Structure Database (LMSD)

OH O HO O OH OH O O OH HO OH O O P O O H O O OH OH O OH HO O OH OH OH O OH
Common Name
PIM3(16:0/14:0)
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp)-(1-hexadecanoyl-2-tetradecanoyl-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM3(30:0)
  • PIM3(14:0_16:0)
LM ID
LMGP15010098
Formula
C57H105O28P
Exact Mass
Calculate m/z
1268.653008
Sum Composition
PIM3 30:0
Abbrev Chains
PIM3 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)
LGOHCUDDBBUWJG-TWJGRFEGSA-N
InChi (Click to copy)
InChI=1S/C57H105O28P/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-38(60)76-31-34(79-39(61)28-26-24-22-20-17-14-12-10-8-6-4-2)32-78-86(74,75)85-54-52(83-56-50(72)44(66)41(63)36(30-59)81-56)47(69)46(68)48(70)53(54)84-57-51(73)45(67)42(64)37(82-57)33-77-55-49(71)43(65)40(62)35(29-58)80-55/h34-37,40-59,62-73H,3-33H2,1-2H3,(H,74,75)/t34-,35-,36-,37-,40-,41-,42-,43+,44+,45+,46-,47-,48+,49+,50+,51+,52+,53+,54-,55+,56-,57-/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)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
126457466

Calculated Physicochemical Properties

Heavy Atoms 86
Rings 4
Aromatic Rings 0
Rotatable Bonds 45
Van der Waals Molecular Volume 1205.89
Topological Polar Surface Area 453.17
Hydrogen Bond Donors 15
Hydrogen Bond Acceptors 28
logP 8.31
Molar Refractivity 314.39

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.