Structure Database (LMSD)

O HO O OH OH OH O HO OH O O OH P O O H O O O OH OH OH O OH HO O OH OH OH O
Common Name
PIM3(18:0/16:2(9Z,12Z))
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp)-(1-octadecanoyl-2-(9Z,12Z-hexadecadienoyl)-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM3(34:2)
  • PIM3(16:2_18:0)
LM ID
LMGP15010113
Formula
C61H109O28P
Exact Mass
Calculate m/z
1320.684308
Sum Composition
PIM3 34:2
Abbrev Chains
PIM3 16:2_18:0
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]
Diacylglycerophosphoinositolglycans [GP1501]

String Representations

InChiKey (Click to copy)
HKJNZUXIHDPUOY-KHIGFDFASA-N
InChi (Click to copy)
InChI=1S/C61H109O28P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-42(64)80-35-38(83-43(65)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2)36-82-90(78,79)89-58-56(87-60-54(76)48(70)45(67)40(34-63)85-60)51(73)50(72)52(74)57(58)88-61-55(77)49(71)46(68)41(86-61)37-81-59-53(75)47(69)44(66)39(33-62)84-59/h8,10,14,16,38-41,44-63,66-77H,3-7,9,11-13,15,17-37H2,1-2H3,(H,78,79)/b10-8-,16-14-/t38-,39-,40-,41-,44-,45-,46-,47+,48+,49+,50-,51-,52+,53+,54+,55+,56+,57+,58-,59+,60-,61-/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)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])(OC(CCCCCCC/C=C\C/C=C\CCC)=O)COC(CCCCCCCCCCCCCCCCC)=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
126457481

Calculated Physicochemical Properties

Heavy Atoms 90
Rings 4
Aromatic Rings 0
Rotatable Bonds 47
Van der Waals Molecular Volume 1269.81
Topological Polar Surface Area 453.17
Hydrogen Bond Donors 15
Hydrogen Bond Acceptors 28
logP 9.42
Molar Refractivity 332.67

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.