Structure Database (LMSD)

Common Name
PIM6(17:0/14:0)
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-tetradecanoyl-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM6(31:0)
  • PIM6(14:0_17:0)
LM ID
LMGP15010248
Formula
C76H137O43P
Exact Mass
Calculate m/z
1768.827133
Sum Composition
PIM6 31:0
Abbrev Chains
PIM6 14:0_17:0
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)
UNUURWXFLLFGSB-LDANBPMVSA-N
InChi (Click to copy)
InChI=1S/C76H137O43P/c1-3-5-7-9-11-13-15-16-17-19-20-22-24-26-28-45(79)104-32-38(110-46(80)29-27-25-23-21-18-14-12-10-8-6-4-2)33-109-120(102,103)119-70-68(117-75-66(100)54(88)48(82)40(31-78)112-75)60(94)59(93)61(95)69(70)118-76-67(101)58(92)52(86)44(116-76)37-108-74-65(99)57(91)51(85)43(115-74)36-107-73-64(98)56(90)50(84)42(114-73)35-106-72-63(97)55(89)49(83)41(113-72)34-105-71-62(96)53(87)47(81)39(30-77)111-71/h38-44,47-78,81-101H,3-37H2,1-2H3,(H,102,103)/t38-,39-,40-,41-,42-,43-,44-,47-,48-,49-,50-,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-/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(CCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCC)=O

Other Databases

PubChem CID
126457616

Calculated Physicochemical Properties

Heavy Atoms 120
Rings 7
Aromatic Rings 0
Rotatable Bonds 55
Van der Waals Molecular Volume 1629.36
Topological Polar Surface Area 696.83
Hydrogen Bond Donors 24
Hydrogen Bond Acceptors 43
logP 7.32
Molar Refractivity 426.06

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.