Structure Database (LMSD)
Common Name
PIM5(17:0/16:0)
Systematic Name
2'-O-(α-D-Manp)-6'-O-(α-D-Manp-1->6-α-D-Manp-1->6-α-D-Manp-1->6-α-D-Manp)-(1-heptadecanoyl-2-hexadecanoyl-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
- PIM5(33:0)
- PIM5(16:0_17:0)
LM ID
LMGP15010201
Status
Active (generated by computational methods)
Exact Mass
Calculate m/z
1634.805608
Formula
Abbrev
Abbrev Chains
PIM5 16:0_17:0
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
QMJTVLSPLUPJJB-FRURBJBBSA-N
InChi (Click to copy)
InChI=1S/C72H131O38P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-45(75)97-34-39(102-46(76)31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)35-101-111(95,96)110-67-65(108-71-63(93)53(83)48(78)41(33-74)104-71)58(88)57(87)59(89)66(67)109-72-64(94)56(86)51(81)44(107-72)38-100-70-62(92)55(85)50(80)43(106-70)37-99-69-61(91)54(84)49(79)42(105-69)36-98-68-60(90)52(82)47(77)40(32-73)103-68/h39-44,47-74,77-94H,3-38H2,1-2H3,(H,95,96)/t39-,40-,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+,69+,70+,71-,72-/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(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCC)=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
J Lipid Res, 2011
Pubmed ID:
21285232
DOI:
10.1194/jlr.M010363
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
111
Rings
6
Aromatic Rings
0
Rotatable Bonds
54
Van der Waals Molecular Volume
1528.57
Topological Polar Surface Area
615.61
Hydrogen Bond Donors
21
Hydrogen Bond Acceptors
38
logP
8.56
Molar Refractivity
399.61
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.
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.