Structure Database (LMSD)

Common Name
BPG(C25,C20,C20,C20)
Systematic Name
1'-[2-O-sesterpanyl-3-O-phytanyl-sn-glycero-1-phospho],3'-[2,3-di-O-phytanyl-sn-glycero-1-phospho]-sn-glycerol
Synonyms
LM ID
LMGP12120002
Formula
Exact Mass
Calculate m/z
1591.383821
Status
Active

Classification

String Representations

InChiKey (Click to copy)
JZONCAFKEIZLCH-JFZDCUFRSA-N
InChi (Click to copy)
InChI=1S/C94H192O13P2/c1-75(2)35-22-39-79(9)43-26-47-83(13)51-30-52-87(17)56-34-60-91(21)64-68-103-94(72-101-66-62-89(19)58-32-54-85(15)49-28-45-81(11)41-24-37-77(5)6)74-107-109(98,99)105-70-92(95)69-104-108(96,97)106-73-93(102-67-63-90(20)59-33-55-86(16)50-29-46-82(12)42-25-38-78(7)8)71-100-65-61-88(18)57-31-53-84(14)48-27-44-80(10)40-23-36-76(3)4/h75-95H,22-74H2,1-21H3,(H,96,97)(H,98,99)/t79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92+,93+,94+/m1/s1
SMILES (Click to copy)
O(CC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C[C@@](OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)([H])COP(O)(OC[C@](O)([H])COP(OC[C@@]([H])(OCC[C@H](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)(O)=O)=O

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 109
Rings 0
Aromatic Rings 0
Rotatable Bonds 82
Van der Waals Molecular Volume 1788.69
Topological Polar Surface Area 168.67
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 13
logP 33.13
Molar Refractivity 473.76

Admin

Created at
-
Updated at
-
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.