Structure Database (LMSD)

HO OH OH OH O O OH OH OH O O OH OH OH O OH OH OH O OH OH O O HO P O O H O O O O O O OH OH OH O O OH OH OH O OH HO
Common Name
PIM6(18:0/18:1(9Z))
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-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM6(36:1)
  • PIM6(18:0_18:1)
LM ID
LMGP15010259
Formula
C81H145O43P
Exact Mass
Calculate m/z
1836.889733
Sum Composition
PIM6 36:1
Abbrev Chains
PIM6 18:0_18:1
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)
WYOLSNNCTLPQHT-WWWHEOCTSA-N
InChi (Click to copy)
InChI=1S/C81H145O43P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-50(84)109-37-43(115-51(85)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-114-125(107,108)124-75-73(122-80-71(105)59(93)53(87)45(36-83)117-80)65(99)64(98)66(100)74(75)123-81-72(106)63(97)57(91)49(121-81)42-113-79-70(104)62(96)56(90)48(120-79)41-112-78-69(103)61(95)55(89)47(119-78)40-111-77-68(102)60(94)54(88)46(118-77)39-110-76-67(101)58(92)52(86)44(35-82)116-76/h18,20,43-49,52-83,86-106H,3-17,19,21-42H2,1-2H3,(H,107,108)/b20-18-/t43-,44-,45-,46-,47-,48-,49-,52-,53-,54-,55-,56-,57-,58+,59+,60+,61+,62+,63+,64-,65-,66+,67+,68+,69+,70+,71+,72+,73+,74+,75-,76+,77+,78+,79+,80-,81-/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])(OC(CCCCCCC/C=C\CCCCCCCC)=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
126457627

Calculated Physicochemical Properties

Heavy Atoms 125
Rings 7
Aromatic Rings 0
Rotatable Bonds 59
Van der Waals Molecular Volume 1713.22
Topological Polar Surface Area 696.83
Hydrogen Bond Donors 24
Hydrogen Bond Acceptors 43
logP 9.05
Molar Refractivity 449.05

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.