LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

Common Name

PIM6(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->6-α-D-Manp)-(1-(9Z-nonadecenoyl)-2-octadecanoyl-sn-glycero-3-phospho-1'-myo-inositol)

Synonyms

PIM6(37:1)
PIM6(18:0_19:1)

LM ID

LMGP15010282

Formula

C₈₂H₁₄₇O₄₃P

Exact Mass

Calculate m/z

1850.905383

Sum Composition

PIM6 37:1

Abbrev Chains

PIM6 18:0_19:1

Status

Active (generated by computational methods)

Show lipids differing only in stereochemistry/bond geometry

Classification

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

DOI: 10.1194/jlr.M010363

String Representations

InChiKey (Click to copy)

KVEIGYNBXPNEMT-SUXOFCJRSA-N

InChi (Click to copy)

InChI=1S/C82H147O43P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-51(85)110-38-44(116-52(86)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)39-115-126(108,109)125-76-74(123-81-72(106)60(94)54(88)46(37-84)118-81)66(100)65(99)67(101)75(76)124-82-73(107)64(98)58(92)50(122-82)43-114-80-71(105)63(97)57(91)49(121-80)42-113-79-70(104)62(96)56(90)48(120-79)41-112-78-69(103)61(95)55(89)47(119-78)40-111-77-68(102)59(93)53(87)45(36-83)117-77/h19,21,44-50,53-84,87-107H,3-18,20,22-43H2,1-2H3,(H,108,109)/b21-19-/t44-,45-,46-,47-,48-,49-,50-,53-,54-,55-,56-,57-,58-,59+,60+,61+,62+,63+,64+,65-,66-,67+,68+,69+,70+,71+,72+,73+,74+,75+,76-,77+,78+,79+,80+,81-,82-/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[C@@H]6[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)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

126457650

Calculated Physicochemical Properties

Heavy Atoms 126

Rings 7

Aromatic Rings 0

Rotatable Bonds 60

Van der Waals Molecular Volume 1730.52

Topological Polar Surface Area 696.83

Hydrogen Bond Donors 24

Hydrogen Bond Acceptors 43

logP 9.44

Molar Refractivity 453.67

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.