MiMeDB: Showing metabocard for 1-hexadecanoyl-sn-glycero-3-phospho-L-serine (MMDBc0055111)

Microbial

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:43:42 UTC

Update Date

2025-10-07 16:08:56 UTC

Metabolite ID

MMDBc0055111

Metabolite Identification

Common Name

1-hexadecanoyl-sn-glycero-3-phospho-L-serine

Description

1-hexadecanoyl-sn-glycero-3-phospho-L-serine is a phospholipid belonging to the class of glycerophospholipids. There is limited literature available on this metabolite, indicating a need for further research to understand its biological roles and implications.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221432D          

 35 34  0  0  1  0            999 V2000
    7.2336    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8085    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6664    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0940    5.0013    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.3809    5.8263    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.9506    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0953    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3809    6.6513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0940    4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506    6.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8098    5.8263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0953    4.5888    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   22.6499    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8249    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5230    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9519    5.8263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2374    5.4138    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.0940    5.8263    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.3809    5.0013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 15  1  0  0  0  0
 22 20  1  0  0  0  0
 20 23  1  1  0  0  0
 19 24  1  1  0  0  0
 25 21  2  0  0  0  0
 26 22  2  0  0  0  0
 27 22  1  0  0  0  0
 30 16  1  0  0  0  0
 30 21  1  0  0  0  0
 31 17  1  0  0  0  0
 32 18  1  0  0  0  0
 33 28  1  0  0  0  0
 33 29  2  0  0  0  0
 33 31  1  0  0  0  0
 33 32  1  0  0  0  0
 19 34  1  1  0  0  0
 20 35  1  1  0  0  0
M  CHG  1  27  -1
M  END


  Mrv1652306172221432D          

 35 34  0  0  1  0            999 V2000
    7.2336    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8085    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6664    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0940    5.0013    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.3809    5.8263    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.9506    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0953    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3809    6.6513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0940    4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506    6.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8098    5.8263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0953    4.5888    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   22.6499    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8249    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5230    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9519    5.8263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2374    5.4138    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.0940    5.8263    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.3809    5.0013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 15  1  0  0  0  0
 22 20  1  0  0  0  0
 20 23  1  1  0  0  0
 19 24  1  1  0  0  0
 25 21  2  0  0  0  0
 26 22  2  0  0  0  0
 27 22  1  0  0  0  0
 30 16  1  0  0  0  0
 30 21  1  0  0  0  0
 31 17  1  0  0  0  0
 32 18  1  0  0  0  0
 33 28  1  0  0  0  0
 33 29  2  0  0  0  0
 33 31  1  0  0  0  0
 33 32  1  0  0  0  0
 19 34  1  1  0  0  0
 20 35  1  1  0  0  0
M  CHG  1  27  -1
M  END
> <DATABASE_ID>
MMDBc0055111

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@]([H])(N)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H44NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(25)30-16-19(24)17-31-33(28,29)32-18-20(23)22(26)27/h19-20,24H,2-18,23H2,1H3,(H,26,27)(H,28,29)/p-1/t19-,20+/m1/s1

> <INCHI_KEY>
XIVOBOJQPNEUSC-UXHICEINSA-M

> <FORMULA>
C22H43NO9P

> <MOLECULAR_WEIGHT>
496.558

> <EXACT_MASS>
496.268092547

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
53.999557943218065

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-3-({[(2R)-3-(hexadecanoyloxy)-2-hydroxypropoxy](hydroxy)phosphoryl}oxy)propanoate

> <JCHEM_LOGP>
2.6124365290915454

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.213428710915933

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5080063842116909

> <JCHEM_PKA_STRONGEST_BASIC>
9.376581814113422

> <JCHEM_POLAR_SURFACE_AREA>
168.43999999999997

> <JCHEM_REFRACTIVITY>
134.07949999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-3-{[(2R)-3-(hexadecanoyloxy)-2-hydroxypropoxy(hydroxy)phosphoryl]oxy}propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      13.503   9.336   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.836  10.106   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.170   9.336   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.504  10.106   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.837   9.336   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.171  10.106   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.505   9.336   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.838  10.106   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.172   9.336   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      25.506  10.106   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.839   9.336   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      28.173  10.106   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.507   9.336   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.840  10.106   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      32.174   9.336   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      36.175  10.106   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      38.843  10.106   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      44.177  10.106   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      37.509   9.336   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      45.511  10.876   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      33.508  10.106   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      46.845  10.106   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      45.511  12.416   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0      37.509   7.796   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      33.508  11.646   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      48.178  10.876   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      46.845   8.566   0.000  0.00  0.00           O-1
HETATM   28  O   UNK     0      42.280   8.772   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      40.740  11.439   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      34.842   9.336   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      40.176   9.336   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      42.844  10.876   0.000  0.00  0.00           O+0
HETATM   33  P   UNK     0      41.510  10.106   0.000  0.00  0.00           P+0
HETATM   34  H   UNK     0      37.509  10.876   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      45.511   9.336   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   21                                                       
CONECT   16   19   30                                                       
CONECT   17   19   31                                                       
CONECT   18   20   32                                                       
CONECT   19   16   17   24   34                                             
CONECT   20   18   22   23   35                                             
CONECT   21   15   25   30                                                  
CONECT   22   20   26   27                                                  
CONECT   23   20                                                            
CONECT   24   19                                                            
CONECT   25   21                                                            
CONECT   26   22                                                            
CONECT   27   22                                                            
CONECT   28   33                                                            
CONECT   29   33                                                            
CONECT   30   16   21                                                       
CONECT   31   17   33                                                       
CONECT   32   18   33                                                       
CONECT   33   28   29   31   32                                             
CONECT   34   19                                                            
CONECT   35   20                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   68    0
END

Synonyms

Value	Source
1-C16:0-Lysophosphatidylserine(1-)	ChEBI
1-Hexadecanoyl-sn-glycero-3-phospho-L-serine	ChEBI
1-Hexadecanoyl-sn-glycero-3-phosphoserine(1-)	ChEBI

Molecular Formula

C₂₂H₄₃NO₉P

Average Mass

496.558

Monoisotopic Mass

496.268092547

IUPAC Name

(2S)-2-amino-3-({[(2R)-3-(hexadecanoyloxy)-2-hydroxypropoxy](hydroxy)phosphoryl}oxy)propanoate

Traditional Name

(2S)-2-amino-3-{[(2R)-3-(hexadecanoyloxy)-2-hydroxypropoxy(hydroxy)phosphoryl]oxy}propanoate

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@]([H])(N)C([O-])=O

InChI Identifier

InChI=1S/C22H44NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(25)30-16-19(24)17-31-33(28,29)32-18-20(23)22(26)27/h19-20,24H,2-18,23H2,1H3,(H,26,27)(H,28,29)/p-1/t19-,20+/m1/s1

InChI Key

XIVOBOJQPNEUSC-UXHICEINSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-acyl-glycerol-3-phosphoserines. These are monoacylglycerol-3-phosphoserines with a fatty acyl chain linked to the O1-atom of the glycerol moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoserines

Direct Parent

1-acyl-glycerol-3-phosphoserines

Alternative Parents

Substituents

1-monoacyl-glycerol-3-phosphoserine
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Dicarboxylic acid or derivatives
Fatty acyl
Phosphoric acid ester
Alkyl phosphate
Amino acid or derivatives
Amino acid
Carboxylic acid salt
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Organic nitrogen compound
Alcohol
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Organic salt
Hydrocarbon derivative
Carbonyl group
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

lysophosphatidylserine 16:0(1-) (CHEBI:75020 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	2.61	ChemAxon
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	9.38	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	168.44 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	134.08 m³·mol⁻¹	ChemAxon
Polarizability	54 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (retained)	2025-10-24	437.8
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	105.7
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	571.5
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	645.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	594.9
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	177.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (retained)	2025-10-24	2353.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	581.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	255.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	376.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	70.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	174.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	192.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	197.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	306.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	397.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	412.8
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1275.9
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	1260.3

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_1	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@H](N)C(=O)[O-])O[Si](C)(C)C	standard non polar	2025-10-24	2062.9
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_2	CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OC[C@H](N)C(=O)[O-])O[Si](C)(C)C	standard non polar	2025-10-24	1884.26
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_3	CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OC[C@H](N[Si](C)(C)C)C(=O)[O-]	standard non polar	2025-10-24	2416.33
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_4	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OC[C@H](N)C(=O)[O-])O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	3013.82
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_5	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@H](N[Si](C)(C)C)C(=O)[O-])O[Si](C)(C)C	standard non polar	2025-10-24	2465.12
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_6	CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OC[C@H](N[Si](C)(C)C)C(=O)[O-])O[Si](C)(C)C	standard non polar	2025-10-24	2416.95
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_7	CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OC[C@@H](C(=O)[O-])N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2196.7
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_8	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OC[C@H](N[Si](C)(C)C)C(=O)[O-])O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1687.39
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_9	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](C(=O)[O-])N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2038.41
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_10	CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OC[C@@H](C(=O)[O-])N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1530.33
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_11	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OC[C@@H](C(=O)[O-])N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2185.73
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_1	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@H](N)C(=O)[O-])O[Si](C)(C)C	standard polar	2025-10-24	3089.94
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_2	CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OC[C@H](N)C(=O)[O-])O[Si](C)(C)C	standard polar	2025-10-24	2216.72
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_3	CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OC[C@H](N[Si](C)(C)C)C(=O)[O-]	standard polar	2025-10-24	2927.17
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_4	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OC[C@H](N)C(=O)[O-])O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2132.99
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_5	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@H](N[Si](C)(C)C)C(=O)[O-])O[Si](C)(C)C	standard polar	2025-10-24	1745.29
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_6	CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OC[C@H](N[Si](C)(C)C)C(=O)[O-])O[Si](C)(C)C	standard polar	2025-10-24	2035.67
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_7	CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OC[C@@H](C(=O)[O-])N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2899.89
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_8	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OC[C@H](N[Si](C)(C)C)C(=O)[O-])O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1393.49
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_9	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](C(=O)[O-])N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2602.52
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_10	CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OC[C@@H](C(=O)[O-])N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2578.53
Gas Chromatography	1-hexadecanoyl-sn-glycero-3-phospho-L-serine_TMS_11	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OC[C@@H](C(=O)[O-])N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1874.7

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0038915	1-hexadecanoyl-sn-glycero-3-phospho-L-serine	hexadecanoic acid	Lysophospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0039045	PS(16:0/12:0)	1-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

29368469

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57689794

PDB ID

Not Available

ChEBI ID

75020

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 1-hexadecanoyl-sn-glycero-3-phospho-L-serine (MMDBc0055111)

MOL for #<Metabolite:0x00007f2e53eaf5c8>

3D MOL for #<Metabolite:0x00007f2e53eaf5c8>

3D SDF for #<Metabolite:0x00007f2e53eaf5c8>

3D-SDF for #<Metabolite:0x00007f2e53eaf5c8>

PDB for #<Metabolite:0x00007f2e53eaf5c8>

3D PDB for #<Metabolite:0x00007f2e53eaf5c8>

SMILES for #<Metabolite:0x00007f2e53eaf5c8>

INCHI for #<Metabolite:0x00007f2e53eaf5c8>

Structure for #<Metabolite:0x00007f2e53eaf5c8>

3D Structure for #<Metabolite:0x00007f2e53eaf5c8>