Structure Database (LMSD)

Common Name
PIM5(19:1(9Z)/18:0)
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-(9Z-nonadecenoyl)-2-octadecanoyl-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM5(37:1)
  • PIM5(18:0_19:1)
LM ID
LMGP15010234
Formula
C76H137O38P
Exact Mass
Calculate m/z
1688.852558
Sum Composition
PIM5 37:1
Abbrev Chains
PIM5 18:0_19:1
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)
OIKVKFBDODMCPS-DTVAMDTBSA-N
InChi (Click to copy)
InChI=1S/C76H137O38P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-49(79)101-38-43(106-50(80)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)39-105-115(99,100)114-71-69(112-75-67(97)57(87)52(82)45(37-78)108-75)62(92)61(91)63(93)70(71)113-76-68(98)60(90)55(85)48(111-76)42-104-74-66(96)59(89)54(84)47(110-74)41-103-73-65(95)58(88)53(83)46(109-73)40-102-72-64(94)56(86)51(81)44(36-77)107-72/h19,21,43-48,51-78,81-98H,3-18,20,22-42H2,1-2H3,(H,99,100)/b21-19-/t43-,44-,45-,46-,47-,48-,51-,52-,53-,54-,55-,56+,57+,58+,59+,60+,61-,62-,63+,64+,65+,66+,67+,68+,69+,70+,71-,72+,73+,74+,75-,76-/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(CCCCCCCCCCCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCCC)=O

Other Databases

PubChem CID
126457602

Calculated Physicochemical Properties

Heavy Atoms 115
Rings 6
Aromatic Rings 0
Rotatable Bonds 57
Van der Waals Molecular Volume 1595.13
Topological Polar Surface Area 615.61
Hydrogen Bond Donors 21
Hydrogen Bond Acceptors 38
logP 9.90
Molar Refractivity 417.98

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.