Structure Database (LMSD)

O HO OH OH OH O O O OH OH OH O O OH OH O HO P O O H O O O O O OH OH OH OH HO O OH OH OH
Common Name
PIM4(16:0/14:0)
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp-1->6-α-D-Manp)-(1-hexadecanoyl-2-tetradecanoyl-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM4(30:0)
  • PIM4(14:0_16:0)
LM ID
LMGP15010146
Formula
C63H115O33P
Exact Mass
Calculate m/z
1430.705833
Sum Composition
PIM4 30:0
Abbrev Chains
PIM4 14:0_16:0
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)
PZCVKVKWOZYDNQ-ULEXNMOZSA-N
InChi (Click to copy)
InChI=1S/C63H115O33P/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-40(66)85-31-35(89-41(67)28-26-24-22-20-17-14-12-10-8-6-4-2)32-88-97(83,84)96-59-57(94-62-55(81)47(73)43(69)37(30-65)91-62)51(77)50(76)52(78)58(59)95-63-56(82)49(75)45(71)39(93-63)34-87-61-54(80)48(74)44(70)38(92-61)33-86-60-53(79)46(72)42(68)36(29-64)90-60/h35-39,42-65,68-82H,3-34H2,1-2H3,(H,83,84)/t35-,36-,37-,38-,39-,42-,43-,44-,45-,46+,47+,48+,49+,50-,51-,52+,53+,54+,55+,56+,57+,58+,59-,60+,61+,62-,63-/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(CCCCCCCCCCCCCCC)=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
126457514

Calculated Physicochemical Properties

Heavy Atoms 97
Rings 5
Aromatic Rings 0
Rotatable Bonds 48
Van der Waals Molecular Volume 1341.28
Topological Polar Surface Area 534.39
Hydrogen Bond Donors 18
Hydrogen Bond Acceptors 33
logP 7.85
Molar Refractivity 350.07

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.