Structure Database (LMSD)

Common Name
PIM4(18:2(9Z,12Z)/18:1(9Z))
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp-1->6-α-D-Manp)-(1-(9Z,12Z-octadecadienoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM4(36:3)
  • PIM4(18:1_18:2)
LM ID
LMGP15010175
Formula
C69H121O33P
Exact Mass
Calculate m/z
1508.752783
Sum Composition
PIM4 36:3
Abbrev Chains
PIM4 18:1_18:2
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)
RHNZFTCZSYWPEF-ZHIGTGHSSA-N
InChi (Click to copy)
InChI=1S/C69H121O33P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-46(72)91-37-41(95-47(73)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-94-103(89,90)102-65-63(100-68-61(87)53(79)49(75)43(36-71)97-68)57(83)56(82)58(84)64(65)101-69-62(88)55(81)51(77)45(99-69)40-93-67-60(86)54(80)50(76)44(98-67)39-92-66-59(85)52(78)48(74)42(35-70)96-66/h11,13,17-20,41-45,48-71,74-88H,3-10,12,14-16,21-40H2,1-2H3,(H,89,90)/b13-11-,19-17-,20-18-/t41-,42-,43-,44-,45-,48-,49-,50-,51-,52+,53+,54+,55+,56-,57-,58+,59+,60+,61+,62+,63+,64+,65-,66+,67+,68-,69-/m1/s1
SMILES (Click to copy)
[C@@](COC(CCCCCCC/C=C\C/C=C\CCCCC)=O)(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\CCCCCCCC)=O

Other Databases

PubChem CID
126457543

Calculated Physicochemical Properties

Heavy Atoms 103
Rings 5
Aromatic Rings 0
Rotatable Bonds 51
Van der Waals Molecular Volume 1437.16
Topological Polar Surface Area 534.39
Hydrogen Bond Donors 18
Hydrogen Bond Acceptors 33
logP 9.52
Molar Refractivity 377.49

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.