ChemFOnt: Showing chemical card for Sphing-4-enine-1-phosphate (CFc000042943)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:43 UTC

Chemfont ID

CFc000042943

Molecule Identification

Common Name

Sphing-4-enine-1-phosphate

Definition

Sphing-4-enine-1-phosphate, also known as S1P or C18-Sphingosine 1-phosphate, is classified as a member of the Phosphosphingolipids. Phosphosphingolipids 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. Sphing-4-enine-1-phosphate is considered to be practically insoluble (in water) and acidic. Sphing-4-enine-1-phosphate is a sphingoid base lipid molecule

Structure

MOL SDF PDB SMILES InChI

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 Molecular Weight

379.4718

Monoisotopic Molecular Weight

379.248759843

IUPAC Name

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

Traditional Name

sphingosine 1-phosphate

CAS Registry Number

26993-30-6

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

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 )

Functional Ontology

Physiological effect

Organoleptic effect

Touch

Smooth (HMDB: HMDB0062531)

Disposition

Biological location

Cellular substructure

Endosome (HMDB: HMDB0062531)
Cell membrane (HMDB: HMDB0062531)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0062531)

Source

Exogenous

Exogenous (HMDB: HMDB0062531)

Food

Food (HMDB: HMDB0062531)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0062531)

Animal

Animal (HMDB: HMDB0062531)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0062531)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0062531)
Sphingolipid Metabolism (HMDB: HMDB0062531)

Lipid metabolism pathway (HMDB: HMDB0062531)

Biochemical process

Lipid transport (HMDB: HMDB0062531)

Role

Biological role

Energy source (HMDB: HMDB0062531)

Industrial application

Food and nutrition

Food additive (HMDB: HMDB0062531)

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0062531)

Physical Properties

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	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