MiMeDB: Showing metabocard for LysoPE(19:1(9Z)/0:0) (MMDBc0060363)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2023-02-09 19:33:45 UTC

Update Date

2023-02-09 19:33:45 UTC

Metabolite ID

MMDBc0060363

Metabolite Identification

Common Name

LysoPE(19:1(9Z)/0:0)

Description

1-(9Z-nonadecenoyl)-glycero-3-phosphoethanolamine belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphoethanolamines. These are glycerophoethanolamines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphoethanolamine. Thus, 1-(9Z-nonadecenoyl)-glycero-3-phosphoethanolamine is considered to be a glycerophosphoethanolamine lipid molecule. 1-(9Z-nonadecenoyl)-glycero-3-phosphoethanolamine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 10181208532D          

 33 32  0  0  1  0            999 V2000
    1.1862   -3.9849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6151   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3296   -4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0441   -3.9849    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.4566   -4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6316   -3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7586   -3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -3.5724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9020   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164   -3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309   -4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612   -2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756   -2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756   -1.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901   -1.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901   -0.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9046    0.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9046    0.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6190    1.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6190    2.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 10 33  1  6  0  0  0
M  END


  Mrv0541 10181208532D          

 33 32  0  0  1  0            999 V2000
    1.1862   -3.9849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6151   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3296   -4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0441   -3.9849    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.4566   -4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6316   -3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7586   -3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -3.5724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9020   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164   -3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309   -4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612   -2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756   -2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756   -1.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901   -1.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901   -0.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9046    0.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9046    0.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6190    1.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6190    2.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 10 33  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0060363

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)OCCN

> <INCHI_IDENTIFIER>
InChI=1S/C24H48NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25/h10-11,23,26H,2-9,12-22,25H2,1H3,(H,28,29)/b11-10-/t23-/m1/s1

> <INCHI_KEY>
QXOXODCLNBXHKD-ZXEGGCGDSA-N

> <FORMULA>
C24H48NO7P

> <MOLECULAR_WEIGHT>
493.6142

> <EXACT_MASS>
493.316839407

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
56.709843508639224

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)[(2R)-2-hydroxy-3-[(9Z)-nonadec-9-enoyloxy]propoxy]phosphinic acid

> <ALOGPS_LOGP>
5.06

> <JCHEM_LOGP>
4.501645764808998

> <ALOGPS_LOGS>
-5.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.655705215902849

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8690837557474262

> <JCHEM_PKA_STRONGEST_BASIC>
9.999833383834863

> <JCHEM_POLAR_SURFACE_AREA>
128.31

> <JCHEM_REFRACTIVITY>
132.33210000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.38e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminoethoxy(2R)-2-hydroxy-3-[(9Z)-nonadec-9-enoyloxy]propoxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-OCT-12         0                                  
HETATM    1  N   UNK     0       2.214  -7.438   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       3.548  -8.208   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.882  -7.438   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.215  -8.208   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0       7.549  -7.438   0.000  0.00  0.00           P+0
HETATM    6  O   UNK     0       8.319  -8.772   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       6.779  -6.105   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       8.883  -6.668   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      10.216  -7.438   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.550  -6.668   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.884  -7.438   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      14.217  -6.668   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      15.551  -7.438   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      15.551  -8.978   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      16.885  -6.668   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.218  -7.438   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.552  -6.668   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.886  -7.438   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.219  -6.668   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.553  -7.438   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.887  -6.668   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.221  -7.438   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      27.554  -6.668   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      27.554  -5.128   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      28.888  -4.358   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      28.888  -2.818   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      30.222  -2.048   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      30.222  -0.508   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      31.555   0.262   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      31.555   1.802   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      32.889   2.572   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      32.889   4.112   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      11.550  -5.128   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   33                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   10                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   64    0
END

Synonyms

Not Available

Molecular Formula

C₂₄H₄₈NO₇P

Average Mass

493.6142

Monoisotopic Mass

493.316839407

IUPAC Name

(2-aminoethoxy)[(2R)-2-hydroxy-3-[(9Z)-nonadec-9-enoyloxy]propoxy]phosphinic acid

Traditional Name

2-aminoethoxy(2R)-2-hydroxy-3-[(9Z)-nonadec-9-enoyloxy]propoxyphosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)OCCN

InChI Identifier

InChI=1S/C24H48NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25/h10-11,23,26H,2-9,12-22,25H2,1H3,(H,28,29)/b11-10-/t23-/m1/s1

InChI Key

QXOXODCLNBXHKD-ZXEGGCGDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphoethanolamines. These are glycerophoethanolamines in which the glycerol is esterified with a fatty acid at O-1 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

1-acyl-sn-glycero-3-phosphoethanolamines

Alternative Parents

Substituents

1-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
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organonitrogen compound
Hydrocarbon derivative
Alcohol
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Amine
Organooxygen compound
Primary amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Monoacylglycerophosphoethanolamines (LMGP02050019 )

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0014 g/L	ALOGPS
logP	5.06	ALOGPS
logP	4.5	ChemAxon
logS	-5.6	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	132.33 m³·mol⁻¹	ChemAxon
Polarizability	56.71 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

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

Metabolic Reactions

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

Exposure Sources

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

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

52925138

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Showing metabocard for LysoPE(19:1(9Z)/0:0) (MMDBc0060363)

MOL for #<Metabolite:0x0000556b6aed50a0>

3D MOL for #<Metabolite:0x0000556b6aed50a0>

3D SDF for #<Metabolite:0x0000556b6aed50a0>

3D-SDF for #<Metabolite:0x0000556b6aed50a0>

PDB for #<Metabolite:0x0000556b6aed50a0>

3D PDB for #<Metabolite:0x0000556b6aed50a0>

SMILES for #<Metabolite:0x0000556b6aed50a0>

INCHI for #<Metabolite:0x0000556b6aed50a0>

Structure for #<Metabolite:0x0000556b6aed50a0>

3D Structure for #<Metabolite:0x0000556b6aed50a0>