Structure Database (LMSD)

O OH OH OH O O O OH OH OH O O O HO OH OH OH OH OH O OH OH OH O HO P O HO H O O OH O OH OH OH O O OH OH O OH HO O
Common Name
LPIM6(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->6-α-D-Manp-1->6-α-D-Manp)-(1-octadecanoyl-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • LPIM6(18:0)
  • LPIM6(18:0)
LM ID
LMGP15040043
Formula
C63H113O42P
Exact Mass
Calculate m/z
1572.644418
Sum Composition
LPIM6 18:0
Abbrev Chains
LPIM6 18:0
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)
NXBOJJNICNTUFR-DLPWQZLESA-N
InChi (Click to copy)
InChI=1S/C63H113O42P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-33(67)91-20-26(66)21-96-106(89,90)105-57-55(103-62-53(87)41(75)35(69)28(19-65)98-62)47(81)46(80)48(82)56(57)104-63-54(88)45(79)39(73)32(102-63)25-95-61-52(86)44(78)38(72)31(101-61)24-94-60-51(85)43(77)37(71)30(100-60)23-93-59-50(84)42(76)36(70)29(99-59)22-92-58-49(83)40(74)34(68)27(18-64)97-58/h26-32,34-66,68-88H,2-25H2,1H3,(H,89,90)/t26-,27-,28-,29-,30-,31-,32-,34-,35-,36-,37-,38-,39-,40+,41+,42+,43+,44+,45+,46-,47-,48+,49+,50+,51+,52+,53+,54+,55+,56+,57-,58+,59+,60+,61+,62-,63-/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[C@@H]5[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]6[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)O5)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

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
126457700

Calculated Physicochemical Properties

Heavy Atoms 106
Rings 7
Aromatic Rings 0
Rotatable Bonds 42
Van der Waals Molecular Volume 1398.31
Topological Polar Surface Area 690.76
Hydrogen Bond Donors 25
Hydrogen Bond Acceptors 42
logP 2.46
Molar Refractivity 365.72

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.