Structure Database (LMSD)

Common Name
PIM4(17:0/16:2(9Z,12Z))
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp-1->6-α-D-Manp)-(1-heptadecanoyl-2-(9Z,12Z-hexadecadienoyl)-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM4(33:2)
  • PIM4(16:2_17:0)
LM ID
LMGP15010155
Formula
C66H117O33P
Exact Mass
Calculate m/z
1468.721483
Sum Composition
PIM4 33:2
Abbrev Chains
PIM4 16:2_17:0
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)
CWWSEMGBKWGPGM-HUVCLPQUSA-N
InChi (Click to copy)
InChI=1S/C66H117O33P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-43(69)88-34-38(92-44(70)31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)35-91-100(86,87)99-62-60(97-65-58(84)50(76)46(72)40(33-68)94-65)54(80)53(79)55(81)61(62)98-66-59(85)52(78)48(74)42(96-66)37-90-64-57(83)51(77)47(73)41(95-64)36-89-63-56(82)49(75)45(71)39(32-67)93-63/h8,10,14,16,38-42,45-68,71-85H,3-7,9,11-13,15,17-37H2,1-2H3,(H,86,87)/b10-8-,16-14-/t38-,39-,40-,41-,42-,45-,46-,47-,48-,49+,50+,51+,52+,53-,54-,55+,56+,57+,58+,59+,60+,61+,62-,63+,64+,65-,66-/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)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])(OC(CCCCCCC/C=C\C/C=C\CCC)=O)COC(CCCCCCCCCCCCCCCC)=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mycobacterium tuberculosis (#1773)
Actinomycetes (#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
126457523

Calculated Physicochemical Properties

Heavy Atoms 100
Rings 5
Aromatic Rings 0
Rotatable Bonds 49
Van der Waals Molecular Volume 1387.90
Topological Polar Surface Area 534.39
Hydrogen Bond Donors 18
Hydrogen Bond Acceptors 33
logP 8.57
Molar Refractivity 363.74

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.