Structure Database (LMSD)

Common Name
PIM6(18:2(9Z,12Z)/16:2(9Z,12Z))
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-(9Z,12Z-octadecadienoyl)-2-(9Z,12Z-hexadecadienoyl)-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM6(34:4)
  • PIM6(16:2_18:2)
LM ID
LMGP15010269
Status
Active (generated by computational methods)
Exact Mass
Calculate m/z
1802.811483
Formula
C79H135O43P
Abbrev
PIM6 34:4
Abbrev Chains
PIM6 16:2_18:2
Show lipids differing only in stereochemistry/bond geometry
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Main

Classification

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

String Representations

InChiKey (Click to copy)
REOOVSPCIUPIJO-QKBIYKDFSA-N
InChi (Click to copy)
InChI=1S/C79H135O43P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-48(82)107-35-41(113-49(83)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2)36-112-123(105,106)122-73-71(120-78-69(103)57(91)51(85)43(34-81)115-78)63(97)62(96)64(98)72(73)121-79-70(104)61(95)55(89)47(119-79)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)58(92)52(86)44(116-75)37-108-74-65(99)56(90)50(84)42(33-80)114-74/h8,10-11,13-14,16-18,41-47,50-81,84-104H,3-7,9,12,15,19-40H2,1-2H3,(H,105,106)/b10-8-,13-11-,16-14-,18-17-/t41-,42-,43-,44-,45-,46-,47-,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+,77+,78-,79-/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\C/C=C\CCC)=O)COC(CCCCCCC/C=C\C/C=C\CCCCC)=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
126457637

Calculated Physicochemical Properties

Heavy Atoms 123
Rings 7
Aromatic Rings 0
Rotatable Bonds 54
Van der Waals Molecular Volume 1670.70
Topological Polar Surface Area 696.83
Hydrogen Bond Donors 24
Hydrogen Bond Acceptors 43
logP 7.60
Molar Refractivity 439.53

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.