Structure Database (LMSD)

Systematic Name
sn-caldito-1-phosphoethanolamine
Synonyms
LM ID
LMGP19000001
Formula
Exact Mass
Calculate m/z
1604.387312
Status
Active

Classification

String Representations

InChiKey (Click to copy)
ZRYNJPRVBZUGKC-ZMTQASRWSA-N
InChi (Click to copy)
InChI=1S/C94H190NO15P/c1-72-29-17-33-76(5)41-25-49-84(13)57-62-105-68-88(69-110-111(103,104)109-66-61-95)107-64-59-86(15)51-27-43-78(7)35-19-31-74(3)39-23-47-82(11)55-53-81(10)46-22-38-73(2)30-18-34-77(6)42-26-50-85(14)58-63-106-70-90(92(100)94(102,71-97)93(101)91(99)89(98)67-96)108-65-60-87(16)52-28-44-79(8)36-20-32-75(4)40-24-48-83(12)56-54-80(9)45-21-37-72/h72-93,96-102H,17-71,95H2,1-16H3,(H,103,104)/t72-,73-,74-,75-,76+,77+,78+,79+,80-,81-,82-,83-,84+,85+,86+,87+,88-,89?,90-,91?,92?,93?,94?/m0/s1
SMILES (Click to copy)
C([C@@]1([H])OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCC[C@@H](CC[C@@H](C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@@H](C)CCOC[C@]([H])(OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CC[C@@H](C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@@H](C)CCOC1)COP(O)(=O)OCCN)C)(C(O)(CO)C(O)C(O)C(O)CO)O

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 111
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 1785.08
Topological Polar Surface Area 268.59
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 15
logP 27.71
Molar Refractivity 473.66

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Created at
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Updated at
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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.