Structure Database (LMSD)
Common Name
LPIM5(17:0/0:0)
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-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
- LPIM5(17:0)
- LPIM5(17:0)
LM ID
LMGP15040034
Status
Active (generated by computational methods)
Exact Mass
Calculate m/z
1396.575943
Formula
Abbrev
Abbrev Chains
LPIM5 17:0
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
CEZDWEWZBBJTMM-OEVGKLNZSA-N
InChi (Click to copy)
InChI=1S/C56H101O37P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-30(60)81-19-24(59)20-85-94(79,80)93-51-49(91-55-47(77)37(67)32(62)26(18-58)87-55)42(72)41(71)43(73)50(51)92-56-48(78)40(70)35(65)29(90-56)23-84-54-46(76)39(69)34(64)28(89-54)22-83-53-45(75)38(68)33(63)27(88-53)21-82-52-44(74)36(66)31(61)25(17-57)86-52/h24-29,31-59,61-78H,2-23H2,1H3,(H,79,80)/t24-,25-,26-,27-,28-,29-,31-,32-,33-,34-,35-,36+,37+,38+,39+,40+,41-,42-,43+,44+,45+,46+,47+,48+,49+,50+,51-,52+,53+,54+,55-,56-/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])(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
94
Rings
6
Aromatic Rings
0
Rotatable Bonds
38
Van der Waals Molecular Volume
1245.62
Topological Polar Surface Area
609.54
Hydrogen Bond Donors
22
Hydrogen Bond Acceptors
37
logP
2.53
Molar Refractivity
325.42
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.