Structure Database (LMSD)
Common Name
PIM2(17:0/18:0)
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp)-(1-heptadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
- PIM2(35:0)
- PIM2(17:0_18:0)
LM ID
LMGP15010060
Status
Active (generated by computational methods)
Exact Mass
Calculate m/z
1176.678433
Formula
Abbrev
Abbrev Chains
PIM2 17:0_18:0
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
OAPLXIVHZHONPH-GCOWNALRSA-N
InChi (Click to copy)
InChI=1S/C56H105O23P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-42(60)74-38(36-72-41(59)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)37-73-80(70,71)79-54-52(77-55-50(68)45(63)43(61)39(34-57)75-55)48(66)47(65)49(67)53(54)78-56-51(69)46(64)44(62)40(35-58)76-56/h38-40,43-58,61-69H,3-37H2,1-2H3,(H,70,71)/t38-,39-,40-,43-,44-,45+,46+,47-,48-,49+,50+,51+,52+,53+,54-,55-,56-/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(CCCCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCC)=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
80
Rings
3
Aromatic Rings
0
Rotatable Bonds
47
Van der Waals Molecular Volume
1157.00
Topological Polar Surface Area
371.95
Hydrogen Bond Donors
12
Hydrogen Bond Acceptors
23
logP
10.72
Molar Refractivity
301.79
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.