CAS 853645-22-4|CAS 41468-25-1|CAS 54-47-7|Hairoxal|Vitamin B6|PLP|pyridoxal phosphate|Himitan|Vitazechs|Biosechs|Hiadelon|Pidopidon|Pyridoxal-P|Pyrido|PYRIDOXAL-5-PHOSPHATE|[(4-formyl-5-hydroxy-6-m...

General Information

Structure

Molecular Formula

C₈H₁₀NO₆P

Molecular Mass

247.141861

Exact Mass

247.02457368

Charge

0

InChI

InChI=1S/C8H10NO6P/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14/h2-3,11H,4H2,1H3,(H2,12,13,14)

InChIKey

NGVDGCNFYWLIFO-UHFFFAOYSA-N

Canonic Smiles

O=Cc1c(COP(=O)(O)O)cnc(c1O)C

Isomeric Smiles

P(=O)(OCc1c(c(O)c(nc1)C)C=O)(O)O

Calculated Properties

JChem

LogD (pH = 7.4)

-3.15

LogD (pH = 5.5)

-2.34

Log P

-2.16

Rotatable Bonds

4

H Donor

3

H Acceptors

6

Lipinski's Rule of Five

true

Acid pKa

1.68

Polar Surface Area

116.95

Polarizability

20.91

Molar Refractivity

54.75

LOG S

1.10

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

Brand Name

HairoxalHimitanVitazechsBiosechsHiadelonPidopidon

Synonyms

Vitamin B6PLPPyridoxal-PPyridoPYRIDOXAL-5-PHOSPHATECodecarboxylasePyridoxal 5'-phosphatePyridoxal 5-phosphatePyridoxal PPyridoxal PhosphatePyridoxal-5PPyromijin3-Hydroxy-2-methyl-5-([phosphonooxy]methyl)-4-pyridinecarboxaldehydePYRIDOXAL-5-PHOSPHATE MONOHYDRATEPyridoxal 5′-phosphate hydratePyridoxal PhosphatePhosphopyridoxal3-Hydroxy-2-methyl-5-[(phosphonooxy)methyl]-4-pyridinecarboxaldehydeHairoxalHiadelonHexermin P2-Methyl-3-hydroxy-4-formyl-5-pyridyl-methylphosphoric AcidNSC 82388Pyridoxal MonophosphateCoenzyme B6BiosechsPiodelPydoxalHi-PyridoxinVitazechsPyridoxal 5-(Dihydrogen Phosphate)Pyridoxal 5'-PhosphateApolon B63-Hydroxy-5-(hydroxymethyl)-2-methyl-isonicotinaldehyde 5-Phosphate(4-Formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphatepyridoxal 5-monophosphoric acid estercodecarboxylasePyridoxal phosphatePyridoxal 5-phosphatePhosphoric acid mono-(4-formyl-5-hydroxy-6-methyl-pyridin-3-ylmethyl) ester3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]-4-pyridinecarboxaldehydePyridoxal 5'-phosphatePLPpyridoxal 5'-phosphate3-hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde 5-phosphatePYRIDOXAL-5'-PHOSPHATEpyridoxal 5'-(dihydrogen phosphate)

IUPAC Traditional name

pyridoxal phosphate

IUPAC name

[(4-formyl-5-hydroxy-6-methylpyridin-3-yl)methoxy]phosphonic acid

Names and Identifiers

Registration numbers

MDL Number

MFCD00006333

CAS Number

853645-22-441468-25-154-47-7

PubChem CID

1051

PubChem SID

4650642816096346424898438248990208143776

Beilstein Number

234749

EC Number

200-208-3

BRENDA Database

5.1.1.134.3.1.92.9.1.22.6.1.1114.1.1.882.6.1.212.6.1.92.6.1.242.6.1.44.5.1.52.6.1.832.6.1.1203.4.22.384.2.1.751.1.1.49

Protein Data Bank

3awo3ceh3cej2vmx2yky2yxx2zgi3ath2w7g2w7f2w7k2yku2zsj2vmr2yhk2zy3

PubMed Citation Links

184919191465197472843796339724986669316277678

BKMS React Database

122928321564455816014134751737085388851895

MetaboLights Database

MTBLS606MTBLS2279MTBLS1622MTBLS696MTBLS4012MTBLS145MTBLS1861MTBLS4722MTBLS612MTBLS2205MTBLS615MTBLS312MTBLS3540MTBLS3627MTBLS1221

KEGG ID

C00018

KNApSAcK Database

C00007503

Reaxys Registry

234749

BRENDA Ligand Database

122928160145388851895321347515641737084558

ACToR Database

54-47-752064-48-9

SABIO-RK Database

707671771292138814057669651184113955111025641290139611325713951

UniProt Database

P27118P19113Q4PRC2Q5LEY1P9WQ81P12995O05321A0R066E0IWI3Q8FHG5P27117A3M7A4P95477P27116Q9JWA6

SureChEMBL Database

SCHEMBL23158

CHEMBL

CHEMBL82202

CompTox Database

DTXSID4048351

Patent number

EP1790331EP1762250GB2084155WO2007109230WO2005110401US2007243249

EnzymePortal Database

A0JC76P81693Q86PM2

CHEBI ID

CHEBI:14977CHEBI:26424CHEBI:8668CHEBI:18405CHEBI:45145CHEBI:234571CHEBI:358848

PDBeChem Database

PLP

IntAct Database

EBI-21926826EBI-8852595EBI-8852579EBI-8851899EBI-21942347EBI-21942391

DrugBank ID

DB00114

HMDB Database

HMDB0001491

Golm Database

811fbb20-5344-4f5b-992c-e4cbf4ccba89d1800222-1432-4a1c-a12e-c591155f6ef8128130b7-8cda-4c26-8b9d-ee22008817c3

COMe Database

MOL000108

Drug Central Database

BindingDB Database

Gmelin ID

Wikipedia Title

Registration numbers

Properties

Safety Information

MSDS Link

Download link

Storage Condition

0°C

RTECS

UV1208000

Storage Temperature

-20°C

German water hazard class

3

Personal Protective Equipment

Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Properties

Related Proteins

Related Proteins

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

DrugBank

DB00114

Drug Groups

nutraceutical

Description

This is the active form of vitamin B6 serving as a coenzyme for synthesis of amino acids, neurotransmitters (serotonin, norepinephrine), sphingolipids, aminolevulinic acid. During transamination of amino acids, pyridoxal phosphate is transiently converted into pyridoxamine phosphate (pyridoxamine). [PubChem]

Indication

For nutritional supplementation and for treating dietary shortage or imbalance.

Pharmacology

The two major forms of vitamin B6 are pyridoxine and pyridoxamine. In the liver they are converted to pyridoxal phosphate (PLP) which is a cofactor in many reactions of amino acid metabolism. PLP also is necessary for the enzymatic reaction governing the release of glucose from glycogen. Pyroluria is one potential cause of vitamin B6 deficiency.

Affected Organisms

Humans and other mammals

External Links

• [Wikipedia]

• [PDRhealth]

MP Biomedicals

02102769

Monohydrate
Purity: ~98%
Off-white crystals Useful for modifying lysyl and valyl residues in proteins.

02194731

Cell Culture Reagent
Monohydrate
Purity: ~98%

Sigma Aldrich

P3657

General description
Pyridoxal-phosphate (PLP, pyridoxal-5′-phosphate, P5P) is a prosthetic group of some enzymes. It is the active form of vitamin B6, which comprises three natural organic compounds, pyridoxal, pyridoxamine and pyridoxine. PLP acts as a coenzyme in all transamination reactions, and in some decarboxylation and deamination reactions of amino acids.

P9255

Application
Enzyme cofactor.Normal coenzyme form of Vitamin B6
包装
1, 5, 25 g in poly bottle
Biochem/physiol Actions
Pyridoxal 5′-phosphate (PLP) is used as a cofactor for a wide range of enzymes including mitochondrial cysteine desulfurase, cystathionine γ-synthase (CGS), ornithine 4,5-aminomutase (OAM), and d-serine dehydratase. PLP is used in the studies of PLP-dependent enzyme active sites.

TRC

P991715

Vitamin (enzyme co-factor).

ChEBI

CHEBI:18405

The monophosphate ester obtained by condensation of phosphoric acid with the primary hydroxy group of pyridoxal.

Molecule Details

References

PubChem Literature

From Data Sources

• McPhalen, C., et al.: J. Mol. Biol., 225, 495 (1945)

• Lichstein, et al.: J. Biol. Chem., 161, 311 (1945)