Structure Database (LMSD)
Systematic Name
1-tetradecanoyl-2-(8-[3]-ladderane-octanyl)-sn-glycero-3-phospho-(1'-sn-glycerol)
Synonyms
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
MWPDWUVBMJGEIM-QXIBXBCJSA-N
InChi (Click to copy)
InChI=1S/C40H73O9P/c1-2-3-4-5-6-7-8-9-10-14-17-20-38(43)47-29-33(30-49-50(44,45)48-28-32(42)27-41)46-25-18-15-12-11-13-16-19-31-21-22-36-37(26-31)40-35-24-23-34(35)39(36)40/h31-37,39-42H,2-30H2,1H3,(H,44,45)/t31?,32-,33+,34?,35?,36?,37?,39?,40?/m0/s1
SMILES (Click to copy)
O(P(=O)(O)OC[C@@]([H])(O)CO)C[C@@](OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)([H])COC(=O)CCCCCCCCCCCCC
References
Comments
Submitted by Henry Boumann, Netherlands
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Candidatus Kuenenia stuttgartiensis
(#174633)
Candidatus Brocadiia
(#2517206)
Ladderane lipid distribution in four genera of anammox bacteria.,
Arch Microbiol, 2008
Arch Microbiol, 2008
Pubmed ID:
18385981
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
50
Rings
4
Aromatic Rings
0
Rotatable Bonds
32
Van der Waals Molecular Volume
747.42
Topological Polar Surface Area
131.75
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
9
logP
11.32
Molar Refractivity
199.77
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.
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.