Structure Database (LMSD)

Common Name
beta-hydroarchaetidylethanolamine
Systematic Name
1-(3-hydroxyphytanyl)-2-phytanyl-sn-glycero-3-phosphoethanolamine
Synonyms
LM ID
LMGP02040018
Formula
Exact Mass
Calculate m/z
791.676792
Sum Composition
Status
Active

Classification

References

Comments
Submitted by Henry Boumann, Netherlands

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Methanosarcina barkeri (#2208)
Methanomicrobia (#224756)
Recent advances in structural research on ether lipids from archaea including comparative and physiological aspects.,
Biosci Biotechnol Biochem, 2005
Pubmed ID: 16306681

String Representations

InChiKey (Click to copy)
VUKYXYWCFFKPMX-FWCOPHCESA-N
InChi (Click to copy)
InChI=1S/C45H94NO7P/c1-37(2)17-11-19-39(5)21-13-23-41(7)24-15-26-43(9)28-32-50-35-44(36-53-54(48,49)52-34-31-46)51-33-30-45(10,47)29-16-27-42(8)25-14-22-40(6)20-12-18-38(3)4/h37-44,47H,11-36,46H2,1-10H3,(H,48,49)/t39-,40-,41-,42-,43-,44-,45?/m1/s1
SMILES (Click to copy)
[C@](COP(=O)(O)OCCN)([H])(OCCC(O)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)COCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 0
Aromatic Rings 0
Rotatable Bonds 39
Van der Waals Molecular Volume 879.42
Topological Polar Surface Area 120.47
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 7
logP 14.98
Molar Refractivity 233.63

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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.