ECMDB: Sugar phosphate (ECMDB23867) (M2MDB005502)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes (1)XML

Proteins (12)

Record Information

Version

2.0

Creation Date

2015-06-08 15:25:34 -0600

Update Date

2015-08-05 16:22:05 -0600

Secondary Accession Numbers

ECMDB23867

Identification

Name:

Sugar phosphate

Description

Any monosaccharide containing an alcoholic hydroxy group esterified with phosphoric acid

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms:

2-(4-Hydroxy-3,5-dimethoxycinnamoyloxy)-N,N,N-trimethylethanaminium
2-[[3-(4-Hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propenyl]oxy]-N,N,N- trimethylethanaminium, 9ci
4-Hydroxy-3,5-dimethoxycinnamate choline
4-Hydroxy-3,5-dimethoxycinnamic acid choline
Choline 4-hydroxy-3,5-dimethoxycinnamate, 8ci
Choline 4-hydroxy-3,5-dimethoxycinnamic acid, 8ci
O-Sinapoylcholine
Sinapine bisulfate
Sinapine bisulfuric acid
Sinapine bisulphate
Sinapine bisulphuric acid
Sinapoylcholine
Sugar phosphoric acid

Chemical Formula:

C₁₆H₂₄NO₅

Weight:

Average: 310.3655
Monoisotopic: 310.165447883

InChI Key:

HUJXHFRXWWGYQH-UHFFFAOYSA-O

InChI:

InChI=1S/C16H23NO5/c1-17(2,3)8-9-22-15(18)7-6-12-10-13(20-4)16(19)14(11-12)21-5/h6-7,10-11H,8-9H2,1-5H3/p+1

CAS number:

Not Available

IUPAC Name:

(2-{[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}ethyl)trimethylazanium

Traditional IUPAC Name:

sinapine

SMILES:

COC1=CC(\C=C/C(=O)OCC[N+](C)(C)C)=CC(OC)=C1O

Chemical Taxonomy

Description

belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acids and derivatives

Alternative Parents

Substituents

Coumaric acid or derivatives
Cinnamic acid ester
Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Acyl choline
Anisole
Methoxybenzene
Phenol ether
Styrene
Phenoxy compound
Fatty acid ester
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Enoate ester
Quaternary ammonium salt
Alpha,beta-unsaturated carboxylic ester
Tetraalkylammonium salt
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Organic oxide
Organic salt
Hydrocarbon derivative
Amine
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Organic cation
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

acylcholine (CHEBI:16353 )
Sinapate derivatives (C00933 )
a small molecule (O-SINAPOYLCHOLINE )

Physical Properties

State:

Not Available

Charge:

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	-0.93	ALOGPS
logP	-2.2	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.29	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	96.67 m³·mol⁻¹	ChemAxon
Polarizability	34.33 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

Sugar phosphate + Water + Sugar phosphate <> Sugar + Phosphate + Sugar
Protein N(pi)-phospho-L-histidine + Sugar <> Protein histidine + Sugar phosphate

SMPDB Pathways:

Galactose metabolism	PW000821
Starch and sucrose metabolism	PW000941

KEGG Pathways:

Amino sugar and nucleotide sugar metabolism ec00520
Ascorbate and aldarate metabolism ec00053
Fructose and mannose metabolism ec00051
Galactose metabolism ec00052
Glycolysis / Gluconeogenesis ec00010
Metabolic pathways eco01100
Microbial metabolism in diverse environments ec01120
Pentose phosphate pathway ec00030
Phosphotransferase system (PTS) ec02060
Starch and sucrose metabolism ec00500

EcoCyc Pathways:

Not Available

Concentrations

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9340000000-63c6b1f491d1742f581e	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-07r9-9083000000-01fd82cd03199a2410f7	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0ik9-0069000000-dae71e5c3cb5e8c98d01	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0udi-0090000000-689b623cad4015ad4305	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0kdi-0980000000-e85059fdfaf38b65fbf3	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0udi-0092000000-57b6d7af206f0f8438e3	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0udi-0090000000-c865ce6a2d45509c5636	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0udi-0090000000-c860008ae94305bdbb56	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0udi-0390000000-fe4aa244978824523259	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0kdj-0950000000-61508103ba9b618dbf8f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0udi-0090000000-bf3c90800cc09e89c513	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0udi-0090000000-e6a2d2e0e7afaaa89594	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0udi-0090000000-c17f367eb5b6d7c37692	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0udi-0090000000-4b0ecc4ed11995be1006	View in MoNA
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer

References

References:

Not Available

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	16353
HMDB ID	HMDB0029379
Pubchem Compound ID	89287
Kegg ID	C00934
ChemSpider ID	80576
Wikipedia ID	Sinapine
BioCyc ID	Not Available

Enzymes

Protein Details

1. Sugar phosphatase supH

General function:: Involved in catalytic activity
Specific function:: Catalyzes the hydrolysis of sugar phosphate to sugar and inorganic phosphate. Has a wide substrate specificity catalyzing the hydrolysis of fructose-1-P most efficiently, but it remains uncertain if this is the real substrate in vivo
Gene Name:: supH
Uniprot ID:: P75792
Molecular weight:: 30413

Reactions

Sugar phosphate + H(2)O = sugar + phosphate.

Sugar phosphate (ECMDB23867) (M2MDB005502)

Structure for #<Compound:0xa2572ff4>

Enzymes

Reactions