Structure Database (LMSD)

O O HO OH OH OH O O HO OH O O P O O H O O OH OH OH O OH HO O OH OH OH O OH
Common Name
PIM3(17:0/14:0)
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp)-(1-heptadecanoyl-2-tetradecanoyl-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM3(31:0)
  • PIM3(14:0_17:0)
LM ID
LMGP15010104
Formula
Exact Mass
Calculate m/z
1282.668658
Sum Composition
Abbrev Chains
PIM3 14:0_17:0
Status
Active (generated by computational methods)

Main

Classification

String Representations

InChiKey (Click to copy)
GWVCWALDSRAWDA-ATZYLTLZSA-N
InChi (Click to copy)
InChI=1S/C58H107O28P/c1-3-5-7-9-11-13-15-16-17-19-20-22-24-26-28-39(61)77-32-35(80-40(62)29-27-25-23-21-18-14-12-10-8-6-4-2)33-79-87(75,76)86-55-53(84-57-51(73)45(67)42(64)37(31-60)82-57)48(70)47(69)49(71)54(55)85-58-52(74)46(68)43(65)38(83-58)34-78-56-50(72)44(66)41(63)36(30-59)81-56/h35-38,41-60,63-74H,3-34H2,1-2H3,(H,75,76)/t35-,36-,37-,38-,41-,42-,43-,44+,45+,46+,47-,48-,49+,50+,51+,52+,53+,54+,55-,56+,57-,58-/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(CCCCCCCCCCCCCCCC)=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

Calculated Physicochemical Properties

Heavy Atoms 87
Rings 4
Aromatic Rings 0
Rotatable Bonds 46
Van der Waals Molecular Volume 1223.19
Topological Polar Surface Area 453.17
Hydrogen Bond Donors 15
Hydrogen Bond Acceptors 28
logP 8.70
Molar Refractivity 319.01

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.