Structure Database (LMSD)
Common Name
PIM2(18:1(9Z)/18:1(9Z))
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp)-(1-(9Z-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
- PIM2(36:2)
- PIM2(18:1/18:1)
LM ID
LMGP15010073
Status
Active (generated by computational methods)
Exact Mass
Calculate m/z
1186.662783
Formula
Abbrev
Abbrev Chains
PIM2 18:1/18:1
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
AVLDFAUOULVSSR-CBKAFUEASA-N
InChi (Click to copy)
InChI=1S/C57H103O23P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-42(60)73-37-39(75-43(61)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-74-81(71,72)80-55-53(78-56-51(69)46(64)44(62)40(35-58)76-56)49(67)48(66)50(68)54(55)79-57-52(70)47(65)45(63)41(36-59)77-57/h17-20,39-41,44-59,62-70H,3-16,21-38H2,1-2H3,(H,71,72)/b19-17-,20-18-/t39-,40-,41-,44-,45-,46+,47+,48-,49-,50+,51+,52+,53+,54+,55-,56-,57-/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\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=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
81
Rings
3
Aromatic Rings
0
Rotatable Bonds
46
Van der Waals Molecular Volume
1169.02
Topological Polar Surface Area
371.95
Hydrogen Bond Donors
12
Hydrogen Bond Acceptors
23
logP
10.66
Molar Refractivity
306.22
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.