Structure Database (LMSD)

Common Name
PIM4(19:1(9Z)/18:0)
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp-1->6-α-D-Manp)-(1-(9Z-nonadecenoyl)-2-octadecanoyl-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM4(37:1)
  • PIM4(18:0_19:1)
LM ID
LMGP15010186
Formula
C70H127O33P
Exact Mass
Calculate m/z
1526.799733
Sum Composition
PIM4 37:1
Abbrev Chains
PIM4 18:0_19:1
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)
OFLJIQACQVRTIF-KPTQPBFISA-N
InChi (Click to copy)
InChI=1S/C70H127O33P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-47(73)92-38-42(96-48(74)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)39-95-104(90,91)103-66-64(101-69-62(88)54(80)50(76)44(37-72)98-69)58(84)57(83)59(85)65(66)102-70-63(89)56(82)52(78)46(100-70)41-94-68-61(87)55(81)51(77)45(99-68)40-93-67-60(86)53(79)49(75)43(36-71)97-67/h19,21,42-46,49-72,75-89H,3-18,20,22-41H2,1-2H3,(H,90,91)/b21-19-/t42-,43-,44-,45-,46-,49-,50-,51-,52-,53+,54+,55+,56+,57-,58-,59+,60+,61+,62+,63+,64+,65+,66-,67+,68+,69-,70-/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(=O)CCCCCCCCCCCCCCCCC)COC(CCCCCCC/C=C\CCCCCCCCC)=O

Other Databases

PubChem CID
126457554

Calculated Physicochemical Properties

Heavy Atoms 104
Rings 5
Aromatic Rings 0
Rotatable Bonds 54
Van der Waals Molecular Volume 1459.74
Topological Polar Surface Area 534.39
Hydrogen Bond Donors 18
Hydrogen Bond Acceptors 33
logP 10.36
Molar Refractivity 382.30

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.