Structure Database (LMSD)

Common Name
LPIM4(16:0/0:0)
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp-1->6-α-D-Manp)-(1-hexadecanoyl-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • LPIM4(16:0)
  • LPIM4(16:0)
LM ID
LMGP15040025
Formula
C49H89O32P
Exact Mass
Calculate m/z
1220.507468
Sum Composition
LPIM4 16:0
Abbrev Chains
LPIM4 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]
Monoacylglycerophosphoinositolglycans [GP1504]

String Representations

InChiKey (Click to copy)
VCJUKFAECQNGDG-DIEYJUNGSA-N
InChi (Click to copy)
InChI=1S/C49H89O32P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-27(53)71-18-22(52)19-74-82(69,70)81-45-43(79-48-41(67)33(59)29(55)24(17-51)76-48)37(63)36(62)38(64)44(45)80-49-42(68)35(61)31(57)26(78-49)21-73-47-40(66)34(60)30(56)25(77-47)20-72-46-39(65)32(58)28(54)23(16-50)75-46/h22-26,28-52,54-68H,2-21H2,1H3,(H,69,70)/t22-,23-,24-,25-,26-,28-,29-,30-,31-,32+,33+,34+,35+,36-,37-,38+,39+,40+,41+,42+,43+,44+,45-,46+,47+,48-,49-/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(CCCCCCCCCCCCCCC)=O

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

Other Databases

PubChem CID
126457682

Calculated Physicochemical Properties

Heavy Atoms 82
Rings 5
Aromatic Rings 0
Rotatable Bonds 34
Van der Waals Molecular Volume 1092.93
Topological Polar Surface Area 528.32
Hydrogen Bond Donors 19
Hydrogen Bond Acceptors 32
logP 2.60
Molar Refractivity 285.12

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.