Showing Compound Pyridoxamine 5'-phosphate (FDB021821)

Record Information

Version

1.0

Creation date

2011-04-11 17:01:47 UTC

Update date

2020-09-17 15:41:37 UTC

Primary ID

FDB021821

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Pyridoxamine 5'-phosphate

Description

Pyridoxamine 5'-phosphate, also known as pyridoxamine phosphoric acid or pyridoxamine-p, belongs to the class of organic compounds known as pyridoxamine 5'-phosphates. These are heterocyclic aromatic compounds containing a pyridoxamine that carries a phosphate group at the 5'-position. Pyridoxamine 5'-phosphate is a very strong basic compound (based on its pKa). Pyridoxamine 5'-phosphate exists in all living species, ranging from bacteria to humans. Within humans, pyridoxamine 5'-phosphate participates in a number of enzymatic reactions. In particular, pyridoxamine 5'-phosphate can be biosynthesized from pyridoxamine through the action of the enzyme pyridoxal kinase. In addition, pyridoxamine 5'-phosphate can be converted into pyridoxal 5'-phosphate through its interaction with the enzyme pyridoxine-5'-phosphate oxidase. In humans, pyridoxamine 5'-phosphate is involved in vitamin B6 metabolism. Outside of the human body, Pyridoxamine 5'-phosphate is found, on average, in the highest concentration within milk (cow). Pyridoxamine 5'-phosphate has also been detected, but not quantified in, several different foods, such as lovages, small-leaf lindens, cocoa beans, american cranberries, and mango. This could make pyridoxamine 5'-phosphate a potential biomarker for the consumption of these foods. A vitamin B6 phosphate that is the phosphoric ester derivative of pyridoxamine.

CAS Number

529-96-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
4'-Deoxy-4'-aminopyridoxal-5'-phosphate	ChEBI
Pyridoxamine 5'-(dihydrogen phosphate)	ChEBI
Pyridoxamine 5'-phosphoric acid	ChEBI
Pyridoxamine 5-phosphate	ChEBI
Pyridoxamine 5-phosphoric acid	ChEBI
Pyridoxamine phosphate	ChEBI
4'-Deoxy-4'-aminopyridoxal-5'-phosphoric acid	Generator
Pyridoxamine 5'-(dihydrogen phosphoric acid)	Generator
Pyridoxamine phosphoric acid	Generator
Pyridoxamine-P	MeSH, HMDB
PMP	HMDB
Pyridoxamine 5'-phosphate	HMDB
Pyridoxamine 5’-phosphate	HMDB
4’-Deoxy-4’-aminopyridoxal-5’-phosphate	HMDB
4’-Deoxy-4’-aminopyridoxal-5’-phosphoric acid	HMDB
4'-DEOXY-4'-aminopyridoxal-5'-ATE	ChEBI
4'-DEOXY-4'-aminopyridoxal-5'-ic acid	Generator
Pyridoxamine 5-ate	ChEBI
Pyridoxamine 5-ic acid	Generator
Pyridoxamine 5'-(dihydrogen ate)	ChEBI
Pyridoxamine 5'-(dihydrogen ic acid)	Generator
Pyridoxamine 5'-ate	ChEBI
Pyridoxamine 5'-ic acid	Generator
Pyridoxamine ate	ChEBI
Pyridoxamine ic acid	Generator

Predicted Properties

Property	Value	Source
Water Solubility	6.61 g/L	ALOGPS
logP	-0.99	ALOGPS
logP	-2.2	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	1.74	ChemAxon
pKa (Strongest Basic)	9.91	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.9 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	56.64 m³·mol⁻¹	ChemAxon
Polarizability	22.15 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C8H13N2O5P

IUPAC name

{[4-(aminomethyl)-5-hydroxy-6-methylpyridin-3-yl]methoxy}phosphonic acid

InChI Identifier

InChI=1S/C8H13N2O5P/c1-5-8(11)7(2-9)6(3-10-5)4-15-16(12,13)14/h3,11H,2,4,9H2,1H3,(H2,12,13,14)

InChI Key

ZMJGSOSNSPKHNH-UHFFFAOYSA-N

Isomeric SMILES

CC1=NC=C(COP(O)(O)=O)C(CN)=C1O

Average Molecular Weight

248.173

Monoisotopic Molecular Weight

248.056208048

Classification

Description

Belongs to the class of organic compounds known as pyridoxamine 5'-phosphates. These are heterocyclic aromatic compounds containing a pyridoxamine that carries a phosphate group at the 5'-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridoxamines

Direct Parent

Pyridoxamine 5'-phosphates

Alternative Parents

Substituents

Pyridoxamine 5'-phosphate
Monoalkyl phosphate
Aralkylamine
Hydroxypyridine
Methylpyridine
Organic phosphoric acid derivative
Alkyl phosphate
Phosphoric acid ester
Heteroaromatic compound
Azacycle
Primary aliphatic amine
Hydrocarbon derivative
Amine
Primary amine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

monohydroxypyridine (CHEBI:18335 )
methylpyridines (CHEBI:18335 )
aminoalkylpyridine (CHEBI:18335 )
vitamin B6 phosphate (CHEBI:18335 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Biological location:

Subcellular:

Mitochondria

Biofluid and excreta:

Blood

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Pyridoxamine 5'-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-9540000000-0747e0335474ec0d9563	Spectrum
Predicted GC-MS	Pyridoxamine 5'-phosphate, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-006t-9163000000-e2b4a252a1b0d401376f	Spectrum
Predicted GC-MS	Pyridoxamine 5'-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0002-0090000000-475764d1b4ff6c463f91	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-001i-5390000000-825fef9f04e27485e868	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004i-9300000000-695db8e4ce16577ae441	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004i-9100000000-b6ae171abe36c54c4031	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004i-9000000000-a5aaa4d9b60dc24fd818	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0002-0190000000-0eb0fd727d4bb1b2816f	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-001i-0590000000-2003e26a12279fef54dd	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-001i-1910000000-acfc81bd682a779ef9e5	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-053r-3900000000-262c33692f3c3bc194a2	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-004i-9500000000-7d847cf14edccf6f5294	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , positive	splash10-001i-0190000000-d1a5e6c1c22d70906b6c	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001j-0590000000-f2e78df6839a1a6c3c53	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f89-0900000000-45ff9c035fa30cea77bf	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-2900000000-96d22fb2e9dd035fa2e5	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9080000000-908c35d20c168506f92c	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9010000000-97480b70e97796d59101	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-c77bbc411daf4c046f20	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001j-0290000000-8ef287b4599ae8a2912d	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0920000000-b0020ec751a9b36bcc17	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-0900000000-7721d9affd7d73f7020f	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002b-9010000000-569274c47ce9c516ff5e	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-ef724d5177083af378f0	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-24	View Spectrum