\CCCCC)=O

Other Databases

PubChem CID
126457490

Calculated Physicochemical Properties

Heavy Atoms 88
Rings 4
Aromatic Rings 0
Rotatable Bonds 45
Van der Waals Molecular Volume 1235.21
Topological Polar Surface Area 453.17
Hydrogen Bond Donors 15
Hydrogen Bond Acceptors 28
logP 8.64
Molar Refractivity 323.44

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.