Structure database (LMSD)

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LM IDLMGP04040007
Common Nameβ-hydroarchaetidylglycerol
Systematic Name1-(3-hydroxyphytanyl)-2-phytanyl-sn-glycero-3-phospho-(1'-sn-glycerol)
Synonyms-
Exact Mass
822.6714 (neutral)    Calculate m/z:
FormulaC46H95O9P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerols [GP04]
Sub ClassDialkylglycerophosphoglycerols [GP0404]
AbbrevPG dO-40:10;1
PubChem CID53477531
InChIKeyBIVFMXPCWMONSY-GUMWBJEQSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C46H95O9P/c1-37(2)17-11-19-39(5)21-13-23-41(7)24-15-26-43(9)28-31-52-35-45(36-55-56(50,51)54-34-44(48)33-47)53-32-30-46(10,49)29-16-27-42(8)25-14-22-40(6)20-12-18-38(3)4/h37-45,47-49H,11-36H2,1-10H3,(H,50,51)/t39-,40-,41-,42-,43-,44+,45-,46?/m1/s1
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SMILES
[C@](COP(=O)(O)OC[C@@]([H])(O)CO)([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
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StatusActive
CommentsSubmitted by Henry Boumann, Netherlands
ReferencesPubMed ID: 16306681
Calculated physicochemical properties (?):
 Heavy Atoms56Rings0Aromatic Rings0Rotatable Bonds40
 van der Waals
Molecular Volume
903.30Topological Polar
Surface Area
134.91Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
9
 logP14.66Molar
Refractivity
238.18    
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.