MiMeDB: Showing metabocard for Sphingosine 1-phosphate (MMDBc0047774)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:42:02 UTC

Update Date

2022-09-01 01:48:07 UTC

Metabolite ID

MMDBc0047774

Metabolite Identification

Common Name

Sphingosine 1-phosphate

Description

Sphingosine 1-phosphate belongs to the class of organic compounds known as phosphosphingolipids. These are sphingolipids with a structure based on a sphingoid base that is attached to a phosphate head group. They differ from phosphonospingolipids which have a phosphonate head group. Sphingosine 1-phosphate is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305221920492D          

 27 26  0  0  0  0            999 V2000
    4.7586    3.5724    0.0000 C   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  0  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 C   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
    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
   16.9046    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    2.7474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0480    4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7460    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9210    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6190    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3335    3.9849    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    4.8099    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    2.7474    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  2  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 24 16  1  0  0  0  0
 25 21  1  0  0  0  0
 25 22  1  0  0  0  0
 25 23  2  0  0  0  0
 25 24  1  0  0  0  0
 26 14  1  0  0  0  0
 27 15  1  0  0  0  0
M  END


  Mrv1652305221920492D          

 27 26  0  0  0  0            999 V2000
    4.7586    3.5724    0.0000 C   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  0  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 C   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
    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
   16.9046    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    2.7474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0480    4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7460    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9210    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6190    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3335    3.9849    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    4.8099    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    2.7474    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  2  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 24 16  1  0  0  0  0
 25 21  1  0  0  0  0
 25 22  1  0  0  0  0
 25 23  2  0  0  0  0
 25 24  1  0  0  0  0
 26 14  1  0  0  0  0
 27 15  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047774

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CCCCCCCCCCCCC)=C(\[H])C(O)C(N)COP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H38NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23)/b15-14+

> <INCHI_KEY>
DUYSYHSSBDVJSM-CCEZHUSRSA-N

> <FORMULA>
C18H38NO5P

> <MOLECULAR_WEIGHT>
379.4718

> <EXACT_MASS>
379.248759843

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
44.416743835753955

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{[(4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
3.73

> <JCHEM_LOGP>
3.4308577209914204

> <ALOGPS_LOGS>
-4.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.536955220016789

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5101480725523198

> <JCHEM_PKA_STRONGEST_BASIC>
9.696799178860074

> <JCHEM_POLAR_SURFACE_AREA>
113.01

> <JCHEM_REFRACTIVITY>
102.7649

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0       8.883   6.668   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.216   7.438   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.884   7.438   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.217   6.668   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.551   7.438   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.885   6.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.218   7.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.552   6.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.886   7.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.219   6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.553   7.438   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.887   6.668   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.220   7.438   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.554   6.668   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      31.555   7.438   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.222   6.668   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.888   7.438   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      30.222   5.128   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0      28.888   8.978   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      35.556   8.208   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      34.993   6.105   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      33.453   8.772   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      32.889   6.668   0.000  0.00  0.00           O+0
HETATM   25  P   UNK     0      34.223   7.438   0.000  0.00  0.00           P+0
HETATM   26  H   UNK     0      26.220   8.978   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      27.554   5.128   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   26                                                  
CONECT   15   14   18   27                                                  
CONECT   16   17   24                                                       
CONECT   17   16   18   19                                                  
CONECT   18   15   17   20                                                  
CONECT   19   17                                                            
CONECT   20   18                                                            
CONECT   21   25                                                            
CONECT   22   25                                                            
CONECT   23   25                                                            
CONECT   24   16   25                                                       
CONECT   25   21   22   23   24                                             
CONECT   26   14                                                            
CONECT   27   15                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   52    0
END

Synonyms

Value	Source
Sphingosine 1-phosphoric acid	Generator
(2S,3R,4E)-1-(Dihydrogen phosphate)2-amino-4-octadecene-1,3-diol	HMDB
C18-Sphingosine 1-phosphate	HMDB
D-erythro-Sphingosine-1-phosphate	HMDB

Molecular Formula

C₁₈H₃₈NO₅P

Average Mass

379.4718

Monoisotopic Mass

379.248759843

IUPAC Name

{[(4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}phosphonic acid

Traditional Name

[(4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCCCCCCCCCC)=C(\[H])C(O)C(N)COP(O)(O)=O

InChI Identifier

InChI=1S/C18H38NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23)/b15-14+

InChI Key

DUYSYHSSBDVJSM-CCEZHUSRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphosphingolipids. These are sphingolipids with a structure based on a sphingoid base that is attached to a phosphate head group. They differ from phosphonospingolipids which have a phosphonate head group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sphingolipids

Sub Class

Phosphosphingolipids

Direct Parent

Phosphosphingolipids

Alternative Parents

Substituents

Sphingoid-1-phosphate or derivatives
Phosphoethanolamine
Monoalkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Secondary alcohol
Amine
Organic oxygen compound
Primary amine
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Alcohol
Primary aliphatic amine
Organopnictogen compound
Hydrocarbon derivative
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0065 g/L	ALOGPS
logP	3.73	ALOGPS
logP	3.43	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	9.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	113.01 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	102.76 m³·mol⁻¹	ChemAxon
Polarizability	44.42 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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 (Non-derivatized) - 70eV, Positive	splash10-000f-4931000000-4b3c540de3fc7400424b	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-03dj-6391200000-9cd841cb00505ed223b7	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03e9-0196000000-5eea23195b7b99ec34e5	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03e9-1291000000-1adf6b535316debf2e13	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-06r7-6890000000-139c79c466e4d15fe2cc	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-8019000000-fec1176b1adea0fec76c	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9010000000-44f97efcca84f202d428	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-2eea77084e3b7f68590a	2016-09-14	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	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 (eluted)	2025-10-24	389.2
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	153.4
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	466.1
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	440.8
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	420.2
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	175.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	1654.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	765.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	244.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	311.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	90.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	168.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	162.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	39.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	430.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	355.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	354.8
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	798.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	1074.3

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Sphingosine 1-phosphate_TMS_1	CCCCCCCCCCCCC/C=C/C(O[Si](C)(C)C)C(N)COP(=O)(O)O	standard non polar	2025-10-24	2186.02
Gas Chromatography	Sphingosine 1-phosphate_TMS_2	CCCCCCCCCCCCC/C=C/C(O)C(N)COP(=O)(O)O[Si](C)(C)C	standard non polar	2025-10-24	2567.22
Gas Chromatography	Sphingosine 1-phosphate_TMS_3	CCCCCCCCCCCCC/C=C/C(O)C(COP(=O)(O)O)N[Si](C)(C)C	standard non polar	2025-10-24	1823.12
Gas Chromatography	Sphingosine 1-phosphate_TMS_4	CCCCCCCCCCCCC/C=C/C(O[Si](C)(C)C)C(N)COP(=O)(O)O[Si](C)(C)C	standard non polar	2025-10-24	2206.47
Gas Chromatography	Sphingosine 1-phosphate_TMS_5	CCCCCCCCCCCCC/C=C/C(O[Si](C)(C)C)C(COP(=O)(O)O)N[Si](C)(C)C	standard non polar	2025-10-24	2228.56
Gas Chromatography	Sphingosine 1-phosphate_TMS_6	CCCCCCCCCCCCC/C=C/C(O)C(N)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2290.42
Gas Chromatography	Sphingosine 1-phosphate_TMS_7	CCCCCCCCCCCCC/C=C/C(O)C(COP(=O)(O)O[Si](C)(C)C)N[Si](C)(C)C	standard non polar	2025-10-24	1431.46
Gas Chromatography	Sphingosine 1-phosphate_TMS_8	CCCCCCCCCCCCC/C=C/C(O)C(COP(=O)(O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1926.51
Gas Chromatography	Sphingosine 1-phosphate_TMS_9	CCCCCCCCCCCCC/C=C/C(O[Si](C)(C)C)C(N)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	3078.24
Gas Chromatography	Sphingosine 1-phosphate_TMS_10	CCCCCCCCCCCCC/C=C/C(O[Si](C)(C)C)C(COP(=O)(O)O[Si](C)(C)C)N[Si](C)(C)C	standard non polar	2025-10-24	1712.09
Gas Chromatography	Sphingosine 1-phosphate_TMS_11	CCCCCCCCCCCCC/C=C/C(O[Si](C)(C)C)C(COP(=O)(O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2179.77
Gas Chromatography	Sphingosine 1-phosphate_TMS_12	CCCCCCCCCCCCC/C=C/C(O)C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)N[Si](C)(C)C	standard non polar	2025-10-24	1378.75
Gas Chromatography	Sphingosine 1-phosphate_TMS_13	CCCCCCCCCCCCC/C=C/C(O)C(COP(=O)(O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1541.33
Gas Chromatography	Sphingosine 1-phosphate_TMS_14	CCCCCCCCCCCCC/C=C/C(O[Si](C)(C)C)C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)N[Si](C)(C)C	standard non polar	2025-10-24	1035.77
Gas Chromatography	Sphingosine 1-phosphate_TMS_15	CCCCCCCCCCCCC/C=C/C(O[Si](C)(C)C)C(COP(=O)(O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2034.81
Gas Chromatography	Sphingosine 1-phosphate_TMS_16	CCCCCCCCCCCCC/C=C/C(O)C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1627.1
Gas Chromatography	Sphingosine 1-phosphate_TMS_17	CCCCCCCCCCCCC/C=C/C(O[Si](C)(C)C)C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1997.86
Gas Chromatography	Sphingosine 1-phosphate_TMS_1	CCCCCCCCCCCCC/C=C/C(O[Si](C)(C)C)C(N)COP(=O)(O)O	standard polar	2025-10-24	1651.09
Gas Chromatography	Sphingosine 1-phosphate_TMS_2	CCCCCCCCCCCCC/C=C/C(O)C(N)COP(=O)(O)O[Si](C)(C)C	standard polar	2025-10-24	2020.22
Gas Chromatography	Sphingosine 1-phosphate_TMS_3	CCCCCCCCCCCCC/C=C/C(O)C(COP(=O)(O)O)N[Si](C)(C)C	standard polar	2025-10-24	1728.37
Gas Chromatography	Sphingosine 1-phosphate_TMS_4	CCCCCCCCCCCCC/C=C/C(O[Si](C)(C)C)C(N)COP(=O)(O)O[Si](C)(C)C	standard polar	2025-10-24	2901.65
Gas Chromatography	Sphingosine 1-phosphate_TMS_5	CCCCCCCCCCCCC/C=C/C(O[Si](C)(C)C)C(COP(=O)(O)O)N[Si](C)(C)C	standard polar	2025-10-24	2345.39
Gas Chromatography	Sphingosine 1-phosphate_TMS_6	CCCCCCCCCCCCC/C=C/C(O)C(N)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2186.25
Gas Chromatography	Sphingosine 1-phosphate_TMS_7	CCCCCCCCCCCCC/C=C/C(O)C(COP(=O)(O)O[Si](C)(C)C)N[Si](C)(C)C	standard polar	2025-10-24	1820.39
Gas Chromatography	Sphingosine 1-phosphate_TMS_8	CCCCCCCCCCCCC/C=C/C(O)C(COP(=O)(O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1931.82
Gas Chromatography	Sphingosine 1-phosphate_TMS_9	CCCCCCCCCCCCC/C=C/C(O[Si](C)(C)C)C(N)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1455.92
Gas Chromatography	Sphingosine 1-phosphate_TMS_10	CCCCCCCCCCCCC/C=C/C(O[Si](C)(C)C)C(COP(=O)(O)O[Si](C)(C)C)N[Si](C)(C)C	standard polar	2025-10-24	1.31595
Gas Chromatography	Sphingosine 1-phosphate_TMS_11	CCCCCCCCCCCCC/C=C/C(O[Si](C)(C)C)C(COP(=O)(O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2450.44
Gas Chromatography	Sphingosine 1-phosphate_TMS_12	CCCCCCCCCCCCC/C=C/C(O)C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)N[Si](C)(C)C	standard polar	2025-10-24	2298.84
Gas Chromatography	Sphingosine 1-phosphate_TMS_13	CCCCCCCCCCCCC/C=C/C(O)C(COP(=O)(O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2031.46
Gas Chromatography	Sphingosine 1-phosphate_TMS_14	CCCCCCCCCCCCC/C=C/C(O[Si](C)(C)C)C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)N[Si](C)(C)C	standard polar	2025-10-24	2186.9
Gas Chromatography	Sphingosine 1-phosphate_TMS_15	CCCCCCCCCCCCC/C=C/C(O[Si](C)(C)C)C(COP(=O)(O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2092.12
Gas Chromatography	Sphingosine 1-phosphate_TMS_16	CCCCCCCCCCCCC/C=C/C(O)C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2850.52
Gas Chromatography	Sphingosine 1-phosphate_TMS_17	CCCCCCCCCCCCC/C=C/C(O[Si](C)(C)C)C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2032.16

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces
Fibroblasts
Platelet

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	Data Source	Reference
MMDBr0019870	Sphingosine 1-phosphate	O-Phosphoethanolamine	Unknown Protein	PathBank	31602464
MMDBr0019871	Sphingosine	Sphingosine 1-phosphate	Unknown Protein	PathBank	31602464
MMDBr0019872	Sphingosine 1-phosphate	Sphingosine	Unknown Protein	PathBank	31602464

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	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified				HMDB
Human Fibroblasts	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Platelet	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021927

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Sphingosine-1-phosphate

METLIN ID

Not Available

PubChem Compound

5353956

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Liu H, Sugiura M, Nava VE, Edsall LC, Kono K, Poulton S, Milstien S, Kohama T, Spiegel S: Molecular cloning and functional characterization of a novel mammalian sphingosine kinase type 2 isoform. J Biol Chem. 2000 Jun 30;275(26):19513-20. doi: 10.1074/jbc.M002759200. [PubMed:10751414 ]
Johnson KR, Johnson KY, Becker KP, Bielawski J, Mao C, Obeid LM: Role of human sphingosine-1-phosphate phosphatase 1 in the regulation of intra- and extracellular sphingosine-1-phosphate levels and cell viability. J Biol Chem. 2003 Sep 5;278(36):34541-7. doi: 10.1074/jbc.M301741200. Epub 2003 Jun 18. [PubMed:12815058 ]
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 ]
Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for Sphingosine 1-phosphate (MMDBc0047774)

MOL for #<Metabolite:0x00007f9ad9710568>

3D MOL for #<Metabolite:0x00007f9ad9710568>

3D SDF for #<Metabolite:0x00007f9ad9710568>

3D-SDF for #<Metabolite:0x00007f9ad9710568>

PDB for #<Metabolite:0x00007f9ad9710568>

3D PDB for #<Metabolite:0x00007f9ad9710568>

SMILES for #<Metabolite:0x00007f9ad9710568>

INCHI for #<Metabolite:0x00007f9ad9710568>

Structure for #<Metabolite:0x00007f9ad9710568>

3D Structure for #<Metabolite:0x00007f9ad9710568>