Structure Database (LMSD)

Common Name
PIM4(18:1(9Z)/14:0)
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp-1->6-α-D-Manp)-(1-(9Z-octadecenoyl)-2-tetradecanoyl-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM4(32:1)
  • PIM4(14:0_18:1)
LM ID
LMGP15010164
Formula
C65H117O33P
Exact Mass
Calculate m/z
1456.721483
Sum Composition
PIM4 32:1
Abbrev Chains
PIM4 14:0_18:1
Status
Active (generated by computational methods)
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Glycerophospholipids [GP]
Glycerophosphoinositolglycans [GP15]
Diacylglycerophosphoinositolglycans [GP1501]

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

String Representations

InChiKey (Click to copy)
MENRSQMXLZVPNJ-RSGFVERTSA-N
InChi (Click to copy)
InChI=1S/C65H117O33P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-42(68)87-33-37(91-43(69)30-28-26-24-22-19-14-12-10-8-6-4-2)34-90-99(85,86)98-61-59(96-64-57(83)49(75)45(71)39(32-67)93-64)53(79)52(78)54(80)60(61)97-65-58(84)51(77)47(73)41(95-65)36-89-63-56(82)50(76)46(72)40(94-63)35-88-62-55(81)48(74)44(70)38(31-66)92-62/h16-17,37-41,44-67,70-84H,3-15,18-36H2,1-2H3,(H,85,86)/b17-16-/t37-,38-,39-,40-,41-,44-,45-,46-,47-,48+,49+,50+,51+,52-,53-,54+,55+,56+,57+,58+,59+,60+,61-,62+,63+,64-,65-/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(CCCCCCCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O

Other Databases

PubChem CID
126457532

Calculated Physicochemical Properties

Heavy Atoms 99
Rings 5
Aromatic Rings 0
Rotatable Bonds 49
Van der Waals Molecular Volume 1373.24
Topological Polar Surface Area 534.39
Hydrogen Bond Donors 18
Hydrogen Bond Acceptors 33
logP 8.41
Molar Refractivity 359.21

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.