Structure Database (LMSD)
Common Name
PS dO-16:4(3E,6E,10E,14E)(3Me,7Me,11Me,15Me)/16:4(3E,6E,10E,14E)(3Me,7Me,11Me,15Me)
Systematic Name
2,3-bis-O-(geranylgeranyl)-sn-glycero-1-phospho-L-serine
Synonyms
- archaetidylserine
LM ID
LMGP03040002
Formula
Exact Mass
Calculate m/z
803.546507
Sum Composition
Status
Active
3D model of PS dO-16:4(3E,6E,10E,14E)(3Me,7Me,11Me,15Me)/16:4(3E,6E,10E,14E)(3Me,7Me,11Me,15Me)
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
UPNGZNGTSDAVMT-JAQDALRISA-N
InChi (Click to copy)
InChI=1S/C46H78NO8P/c1-36(2)17-11-19-38(5)21-13-23-40(7)25-15-27-42(9)29-31-52-33-44(34-54-56(50,51)55-35-45(47)46(48)49)53-32-30-43(10)28-16-26-41(8)24-14-22-39(6)20-12-18-37(3)4/h17-18,21-22,25-26,29-30,44-45H,11-16,19-20,23-24,27-28,31-35,47H2,1-10H3,(H,48,49)(H,50,51)/b38-21+,39-22+,40-25+,41-26+,42-29+,43-30+/t44-,45-/m0/s1
SMILES (Click to copy)
C(O[C@@](COP(=O)(O)OC[C@](C(O)=O)([H])N)([H])COC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/C)/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/C
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Methanothermobacter thermautotrophicus
(#145262)
Methanobacteria
(#183925)
CDP-2,3-Di-O-geranylgeranyl-sn-glycerol:L-serine O-archaetidyltransferase (archaetidylserine synthase) in the methanogenic archaeon Methanothermobacter thermautotrophicus.,
J Bacteriol, 2003
J Bacteriol, 2003
Pubmed ID:
12562787
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
56
Rings
Aromatic Rings
Rotatable Bonds
32
Van der Waals Molecular Volume
881.75
Topological Polar Surface Area
137.54
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
9
logP
14.39
Molar Refractivity
238.04
Reactions
Filter by species:
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Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Admin
Created at
24th Nov 2023
Updated at
24th Nov 2023
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.
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.