Structure Database (LMSD)

Common Name
PIM6(17:0/18:0)
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-heptadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM6(35:0)
  • PIM6(17:0_18:0)
LM ID
LMGP15010252
Formula
C80H145O43P
Exact Mass
Calculate m/z
1824.889733
Sum Composition
PIM6 35:0
Abbrev Chains
PIM6 17:0_18:0
Status
Active (generated by computational methods)
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Glycerophospholipids [GP]
Glycerophosphoinositolglycans [GP15]
Diacylglycerophosphoinositolglycans [GP1501]

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)
LARHICGBEHJMFZ-CHIKVIGYSA-N
InChi (Click to copy)
InChI=1S/C80H145O43P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-50(84)114-42(36-108-49(83)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)37-113-124(106,107)123-74-72(121-79-70(104)58(92)52(86)44(35-82)116-79)64(98)63(97)65(99)73(74)122-80-71(105)62(96)56(90)48(120-80)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)59(93)53(87)45(117-76)38-109-75-66(100)57(91)51(85)43(34-81)115-75/h42-48,51-82,85-105H,3-41H2,1-2H3,(H,106,107)/t42-,43-,44-,45-,46-,47-,48-,51-,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-/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(CCCCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCC)=O

Other Databases

PubChem CID
126457620

Calculated Physicochemical Properties

Heavy Atoms 124
Rings 7
Aromatic Rings 0
Rotatable Bonds 59
Van der Waals Molecular Volume 1698.56
Topological Polar Surface Area 696.83
Hydrogen Bond Donors 24
Hydrogen Bond Acceptors 43
logP 8.89
Molar Refractivity 444.53

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.