Structure Database (LMSD)

HO O O OH OH OH O O OH OH O O HO P O O H O O HO O OH OH OH O OH O OH OH OH
Common Name
PIM3(19:2(9Z,12Z)/18:1(9Z))
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp)-(1-(9Z,12Z-nonadecadienoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM3(37:3)
  • PIM3(18:1_19:2)
LM ID
LMGP15010145
Formula
C64H113O28P
Exact Mass
Calculate m/z
1360.715608
Sum Composition
PIM3 37:3
Abbrev Chains
PIM3 18:1_19:2
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)
DCSVJAVGWCMKTC-ULZATSKISA-N
InChi (Click to copy)
InChI=1S/C64H113O28P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-45(67)83-38-41(86-46(68)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)39-85-93(81,82)92-61-59(90-63-57(79)51(73)48(70)43(37-66)88-63)54(76)53(75)55(77)60(61)91-64-58(80)52(74)49(71)44(89-64)40-84-62-56(78)50(72)47(69)42(36-65)87-62/h13,15,18-21,41-44,47-66,69-80H,3-12,14,16-17,22-40H2,1-2H3,(H,81,82)/b15-13-,20-18-,21-19-/t41-,42-,43-,44-,47-,48-,49-,50+,51+,52+,53-,54-,55+,56+,57+,58+,59+,60+,61-,62+,63-,64-/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(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\C/C=C\CCCCCC)=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
126457513

Calculated Physicochemical Properties

Heavy Atoms 93
Rings 4
Aromatic Rings 0
Rotatable Bonds 49
Van der Waals Molecular Volume 1319.07
Topological Polar Surface Area 453.17
Hydrogen Bond Donors 15
Hydrogen Bond Acceptors 28
logP 10.37
Molar Refractivity 346.43

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.