Structure Database (LMSD)

Common Name
PIM4(17:0/18:1(9Z))
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp-1->6-α-D-Manp)-(1-heptadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM4(35:1)
  • PIM4(17:0_18:1)
LM ID
LMGP15010157
Formula
C68H123O33P
Exact Mass
Calculate m/z
1498.768433
Sum Composition
PIM4 35:1
Abbrev Chains
PIM4 17:0_18:1
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)
ZSPHHDLBOBTMRM-CKDYBPMZSA-N
InChi (Click to copy)
InChI=1S/C68H123O33P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-46(72)94-40(36-90-45(71)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)37-93-102(88,89)101-64-62(99-67-60(86)52(78)48(74)42(35-70)96-67)56(82)55(81)57(83)63(64)100-68-61(87)54(80)50(76)44(98-68)39-92-66-59(85)53(79)49(75)43(97-66)38-91-65-58(84)51(77)47(73)41(34-69)95-65/h17,19,40-44,47-70,73-87H,3-16,18,20-39H2,1-2H3,(H,88,89)/b19-17-/t40-,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-/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)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(=O)CCCCCCC/C=C\CCCCCCCC)COC(CCCCCCCCCCCCCCCC)=O

Other Databases

PubChem CID
126457525

Calculated Physicochemical Properties

Heavy Atoms 102
Rings 5
Aromatic Rings 0
Rotatable Bonds 52
Van der Waals Molecular Volume 1425.14
Topological Polar Surface Area 534.39
Hydrogen Bond Donors 18
Hydrogen Bond Acceptors 33
logP 9.58
Molar Refractivity 373.06

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.