Structure Database (LMSD)
Common Name
LPIM1(18:1(9Z)/0:0)
Systematic Name
2'-O-(α-D-Manp)-(1-(9Z-octadecenoyl)-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
- LPIM1(18:1)
- LPIM1(18:1)
LM ID
LMGP15040004
Status
Active (generated by computational methods)
Exact Mass
Calculate m/z
760.364643
Formula
Abbrev
Abbrev Chains
LPIM1 18:1
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
DFYCEIOIGPPZRH-MKLNJMDGSA-N
InChi (Click to copy)
InChI=1S/C33H61O17P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(36)46-19-21(35)20-47-51(44,45)50-32-29(42)27(40)26(39)28(41)31(32)49-33-30(43)25(38)24(37)22(18-34)48-33/h9-10,21-22,24-35,37-43H,2-8,11-20H2,1H3,(H,44,45)/b10-9-/t21-,22-,24-,25+,26+,27+,28-,29+,30+,31+,32+,33-/m1/s1
SMILES (Click to copy)
[C@](COP(O[C@H]1[C@@H](O)[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\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
51
Rings
2
Aromatic Rings
0
Rotatable Bonds
26
Van der Waals Molecular Volume
718.72
Topological Polar Surface Area
284.66
Hydrogen Bond Donors
10
Hydrogen Bond Acceptors
17
logP
4.53
Molar Refractivity
187.21
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.