Structure Database (LMSD)

Common Name
PIM4(18:2(9Z,12Z)/16:0)
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp-1->6-α-D-Manp)-(1-(9Z,12Z-octadecadienoyl)-2-hexadecanoyl-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM4(34:2)
  • PIM4(16:0_18:2)
LM ID
LMGP15010171
Status
Active (generated by computational methods)
Exact Mass
Calculate m/z
1482.737133
Formula
C67H119O33P
Abbrev
PIM4 34:2
Abbrev Chains
PIM4 16:0_18:2
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Main

Classification

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

String Representations

InChiKey (Click to copy)
AOFKEQDRWUPMAV-KYQGQYRXSA-N
InChi (Click to copy)
InChI=1S/C67H119O33P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-44(70)89-35-39(93-45(71)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2)36-92-101(87,88)100-63-61(98-66-59(85)51(77)47(73)41(34-69)95-66)55(81)54(80)56(82)62(63)99-67-60(86)53(79)49(75)43(97-67)38-91-65-58(84)52(78)48(74)42(96-65)37-90-64-57(83)50(76)46(72)40(33-68)94-64/h11,13,17-18,39-43,46-69,72-86H,3-10,12,14-16,19-38H2,1-2H3,(H,87,88)/b13-11-,18-17-/t39-,40-,41-,42-,43-,46-,47-,48-,49-,50+,51+,52+,53+,54-,55-,56+,57+,58+,59+,60+,61+,62+,63-,64+,65+,66-,67-/m1/s1
SMILES (Click to copy)
[C@](OC(CCCCCCCCCCCCCCC)=O)(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)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])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
126457539

Calculated Physicochemical Properties

Heavy Atoms 101
Rings 5
Aromatic Rings 0
Rotatable Bonds 50
Van der Waals Molecular Volume 1405.20
Topological Polar Surface Area 534.39
Hydrogen Bond Donors 18
Hydrogen Bond Acceptors 33
logP 8.97
Molar Refractivity 368.35

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.