Structure Database (LMSD)

Common Name
LPIM4(18:0/0:0)
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp-1->6-α-D-Manp)-(1-octadecanoyl-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • LPIM4(18:0)
  • LPIM4(18:0)
LM ID
LMGP15040027
Formula
Exact Mass
Calculate m/z
1248.538768
Sum Composition
Abbrev Chains
LPIM4 18:0
Status
Active (generated by computational methods)

Classification

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)
ZJBUKJYDFRHJSG-GXRDZVIASA-N
InChi (Click to copy)
InChI=1S/C51H93O32P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-29(55)73-20-24(54)21-76-84(71,72)83-47-45(81-50-43(69)35(61)31(57)26(19-53)78-50)39(65)38(64)40(66)46(47)82-51-44(70)37(63)33(59)28(80-51)23-75-49-42(68)36(62)32(58)27(79-49)22-74-48-41(67)34(60)30(56)25(18-52)77-48/h24-28,30-54,56-70H,2-23H2,1H3,(H,71,72)/t24-,25-,26-,27-,28-,30-,31-,32-,33-,34+,35+,36+,37+,38-,39-,40+,41+,42+,43+,44+,45+,46+,47-,48+,49+,50-,51-/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])(O)COC(CCCCCCCCCCCCCCCCC)=O

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 84
Rings 5
Aromatic Rings 0
Rotatable Bonds 36
Van der Waals Molecular Volume 1127.53
Topological Polar Surface Area 528.32
Hydrogen Bond Donors 19
Hydrogen Bond Acceptors 32
logP 3.38
Molar Refractivity 294.36

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.