Structure Database (LMSD)

Systematic Name
1-(6-[5]-ladderane-hexanoyl)-2-(8-[3]-ladderane-octanyl)-sn-glycero-3-phospho-(1'-sn-glycerol)
Synonyms
LM ID
LMGP04110002
Status
Active
Exact Mass
Calculate m/z
774.483573
Formula
Abbrev


Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

String Representations

InChiKey (Click to copy)
UEMBUFLDEFJQDR-CHVWZDHSSA-N
InChi (Click to copy)
InChI=1S/C44H71O9P/c45-22-28(46)23-52-54(48,49)53-25-29(50-19-9-4-2-1-3-6-10-26-13-14-34-35(20-26)40-31-16-15-30(31)39(34)40)24-51-37(47)12-8-5-7-11-27-21-36-38(27)44-42-33-18-17-32(33)41(42)43(36)44/h26-36,38-46H,1-25H2,(H,48,49)/t26?,27?,28-,29+,30?,31?,32?,33?,34?,35?,36?,38?,39?,40?,41?,42?,43?,44?/m0/s1
SMILES (Click to copy)
C(CCCCC(=O)OC[C@@](OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)(COP(=O)(O)OC[C@@]([H])(O)CO)[H])C1CC2C3C4C5CCC5C4C3C21

References

Reference
PubMed ID: 18385981
Comments
Submitted by Henry Boumann, Netherlands

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Candidatus Anammoxoglobus propionicus (#363279)
Candidatus Brocadiia (#2517206)
Ladderane lipid distribution in four genera of anammox bacteria.,
Arch Microbiol, 2008
Pubmed ID: 18385981

Other Databases

CHEBI ID
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 9
Aromatic Rings 0
Rotatable Bonds 26
Van der Waals Molecular Volume 754.82
Topological Polar Surface Area 131.75
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 9
logP 10.35
Molar Refractivity 207.04

Admin

Created at
-
Updated at
13th Jun 2021
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.