Structure Database (LMSD)
Common Name
LPIM2(18:2(9Z,12Z)/0:0)
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp)-(1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
- LPIM2(18:2)
- LPIM2(18:2)
LM ID
LMGP15040013
Status
Active (generated by computational methods)
Exact Mass
Calculate m/z
920.401818
Formula
Abbrev
Abbrev Chains
LPIM2 18:2
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
GNOFFHNCVJXYAN-VJBXBAPKSA-N
InChi (Click to copy)
InChI=1S/C39H69O22P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-25(43)55-20-22(42)21-56-62(53,54)61-37-35(59-38-33(51)28(46)26(44)23(18-40)57-38)31(49)30(48)32(50)36(37)60-39-34(52)29(47)27(45)24(19-41)58-39/h6-7,9-10,22-24,26-42,44-52H,2-5,8,11-21H2,1H3,(H,53,54)/b7-6-,10-9-/t22-,23-,24-,26-,27-,28+,29+,30-,31-,32+,33+,34+,35+,36+,37-,38-,39-/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])(O)COC(CCCCCCC/C=C\C/C=C\CCCCC)=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
62
Rings
3
Aromatic Rings
0
Rotatable Bonds
28
Van der Waals Molecular Volume
851.47
Topological Polar Surface Area
365.88
Hydrogen Bond Donors
13
Hydrogen Bond Acceptors
22
logP
3.85
Molar Refractivity
222.80
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.