Structure Database (LMSD)

Common Name
PIM5(18:0/16:2(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-octadecanoyl-2-(9Z,12Z-hexadecadienoyl)-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM5(34:2)
  • PIM5(16:2_18:0)
LM ID
LMGP15010209
Formula
C73H129O38P
Exact Mass
Calculate m/z
1644.789958
Sum Composition
PIM5 34:2
Abbrev Chains
PIM5 16:2_18:0
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)
AVQMSOYCMFGDRR-ZGFRRVMASA-N
InChi (Click to copy)
InChI=1S/C73H129O38P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-46(76)98-35-40(103-47(77)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2)36-102-112(96,97)111-68-66(109-72-64(94)54(84)49(79)42(34-75)105-72)59(89)58(88)60(90)67(68)110-73-65(95)57(87)52(82)45(108-73)39-101-71-63(93)56(86)51(81)44(107-71)38-100-70-62(92)55(85)50(80)43(106-70)37-99-69-61(91)53(83)48(78)41(33-74)104-69/h8,10,14,16,40-45,48-75,78-95H,3-7,9,11-13,15,17-39H2,1-2H3,(H,96,97)/b10-8-,16-14-/t40-,41-,42-,43-,44-,45-,48-,49-,50-,51-,52-,53+,54+,55+,56+,57+,58-,59-,60+,61+,62+,63+,64+,65+,66+,67+,68-,69+,70+,71+,72-,73-/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)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(CCCCCCCCCCCCCCCCC)=O

Other Databases

PubChem CID
126457577

Calculated Physicochemical Properties

Heavy Atoms 112
Rings 6
Aromatic Rings 0
Rotatable Bonds 53
Van der Waals Molecular Volume 1540.59
Topological Polar Surface Area 615.61
Hydrogen Bond Donors 21
Hydrogen Bond Acceptors 38
logP 8.51
Molar Refractivity 404.04

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.