Structure Database (LMSD)

Common Name
PIM5(18:1(9Z)/18:1(9Z))
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-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-1'-myo-inositol)
Synonyms
  • PIM5(36:2)
  • PIM5(18:1/18:1)
LM ID
LMGP15010217
Formula
C75H133O38P
Exact Mass
Calculate m/z
1672.821258
Sum Composition
PIM5 36:2
Abbrev Chains
PIM5 18:1/18:1
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)
NRDHHEKIOSVYPH-JKJYREMISA-N
InChi (Click to copy)
InChI=1S/C75H133O38P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-48(78)100-37-42(105-49(79)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-104-114(98,99)113-70-68(111-74-66(96)56(86)51(81)44(36-77)107-74)61(91)60(90)62(92)69(70)112-75-67(97)59(89)54(84)47(110-75)41-103-73-65(95)58(88)53(83)46(109-73)40-102-72-64(94)57(87)52(82)45(108-72)39-101-71-63(93)55(85)50(80)43(35-76)106-71/h17-20,42-47,50-77,80-97H,3-16,21-41H2,1-2H3,(H,98,99)/b19-17-,20-18-/t42-,43-,44-,45-,46-,47-,50-,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-/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\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O

Other Databases

PubChem CID
126457585

Calculated Physicochemical Properties

Heavy Atoms 114
Rings 6
Aromatic Rings 0
Rotatable Bonds 55
Van der Waals Molecular Volume 1575.19
Topological Polar Surface Area 615.61
Hydrogen Bond Donors 21
Hydrogen Bond Acceptors 38
logP 9.29
Molar Refractivity 413.27

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.