Structure Database (LMSD)

Common Name
PIM6(19:0/18:0)
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-nonadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM6(37:0)
  • PIM6(18:0_19:0)
LM ID
LMGP15010276
Formula
C82H149O43P
Exact Mass
Calculate m/z
1852.921033
Sum Composition
PIM6 37:0
Abbrev Chains
PIM6 18:0_19:0
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)
GPWVWXBRKSTXCC-CXCROYRTSA-N
InChi (Click to copy)
InChI=1S/C82H149O43P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-51(85)110-38-44(116-52(86)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)39-115-126(108,109)125-76-74(123-81-72(106)60(94)54(88)46(37-84)118-81)66(100)65(99)67(101)75(76)124-82-73(107)64(98)58(92)50(122-82)43-114-80-71(105)63(97)57(91)49(121-80)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)59(93)53(87)45(36-83)117-77/h44-50,53-84,87-107H,3-43H2,1-2H3,(H,108,109)/t44-,45-,46-,47-,48-,49-,50-,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-,82-/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(CCCCCCCCCCCCCCCCCC)=O

Other Databases

PubChem CID
126457644

Calculated Physicochemical Properties

Heavy Atoms 126
Rings 7
Aromatic Rings 0
Rotatable Bonds 61
Van der Waals Molecular Volume 1733.16
Topological Polar Surface Area 696.83
Hydrogen Bond Donors 24
Hydrogen Bond Acceptors 43
logP 9.67
Molar Refractivity 453.76

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.