Structure Database (LMSD)

Systematic Name
1-(8-[3]-ladderane-octanyl)-2-(8-[3]-ladderane-octanyl)-sn-glycero-3-phospho-(1'-sn-glycerol)
Synonyms
LM ID
LMGP04040005
Formula
Exact Mass
Calculate m/z
790.551258
Sum Composition
Status
Active

Classification

References

Comments
Submitted by Henry Boumann, Netherlands

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Candidatus Brocadia fulgida (#380242)
Candidatus Brocadiia (#2517206)
Ladderane lipid distribution in four genera of anammox bacteria.,
Arch Microbiol, 2008
Pubmed ID: 18385981

String Representations

InChiKey (Click to copy)
QIHVXBHEEVTVOD-GQSXMAELSA-N
InChi (Click to copy)
InChI=1S/C46H79O8P/c47-27-33(48)28-53-55(49,50)54-30-34(52-24-12-8-4-2-6-10-14-32-16-18-40-42(26-32)46-38-22-20-36(38)44(40)46)29-51-23-11-7-3-1-5-9-13-31-15-17-39-41(25-31)45-37-21-19-35(37)43(39)45/h31-48H,1-30H2,(H,49,50)/t31?,32?,33-,34+,35?,36?,37?,38?,39?,40?,41?,42?,43?,44?,45?,46?/m0/s1
SMILES (Click to copy)
O(P(=O)(O)OC[C@@]([H])(O)CO)C[C@@](OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)([H])COCCCCCCCCC1CC2C3C4CCC4C3C2CC1

Other Databases

CHEBI ID
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 8
Aromatic Rings 0
Rotatable Bonds 28
Van der Waals Molecular Volume 795.63
Topological Polar Surface Area 114.68
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 12.43
Molar Refractivity 218.88

Admin

Created at
-
Updated at
2nd Jul 2024
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.