Structure Database (LMSD)

O O OH OH OH O O OH OH OH O O O HO OH OH OH OH OH O OH OH OH O HO P O HO H O O OH O OH OH OH O O OH OH O OH HO O
Common Name
LPIM6(19:2(9Z,12Z)/0:0)
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp-1->6-α-D-Manp-1->6-α-D-Manp-1->6-α-D-Manp)-(1-(9Z,12Z-nonadecadienoyl)-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • LPIM6(19:2)
  • LPIM6(19:2)
LM ID
LMGP15040048
Formula
C64H111O42P
Exact Mass
Calculate m/z
1582.628768
Sum Composition
LPIM6 19:2
Abbrev Chains
LPIM6 19:2
Status
Active (generated by computational methods)
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Glycerophospholipids [GP]
Glycerophosphoinositolglycans [GP15]
Monoacylglycerophosphoinositolglycans [GP1504]

String Representations

InChiKey (Click to copy)
DAQONRDYIGFACO-CNPLEQFLSA-N
InChi (Click to copy)
InChI=1S/C64H111O42P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-34(68)92-21-27(67)22-97-107(90,91)106-58-56(104-63-54(88)42(76)36(70)29(20-66)99-63)48(82)47(81)49(83)57(58)105-64-55(89)46(80)40(74)33(103-64)26-96-62-53(87)45(79)39(73)32(102-62)25-95-61-52(86)44(78)38(72)31(101-61)24-94-60-51(85)43(77)37(71)30(100-60)23-93-59-50(84)41(75)35(69)28(19-65)98-59/h7-8,10-11,27-33,35-67,69-89H,2-6,9,12-26H2,1H3,(H,90,91)/b8-7-,11-10-/t27-,28-,29-,30-,31-,32-,33-,35-,36-,37-,38-,39-,40-,41+,42+,43+,44+,45+,46+,47-,48-,49+,50+,51+,52+,53+,54+,55+,56+,57+,58-,59+,60+,61+,62+,63-,64-/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[C@@H]3[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]4[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]5[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]6[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)O5)O4)O3)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\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
Pubmed ID: 21285232

Other Databases

PubChem CID
126457705

Calculated Physicochemical Properties

Heavy Atoms 107
Rings 7
Aromatic Rings 0
Rotatable Bonds 41
Van der Waals Molecular Volume 1410.33
Topological Polar Surface Area 690.76
Hydrogen Bond Donors 25
Hydrogen Bond Acceptors 42
logP 2.40
Molar Refractivity 370.15

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.