LIPID MAPS

Structure Database (LMSD)

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Common Name

PIM3(17:0/18:1(9Z))

Systematic Name

2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp)-(1-heptadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-1'-myo-inositol)

Synonyms

PIM3(35:1)
PIM3(17:0_18:1)

LM ID

LMGP15010109

Formula

C₆₂H₁₁₃O₂₈P

Exact Mass

Calculate m/z

1336.715608

Sum Composition

PIM3 35:1

Abbrev Chains

PIM3 17:0_18:1

Status

Active (generated by computational methods)

Show lipids differing only in stereochemistry/bond geometry

No other lipid differing only in stereochemistry/bond geometry found

Classification

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

DOI: 10.1194/jlr.M010363

String Representations

InChiKey (Click to copy)

XBKSFLDCXBYVIB-JGCXGNQESA-N

InChi (Click to copy)

InChI=1S/C62H113O28P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-44(66)84-39(36-81-43(65)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)37-83-91(79,80)90-59-57(88-61-55(77)49(71)46(68)41(35-64)86-61)52(74)51(73)53(75)58(59)89-62-56(78)50(72)47(69)42(87-62)38-82-60-54(76)48(70)45(67)40(34-63)85-60/h17,19,39-42,45-64,67-78H,3-16,18,20-38H2,1-2H3,(H,79,80)/b19-17-/t39-,40-,41-,42-,45-,46-,47-,48+,49+,50+,51-,52-,53+,54+,55+,56+,57+,58+,59-,60+,61-,62-/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)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\CCCCCCCC)=O)COC(CCCCCCCCCCCCCCCC)=O

Other Databases

PubChem CID

126457477

Calculated Physicochemical Properties

Heavy Atoms 91

Rings 4

Aromatic Rings 0

Rotatable Bonds 49

Van der Waals Molecular Volume 1289.75

Topological Polar Surface Area 453.17

Hydrogen Bond Donors 15

Hydrogen Bond Acceptors 28

logP 10.04

Molar Refractivity 337.38

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.