NP-MRD: Showing NP-Card for Sphingosine 1-phosphate (NP0084407)

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Record Information

Version

2.0

Created at

2022-04-29 05:08:35 UTC

Updated at

2022-04-29 05:08:35 UTC

NP-MRD ID

NP0084407

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sphingosine 1-phosphate

Description

Sphingosine 1-phosphate, also known as S1P, 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 hydrophobic molecule, practically insoluble (in water), and relatively neutral. Sphingosine 1-phosphate exists in all living species, ranging from bacteria to humans. Within humans, sphingosine 1-phosphate participates in a number of enzymatic reactions. In particular, sphingosine 1-phosphate can be converted into O-phosphoethanolamine and palmitaldehyde through its interaction with the enzyme sphingosine-1-phosphate lyase 1. In addition, sphingosine 1-phosphate can be biosynthesized from sphingosine; which is catalyzed by the enzyme sphingosine kinase 2. Sphingosine 1-phosphate is found in Mus musculus and Paraburkholderia phymatum. Sphingosine 1-phosphate was first documented in 2001 (PMID: 11278407). In humans, sphingosine 1-phosphate is involved in globoid cell leukodystrophy (PMID: 11324700).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 63 62  0  0  0  0  0  0  0  0999 V2000
   -7.9847    0.9949    2.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9692    1.3592    0.9814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5484    1.3736    0.4397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9671    0.0086    0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5136   -0.0822    0.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4431    0.2348   -1.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1106    0.2100   -1.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2718   -0.9724   -2.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8034   -1.6998   -0.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0132   -0.8713    0.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2377   -0.2852   -0.4909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237    0.5109    0.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1932    1.1646    0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3270    0.3307   -0.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4484   -0.9755   -0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7285   -1.6422   -0.5573 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3419   -0.9482   -1.5900 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6539   -1.8314    0.6103 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8015   -2.5822    0.1435 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1776   -0.5050    1.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8377    0.1940    0.1018 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4231    1.6699    0.6732 P   0  0  2  0  0  5  0  0  0  0  0  0
    8.2976    2.2869   -0.3818 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2517    1.4154    2.1223 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1224    2.7238    1.0020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9362   -0.1212    2.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9468    1.3457    2.9014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1407    1.4288    3.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6139    0.6580    0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4368    2.3714    0.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6126    1.7034   -0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0099    2.1575    1.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5373   -0.7129    0.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9380   -0.2788    1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9483    0.6683    0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2054   -1.0878    0.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2257   -0.3116   -1.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8134    1.3133   -1.4336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5122    1.0601   -1.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1671    0.6355   -3.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3404   -0.6740   -2.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7478   -1.7255   -2.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0453   -2.5012   -1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5159   -2.3138   -0.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6195   -0.0579    0.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6741   -1.5553    0.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0803    0.5097   -1.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8453   -0.9869   -1.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1985    1.3466    0.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9897   -0.0553    1.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9562    1.9446   -0.5651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5124    1.7844    1.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2372    0.8734   -0.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6333   -1.5717    0.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4585   -2.6397   -0.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4594   -1.4999   -2.4091 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1732   -2.4049    1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9801   -2.2467   -0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5601   -3.5979    0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3699    0.1385    1.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9349   -0.6592    1.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2311    1.3261    1.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3867    3.6550    0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 22 21  1  6
 22 24  1  0
 22 25  1  0
 22 23  2  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 16 55  1  6
 17 56  1  0
 18 57  1  1
 19 58  1  0
 19 59  1  0
 20 60  1  0
 20 61  1  0
 24 62  1  0
 25 63  1  0
M  END

      
  Mrv1652305021818022D          

 25 24  0  0  1  0            999 V2000
    3.5724   -0.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.2171    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -0.1954    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0012   -0.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -0.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.0421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014   -1.0204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.1954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.0421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.6079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.2171    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591   -0.1954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3 19  1  1  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5 20  1  6  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7 21  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  1  0  0  0  0
 14 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
 21 24  1  0  0  0  0
 24 22  2  0  0  0  0
 24 23  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084407

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](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+/t17-,18+/m0/s1

> <INCHI_KEY>
DUYSYHSSBDVJSM-KRWOKUGFSA-N

> <FORMULA>
C18H38NO5P

> <MOLECULAR_WEIGHT>
379.4718

> <EXACT_MASS>
379.248759843

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
43.72518462201269

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{[(2S,3R,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>
113.01000000000002

> <JCHEM_REFRACTIVITY>
102.76489999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sphingosine 1-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-MAY-18   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-MAY-18         0                                  
HETATM    1  C   UNK     0       6.668  -0.365   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   0.405   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   0.405   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -0.365   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336  -0.365   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.405   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   0.405   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.365   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.405   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -0.365   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   0.405   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001  -0.365   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.335   0.405   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.668  -0.365   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.002   0.405   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -9.336  -0.365   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.669   0.405   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -12.003  -0.365   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.002   1.945   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0       9.336  -1.905   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0      12.003  -0.365   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      13.337   1.945   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      13.337  -1.135   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0      13.337   0.405   0.000  0.00  0.00           P+0
HETATM   25  O   UNK     0      14.670  -0.365   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1   19    5                                                  
CONECT    4    2    6                                                       
CONECT    5    3   20    7                                                  
CONECT    6    4    8                                                       
CONECT    7    5   21                                                       
CONECT    8    6    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   18                                                       
CONECT   18   17                                                            
CONECT   19    3                                                            
CONECT   20    5                                                            
CONECT   21    7   24                                                       
CONECT   22   24                                                            
CONECT   23   24                                                            
CONECT   24   21   22   23   25                                             
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   48    0
END

View in JSmol

Synonyms

Value	Source
(2-Amino-3-hydroxy-octadec-4-enoxy)phosphonic acid	ChEBI
(2S,3R,4E)-2-Amino-4-octadecene-1,3-diol 1-(dihydrogen phosphate)	ChEBI
C18-Sphingosine 1-phosphate	ChEBI
D-Erythro-sphingosine 1-phosphate	ChEBI
S1P	ChEBI
Sphing-4-enine 1-phosphate	ChEBI
Sphingosine 1-phosphic acid	ChEBI
Sphingosine-1-phosphate	ChEBI
(2-Amino-3-hydroxy-octadec-4-enoxy)phosphonate	Generator
(2S,3R,4E)-2-Amino-4-octadecene-1,3-diol 1-(dihydrogen phosphoric acid)	Generator
C18-Sphingosine 1-phosphoric acid	Generator
D-Erythro-sphingosine 1-phosphoric acid	Generator
Sphing-4-enine 1-phosphoric acid	Generator
Sphingosine 1-phosphoric acid	Generator
Sphingosine-1-phosphoric acid	Generator
Sphingosine 1-phosphate	Generator
S1p Compound	MeSH, HMDB

Chemical Formula

C₁₈H₃₈NO₅P

Average Mass

379.4718 Da

Monoisotopic Mass

379.24876 Da

IUPAC Name

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

Traditional Name

sphingosine 1-phosphate

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](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+/t17-,18+/m0/s1

InChI Key

DUYSYHSSBDVJSM-KRWOKUGFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Mus musculus	LOTUS Database	35616633
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Paraburkholderia phymatum	-	KNApSAcK
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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

sphingoid 1-phosphate (CHEBI:37550 )
Sphingoid base 1-phosphates (C06124 )
Sphingoid base 1-phosphates (LMSP01050001 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
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	43.73 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

External Links

HMDB ID

HMDB0062531

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C06124

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Sphingosine-1-phosphate

METLIN ID

Not Available

PubChem Compound

5283560

PDB ID

Not Available

ChEBI ID

37550

Good Scents ID

Not Available

References

General References

Igarashi J, Bernier SG, Michel T: Sphingosine 1-phosphate and activation of endothelial nitric-oxide synthase. differential regulation of Akt and MAP kinase pathways by EDG and bradykinin receptors in vascular endothelial cells. J Biol Chem. 2001 Apr 13;276(15):12420-6. doi: 10.1074/jbc.M008375200. Epub 2001 Jan 17. [PubMed:11278407 ]
Yatomi Y, Ozaki Y, Ohmori T, Igarashi Y: Sphingosine 1-phosphate: synthesis and release. Prostaglandins Other Lipid Mediat. 2001 Apr;64(1-4):107-22. doi: 10.1016/s0090-6980(01)00103-4. [PubMed:11324700 ]

Showing NP-Card for Sphingosine 1-phosphate (NP0084407)

MOL for NP0084407 (Sphingosine 1-phosphate)

3D MOL for NP0084407 (Sphingosine 1-phosphate)

3D SDF for NP0084407 (Sphingosine 1-phosphate)

3D-SDF for NP0084407 (Sphingosine 1-phosphate)

PDB for NP0084407 (Sphingosine 1-phosphate)

3D PDB for NP0084407 (Sphingosine 1-phosphate)

SMILES for NP0084407 (Sphingosine 1-phosphate)

INCHI for NP0084407 (Sphingosine 1-phosphate)

Structure for NP0084407 (Sphingosine 1-phosphate)

3D Structure for NP0084407 (Sphingosine 1-phosphate)