Structure Database (LMSD)
Common Name
PIM2(19:2(9Z,12Z)/14:0)
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp)-(1-(9Z,12Z-nonadecadienoyl)-2-tetradecanoyl-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
- PIM2(33:2)
- PIM2(14:0_19:2)
LM ID
LMGP15010092
Status
Active (generated by computational methods)
Exact Mass
Calculate m/z
1144.615833
Formula
Abbrev
Abbrev Chains
PIM2 14:0_19:2
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
SYHUOZMHQYTVPJ-AFNVHPLQSA-N
InChi (Click to copy)
InChI=1S/C54H97O23P/c1-3-5-7-9-11-13-15-16-17-18-19-21-22-24-26-28-30-39(57)70-34-36(72-40(58)31-29-27-25-23-20-14-12-10-8-6-4-2)35-71-78(68,69)77-52-50(75-53-48(66)43(61)41(59)37(32-55)73-53)46(64)45(63)47(65)51(52)76-54-49(67)44(62)42(60)38(33-56)74-54/h13,15,17-18,36-38,41-56,59-67H,3-12,14,16,19-35H2,1-2H3,(H,68,69)/b15-13-,18-17-/t36-,37-,38-,41-,42-,43+,44+,45-,46-,47+,48+,49+,50+,51+,52-,53-,54-/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(CCCCCCCCCCCCC)=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
J Lipid Res, 2011
Pubmed ID:
21285232
DOI:
10.1194/jlr.M010363
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
78
Rings
3
Aromatic Rings
0
Rotatable Bonds
43
Van der Waals Molecular Volume
1117.12
Topological Polar Surface Area
371.95
Hydrogen Bond Donors
12
Hydrogen Bond Acceptors
23
logP
9.49
Molar Refractivity
292.37
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.
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.