MiMeDB: Showing metabocard for 2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0) (MMDBc0031561)

Microbial

Human

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:39:15 UTC

Update Date

2022-08-31 18:21:47 UTC

Metabolite ID

MMDBc0031561

Metabolite Identification

Common Name

2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)

Description

2-acyl-sn-glycero-3-phosphoethanolamine (n-c18:0) belongs to the class of Lysophosphatidylethanolamines. These are glycerophosphoetahnolamines (molecules containing an ethanolamine moiety attached to the phosphate group linked to a glycerol) with one saturated fatty acid bonded to the glycerol moiety through an ester linkage. (inferred from compound structure)

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 08141218052D          

 32 31  0  0  0  0            999 V2000
    8.4784    5.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2310    6.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6526    6.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3216    5.5709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0742    5.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7432    5.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4958    5.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1647    5.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9174    5.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5863    5.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3389    5.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0079    4.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7605    5.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4295    4.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1821    5.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8511    4.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2064    3.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5374    4.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1089    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6942    4.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0253    4.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6037    5.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9590    3.9777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8615    6.0537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6873    5.8606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6330    3.5984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5986    4.9364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7848    3.7846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4468    4.7502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2727    4.5571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1158    4.2674    0.0000 P   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
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 19 18  1  0  0  0  0
 22 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25 20  1  0  0  0  0
 26 23  2  0  0  0  0
 29 19  1  0  0  0  0
 30 21  1  0  0  0  0
 31 22  1  0  0  0  0
 31 23  1  0  0  0  0
 32 27  1  0  0  0  0
 32 28  2  0  0  0  0
 32 29  1  0  0  0  0
 32 30  1  0  0  0  0
M  END


  Mrv0541 08141218052D          

 32 31  0  0  0  0            999 V2000
    8.4784    5.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2310    6.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6526    6.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3216    5.5709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0742    5.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7432    5.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4958    5.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1647    5.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9174    5.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5863    5.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3389    5.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0079    4.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7605    5.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4295    4.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1821    5.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8511    4.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2064    3.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5374    4.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1089    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6942    4.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0253    4.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6037    5.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9590    3.9777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8615    6.0537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6873    5.8606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6330    3.5984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5986    4.9364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7848    3.7846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4468    4.7502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2727    4.5571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1158    4.2674    0.0000 P   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
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 19 18  1  0  0  0  0
 22 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25 20  1  0  0  0  0
 26 23  2  0  0  0  0
 29 19  1  0  0  0  0
 30 21  1  0  0  0  0
 31 22  1  0  0  0  0
 31 23  1  0  0  0  0
 32 27  1  0  0  0  0
 32 28  2  0  0  0  0
 32 29  1  0  0  0  0
 32 30  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031561

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(O)(=O)OCCN

> <INCHI_IDENTIFIER>
InChI=1S/C23H48NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)31-22(20-25)21-30-32(27,28)29-19-18-24/h22,25H,2-21,24H2,1H3,(H,27,28)

> <INCHI_KEY>
KIHAGWUUUHJRMS-UHFFFAOYSA-N

> <FORMULA>
C23H48NO7P

> <MOLECULAR_WEIGHT>
481.6035

> <EXACT_MASS>
481.316839407

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
56.67228258238916

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)[3-hydroxy-2-(octadecanoyloxy)propoxy]phosphinic acid

> <ALOGPS_LOGP>
4.74

> <JCHEM_LOGP>
4.418998785327011

> <ALOGPS_LOGS>
-5.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.579269652388973

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8688048676175866

> <JCHEM_PKA_STRONGEST_BASIC>
9.999917895738319

> <JCHEM_POLAR_SURFACE_AREA>
128.31

> <JCHEM_REFRACTIVITY>
126.61449999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminoethoxy(3-hydroxy-2-(octadecanoyloxy)propoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-AUG-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-AUG-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   32  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+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   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   23                                                       
CONECT   18   19   24                                                       
CONECT   19   18   29                                                       
CONECT   20   22   25                                                       
CONECT   21   22   30                                                       
CONECT   22   20   21   31                                                  
CONECT   23   17   26   31                                                  
CONECT   24   18                                                            
CONECT   25   20                                                            
CONECT   26   23                                                            
CONECT   27   32                                                            
CONECT   28   32                                                            
CONECT   29   19   32                                                       
CONECT   30   21   32                                                       
CONECT   31   22   23                                                       
CONECT   32   27   28   29   30                                             
MASTER        0    0    0    0    0    0    0    0   32    0   62    0
END

Synonyms

Value	Source
(2-Aminoethoxy)[3-hydroxy-2-(octadecanoyloxy)propoxy]phosphinate	Generator

Molecular Formula

C₂₃H₄₈NO₇P

Average Mass

481.6035

Monoisotopic Mass

481.316839407

IUPAC Name

(2-aminoethoxy)[3-hydroxy-2-(octadecanoyloxy)propoxy]phosphinic acid

Traditional Name

2-aminoethoxy(3-hydroxy-2-(octadecanoyloxy)propoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(O)(=O)OCCN

InChI Identifier

InChI=1S/C23H48NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)31-22(20-25)21-30-32(27,28)29-19-18-24/h22,25H,2-21,24H2,1H3,(H,27,28)

InChI Key

KIHAGWUUUHJRMS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-acyl-sn-glycero-3-phosphoethanolamines. These are glycerophoethanolamines in which the glycerol is esterified with a fatty acid at O-2 position, and linked at position 3 to a phosphoethanolamine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

2-acyl-sn-glycero-3-phosphoethanolamines

Alternative Parents

Substituents

2-monoacyl-sn-glycero-3-phosphoethanolamine
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Alcohol
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Amine
Primary amine
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0014 g/L	ALOGPS
logP	4.74	ALOGPS
logP	4.42	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	128.31 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	126.61 m³·mol⁻¹	ChemAxon
Polarizability	56.67 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

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9130200000-9cbc60f7746d76e7e0b3	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9120000000-c907d5e8f44312d95b4a	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9030000000-bdb75c3be8f87af19b10	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-2670900000-27dafc5b8a82ab8ab032	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004l-9630200000-79fb805049708e17184f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9210000000-47e4131ac3881973a00d	2015-09-15	View Spectrum

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)	2025-10-23	372.6
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	83.0
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	606.7
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	662.6
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	673.0
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	180.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (retained)	2025-10-23	2483.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	661.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	238.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	445.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	103.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	176.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	214.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	101.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-23	292.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	517.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	438.8
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1365.9
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1344.7

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_1	CCCCCCCCCCCCCCCCCC(=O)OC(CO[Si](C)(C)C)COP(=O)(O)OCCN	standard non polar	2025-10-24	1257.15
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_2	CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(=O)(OCCN)O[Si](C)(C)C	standard non polar	2025-10-24	1612.21
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_3	CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(=O)(O)OCCN[Si](C)(C)C	standard non polar	2025-10-24	2166.71
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_4	CCCCCCCCCCCCCCCCCC(=O)OC(CO[Si](C)(C)C)COP(=O)(OCCN)O[Si](C)(C)C	standard non polar	2025-10-24	2619.85
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_5	CCCCCCCCCCCCCCCCCC(=O)OC(CO[Si](C)(C)C)COP(=O)(O)OCCN[Si](C)(C)C	standard non polar	2025-10-24	2002.96
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_6	CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1439.52
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_7	CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1713.06
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_8	CCCCCCCCCCCCCCCCCC(=O)OC(CO[Si](C)(C)C)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2071.43
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_9	CCCCCCCCCCCCCCCCCC(=O)OC(CO[Si](C)(C)C)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2411.46
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_10	CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	3558.95
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_11	CCCCCCCCCCCCCCCCCC(=O)OC(CO[Si](C)(C)C)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	3673.63
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_1	CCCCCCCCCCCCCCCCCC(=O)OC(CO[Si](C)(C)C)COP(=O)(O)OCCN	standard polar	2025-10-24	2128.33
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_2	CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(=O)(OCCN)O[Si](C)(C)C	standard polar	2025-10-24	1923.78
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_3	CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(=O)(O)OCCN[Si](C)(C)C	standard polar	2025-10-24	1874.64
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_4	CCCCCCCCCCCCCCCCCC(=O)OC(CO[Si](C)(C)C)COP(=O)(OCCN)O[Si](C)(C)C	standard polar	2025-10-24	1007.73
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_5	CCCCCCCCCCCCCCCCCC(=O)OC(CO[Si](C)(C)C)COP(=O)(O)OCCN[Si](C)(C)C	standard polar	2025-10-24	2246.86
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_6	CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1988.52
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_7	CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2393.58
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_8	CCCCCCCCCCCCCCCCCC(=O)OC(CO[Si](C)(C)C)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1903.58
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_9	CCCCCCCCCCCCCCCCCC(=O)OC(CO[Si](C)(C)C)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2718.97
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_10	CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1763.94
Gas Chromatography	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)_TMS_11	CCCCCCCCCCCCCCCCCC(=O)OC(CO[Si](C)(C)C)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1910.63

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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

Name	SMPDB/PathBank	Species
2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0) metabolism		Escherichia coli Pseudomonas aeruginosa Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Mycobacterium marinum M Pseudomonas aeruginosa PA7 Actinobacillus succinogenes 130Z Escherichia coli CFT073 Myxococcus xanthus DK 1622 Pseudomonas stutzeri Klebsiella pneumoniae Pseudomonas fluorescens Pf-5 Clostridium saccharoperbutylacetonicum N1-4(HMT) Salmonella enterica Clostridium acetobutylicum ATCC 824 Helicobacter pylori Haemophilus influenzae Haemophilus influenzae Rd KW20 Clostridium perfringens Rhodospirillum rubrum ATCC 11170 Streptomyces avermitilis MA-4680 Shewanella denitrificans OS217 Acinetobacter baumannii Arcobacter butzleri RM4018 Brevibacillus brevis NBRC 100599 Campylobacter fetus subsp. fetus 82-40 Campylobacter hominis ATCC BAA-381 Clostridium perfringens ATCC 13124 Clostridium saccharolyticum Clostridium sticklandii Fusobacterium nucleatum subsp. nucleatum ATCC 25586 Geobacter metallireducens Haemophilus parainfluenzae T3T1 Methylobacterium nodulans Roseburia hominis A2-183 Pelobacter carbinolicus Campylobacter curvus Campylobacter rectus Campylobacter showae Comamonas testosteroni Burkholderia cepacia Pseudomonas fluorescens Pseudomonas mendocina Pseudomonas putida Pseudomonas syringae Xanthomonas campestris Bradyrhizobium japonicum Moraxella catarrhalis Chromobacterium violaceum Citrobacter koseri Proteus mirabilis Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Aeromonas hydrophila Vibrio vulnificus Campylobacter gracilis Fusobacterium periodonticum Desulfovibrio piger Cytophaga hutchinsonii Streptococcus sanguinis Priestia megaterium Clostridium kluyveri Desulfobacterium autotrophicum Campylobacter upsaliensis Pelobacter propionicus Helicobacter pullorum Helicobacter bilis Sulfurimonas denitrificans Stenotrophomonas maltophilia Leptotrichia buccalis Desulfotomaculum reducens Burkholderia vietnamiensis Sodalis glossinidius Enterobacter cancerogenus Achromobacter xylosoxidans Burkholderia multivorans Burkholderia cenocepacia Methylibium petroleiphilum Citrobacter youngae Burkholderia ambifaria Marvinbryantia formatexigens Alicycliphilus denitrificans Shewanella denitrificans Methylocella silvestris Escherichia albertii Geobacter bemidjiensis Geobacter lovleyi Campylobacter coli Campylobacter hominis Campylobacter jejuni Fusobacterium nucleatum Haemophilus parainfluenzae Klebsiella variicola Achromobacter xylosoxidans A8 Acinetobacter baumannii SDF Acinetobacter baumannii ACICU Acinetobacter baumannii AB0057 Acinetobacter baumannii AB307-0294 Actinobacillus pleuropneumoniae serovar 5b str. L20 Actinobacillus pleuropneumoniae serovar 3 str. JL03 Actinobacillus pleuropneumoniae serovar 7 str. AP76 Aeromonas hydrophila subsp. hydrophila ATCC 7966 Bacillus cereus ATCC 10987 Bacillus megaterium QM B1551 Priestia megaterium DSM 319 Bradyrhizobium japonicum USDA 110 Campylobacter jejuni subsp. jejuni 81-176 Campylobacter curvus 525.92 Citrobacter koseri ATCC BAA-895 Clostridium perfringens str. 13 Clostridium sticklandii DSM 519 Cronobacter sakazakii ATCC BAA-894 Delftia acidovorans SPH-1 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia fergusonii ATCC 35469 Escherichia coli ED1a Escherichia coli IAI39 Haemophilus influenzae 86-028NP Helicobacter pylori J99 Helicobacter pylori P12 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Leptotrichia buccalis C-1013-b Lysinibacillus sphaericus C3-41 Methylobacterium radiotolerans JCM 2831 Methylobacterium populi BJ001 Escherichia coli 042 Acinetobacter calcoaceticus PHEA-2 Edwardsiella tarda FL6-60 Proteus mirabilis HI4320 Pseudomonas putida KT2440 Pseudomonas fluorescens Pf0-1 Pseudomonas stutzeri A1501 Pseudomonas fluorescens SBW25 Pseudomonas putida GB-1 Rhizobium leguminosarum bv. viciae 3841 Rhodococcus erythropolis PR4 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella sonnei Ss046 Shigella dysenteriae Sd197 Shigella flexneri 5 str. 8401 Spirosoma linguale DSM 74 Stenotrophomonas maltophilia K279a Stenotrophomonas maltophilia R551-3 Streptococcus sanguinis SK36 Vibrio parahaemolyticus RIMD 2210633 Wolinella succinogenes DSM 1740 Yersinia enterocolitica subsp. enterocolitica 8081 Yersinia pseudotuberculosis IP 31758 Spirosoma linguale Cetobacterium somerae ATCC BAA-474 Fusobacterium nucleatum subsp. animalis 4_8 Fusobacterium nucleatum subsp. animalis 7_1 Fusobacterium nucleatum subsp. animalis D11 Fusobacterium nucleatum subsp. vincentii 4_1_13 Beijerinckia indica Bradyrhizobium elkanii Methylobacterium mesophilicum Methylobacterium mesophilicum SR1.6/6 Azorhizobium caulinodans Xanthobacter autotrophicus Alcaligenes faecalis Burkholderia cepacia GG4 Lautropia mirabilis Lautropia mirabilis ATCC 51599 Kingella oralis Kingella oralis ATCC 51147 Neisseria elongata Neisseria elongata subsp. glycolytica ATCC 29315 Methyloversatilis universalis Methyloversatilis universalis FAM5 Bilophila wadsworthia 3_1_6 Desulfovibrio piger ATCC 29098 Arcobacter butzleri Campylobacter gracilis RM3268 Campylobacter hyointestinalis Campylobacter rectus RM3267 Campylobacter showae CSUNSWCD Campylobacter upsaliensis JV21 Helicobacter bilis ATCC 43879 Helicobacter pullorum MIT 98-5489 Aeromonas caviae Aeromonas media Aeromonas veronii Succinatimonas hippei Succinatimonas hippei YIT 12066 Cedecea davisae Cedecea davisae DSM 4568 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Escherichia albertii TW07627 Klebsiella aerogenes Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Tatumella ptyseos Tatumella ptyseos ATCC 33301 Edwardsiella tarda Edwardsiella tarda ATCC 23685 Hafnia alvei Hafnia alvei ATCC 51873 Morganella morganii Morganella morganii subsp. morganii KT Providencia rustigianii DSM 4541 Providencia stuartii ATCC 25827 Serratia marcescens subsp. marcescens Db11 Yersinia enterocolitica Yersinia pestis Yersinia pseudotuberculosis Plesiomonas shigelloides 302-73 Actinobacillus pleuropneumoniae Aggregatibacter aphrophilus Haemophilus haemolyticus Haemophilus sputorum Acinetobacter pittii Acinetobacter haemolyticus Acinetobacter johnsonii Acinetobacter johnsonii SH046 Acinetobacter junii SH205 Grimontia hollisae CIP 101886 Vibrio fluvialis Vibrio fluvialis PG41 Vibrio parahaemolyticus Vibrio mimicus Gordonia terrae C-6 Rhodococcus erythropolis Streptomyces avermitilis Lysinibacillus sphaericus Aneurinibacillus aneurinilyticus Aneurinibacillus aneurinilyticus ATCC 12856 Exiguobacterium aurantiacum Streptococcus australis ATCC 700641 Butyricicoccus pullicaecorum Butyricicoccus pullicaecorum 1.2 Clostridium celatum DSM 1785 Pseudoramibacter alactolyticus ATCC 23263 Clostridium asparagiforme DSM 15981 Clostridium citroniae WAL-17108 [Clostridium] hylemonae DSM 15053 [Clostridium] symbiosum WAL-14163 Flavonifractor plautii ATCC 29863 Pseudoflavonifractor capillosus ATCC 29799 Bordetella pertussis Tohama I Bordetella parapertussis 12822 Ralstonia eutropha H16 Xanthomonas campestris pv. campestris str. ATCC 33913 Xanthomonas campestris pv. campestris str. B100 Xanthomonas campestris pv. campestris str. 8004 Vibrio cholerae M66-2 Vibrio cholerae O1 biovar El Tor str. N16961 Shewanella frigidimarina NCIMB 400 Bacillus cytotoxicus NVH 391-98 Lachnoclostridium phytofermentans ISDg Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446 Alkaliphilus metalliredigens QYMF Alkaliphilus oremlandii OhILAs Clostridium tetani E88 Desulfotomaculum reducens MI-1 Exiguobacterium sp. AT1b Frankia alni ACN14a Frankia sp. EuI1c Gordonia bronchialis DSM 43247 Mycobacterium ulcerans Agy99 Mycobacterium vanbaalenii PYR-1 Mycobacterium abscessus ATCC 19977 Nakamurella multipartita DSM 44233 Nocardia farcinica IFM 10152 Nocardioides sp. JS614 Bacillus tusciae DSM 2912 Rhodococcus opacus B4 Rhodococcus jostii RHA1 Rhodococcus equi 103S Tsukamurella paurometabola DSM 20162 Aspergillus phoenicis Aspergillus niger ATCC 1015 Aspergillus tubingensis Paraburkholderia graminis C4D1M Mycolicibacterium fortuitum subsp. fortuitum DSM 46621 = ATCC 6841 Rhodococcus hoagii ATCC 33707 Anaerobutyricum hallii DSM 3353 Klebsiella aerogenes KCTC 2190 Halanaerobium hydrogeniformans Acidovorax citrulli AAC00-1 Acidovorax sp. JS42 Acidovorax ebreus TPSY Aeromonas salmonicida subsp. salmonicida A449 Agrobacterium vitis S4 Agrobacterium radiobacter K84 Rhodoferax ferrireducens T118 Alcanivorax borkumensis SK2 Alicycliphilus denitrificans K601 Vibrio fischeri MJ11 Aliivibrio salmonicida LFI1238 Alkalilimnicola ehrlichii MLHE-1 Arcobacter nitrofigilis DSM 7299 Azorhizobium caulinodans ORS 571 Azotobacter vinelandii DJ

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

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
Bacteria	Proteobacteria	1	Human feces; Human sputum; Human ; Human unknown; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	265	Human feces; Human pleural fluid plaque; Human ; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	128	Human feces; Human sputum; Human ; Human unknown; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	109	Human feces; Human pleural fluid plaque; Human dental plaque; Human sputum; Human ; Human nasopharyngeal swab; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	20	Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	4	Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction

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
Human Feces	Detected but not Quantified									HMDB

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45479515

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]

Showing metabocard for 2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0) (MMDBc0031561)

MOL for #<Metabolite:0x0000564323680e40>

3D MOL for #<Metabolite:0x0000564323680e40>

3D SDF for #<Metabolite:0x0000564323680e40>

3D-SDF for #<Metabolite:0x0000564323680e40>

PDB for #<Metabolite:0x0000564323680e40>

3D PDB for #<Metabolite:0x0000564323680e40>

SMILES for #<Metabolite:0x0000564323680e40>

INCHI for #<Metabolite:0x0000564323680e40>

Structure for #<Metabolite:0x0000564323680e40>

3D Structure for #<Metabolite:0x0000564323680e40>