Pyridoxal phosphate

Details

• Internal ID: bfa306de-f85d-446d-a3c3-b20b2b92ae0e
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Pyridine carboxaldehydes > Pyridoxals and derivatives
• IUPAC Name: (4-formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate
• SMILES (Canonical): CC1=NC=C(C(=C1O)C=O)COP(=O)(O)O
• SMILES (Isomeric): CC1=NC=C(C(=C1O)C=O)COP(=O)(O)O
• 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)
• InChI Key: NGVDGCNFYWLIFO-UHFFFAOYSA-N
• Popularity: 14,503 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₀NO₆P
• Molecular Weight: 247.14 g/mol
• Exact Mass: 247.02457404 g/mol
• Topological Polar Surface Area (TPSA): 117.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): 0.52
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 54-47-7
• Codecarboxylase
• pyridoxal 5'-phosphate
• pyridoxal 5-phosphate
• Pyridoxyl phosphate
• Pyridoxal P
• Pyridoxal-5'-phosphate
• Biosechs
• Hairoxal
• Pidopidon
• Pyromijin
• Vitazechs
• (4-formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate
• Hiadelon
• Himitan
• Phosphopyridoxal
• 853645-22-4
• PYRIDOXAL-5-PHOSPHATE
• Pal-P
• Sechvitan
• Pydoxal
• Piodel
• Apolon B6
• HI-Pyridoxin
• pyridoxal-P
• Phosphopyridoxal coenzyme
• Vitahexin P
• Hexermin P
• Coenzyme B6
• Pyridoxal monophosphate
• Pyridoxaldehyde phosphate
• Apolon B(sub 6)
• PLP
• Phosphoridoxal coenzyme
• Pyridoxal 5'-phosphate hydrate
• Vitamin B6 phosphate
• pyridoxal-5P
• Pyridoxal 5'-(dihydrogen phosphate)
• Pyridoxal 5-monophosphoric acid ester
• Vitahexin-P
• Hexermin-P
• Pyridoxal phosphate [JAN]
• 3-Hydroxy-2-methyl-5-((phosphonooxy)methyl)-4-pyridinecarboxaldehyde
• 4-Pyridinecarboxaldehyde, 3-hydroxy-2-methyl-5-((phosphonooxy)methyl)-
• Sechvitan, Vitahexin P
• Pyridoxal 5/'-phosphate (hydrate)
• Pyridoxal-5-monophosphate
• EINECS 200-208-3
• Pyridoxal, 5-(dihydrogen phosphate)
• NSC 82388
• Pyridoxal phosphate (6CI)
• 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde 5-phosphate
• 3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]-4-pyridinecarboxaldehyde
• Pyridoxal phosphate anhydrous
• UNII-F06SGE49M6
• 2-Methyl-3-hydroxy-4-formyl-5-hydroxymethylpyridine-5-calcium phosphate
• 4-pyridinecarboxaldehyde, 3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]-
• CHEMBL82202
• Vitamin B6 phosphate (ester)
• F06SGE49M6
• CHEBI:18405
• pyridoxal-phosphate
• Pyridoxal, 5-(dihydrogenphosphate)
• NSC82388
• SRI 2392
• NSC-82388
• P-5'-P
• MC-1
• Pyrido
• [(4-formyl-5-hydroxy-6-methylpyridin-3-yl)methoxy]phosphonic acid
• Pyridoxal, 5-(dihydrogen phosphate) (8CI)
• (4-Formyl-5-hydroxy-6-methyl(3-pyridyl))methyl dihydrogen phosphate
• 3-Hydroxy-2-methyl-5-([phosphonooxy]methyl)-4-pyridinecarboxaldehyde
• Pyridoxal 5'-phosphate monohydrate, vitamin B6
• Vitamin B6 (Active form)
• Pyridoxal 5 inverted exclamation marka-phosphate hydrate
• 2-Methyl-3-hydroxy-4-formyl-5-hydroxymethylpyridine-5-calcium phosphate trihydrate
• 2-Methyl-3-hydroxy-4-formyl-5-pyridylmethylphosphoric acid
• 4-Formyl-5-hydroxy-6-methyl-pyridin-3-yl)methoxyphosphonic acid
• Pyridoxal phosphate treated .beta.-lactoglobulin from bovine whey
• (4-formyl-5-hydroxy-6-methyl-3-pyridinyl)methyl dihydrogen phosphate
• (4-formyl-5-hydroxy-6-methyl-3-pyridyl)methyl dihydrogen phosphate
• Pyridoxalphosphate
• Phosphoric acid mono-(4-formyl-5-hydroxy-6-methyl-pyridin-3-ylmethyl) ester
• Pyridoxal 5'-phosphate;Pyridoxyl phosphate
• NCGC00166300-01
• Pyridoxal 5'-phosphate 5
• Lepirudine
• C8H10NO6P
• Pyridoxal-5-Phosphate Hydrate
• Pyridoxal phosphate
• Pridoxal-5-Phosphate
• pyridoxal 5''-phosphate
• 124051-94-1
• P5P
• bmse000111
• D06JGH
• D0U5YK
• SCHEMBL23158
• Pyridoxal 5'-phosphoric acid
• GTPL5249
• SGCUT00188
• DTXSID4048351
• Pyridoxal 5'-phosphate anhydrous
• EX-A980
• BCP34576
• HY-B1744
• PYRIDOXAL 5-PHOSPHATE [MI]
• to_000077
• BDBM50118216
• MFCD00006333
• PYRIDOXAL PHOSPHATE [WHO-DD]
• s5311
• STL185213
• pyridoxal 5''-(dihydrogen phosphate)
• PYRIDOXAL 5-PHOSPHATE [INCI]
• AKOS015891654
• Pyridoxal 5'- (dihydrogen phosphate)
• Pyridoxal 5'-phosphate;Codecarboxylase
• CCG-266929
• CS-7767
• CS-O-06102
• DB00114
• SB18794
• PYRIDOXAL 5'-PHOSPHATE [VANDF]
• Pyridoxal 5'-phosphate hydrate, >=98%
• AS-19314
• Pyridoxal 5-phosphate;Pyridoxyl phosphate
• LS-134383
• VITAMIN B6 (PYRIDOXAL 5-PHOSPHATE)
• FT-0631236
• FT-0655876
• Isonicotinaldehyde, 5-(dihydrogen phosphate)
• Pyridoxal 5'-phosphate monohydrate-Vitamin B6
• C00018
• F17391
• EN300-6474442
• Pyridoxal 5 inverted exclamation marka-phosphate
• Pyridoxal 5'-phosphate monohydrate - Vitamin B6
• A841303
• Q418957
• SR-01000944534
• Q-201645
• SR-01000944534-1
• A26BDB6A-282A-4D13-A916-7B2B215B0FD6
• Z1741970251
• (4-Formyl-5-hydroxy-6-methylpyridin-3-yl)methyldihydrogenphosphate
• 3-hydroxy-2-methyl-5-([phosphonooxy]methyl)-4-pyridinecarbaldehyde
• (4-methanoyl-6-methyl-5-oxidanyl-pyridin-3-yl)methyl dihydrogen phosphate
• 4-Pyridinecarboxaldehyde,3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]-
• 4-Pyridinecarboxaldehyde, 3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]- (9CI)
• 4-Pyridinecarboxaldehyde, 3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]-(9CI)
• Isonicotinaldehyde, 3-hydroxy-5-(hydroxymethyl)-2-methyl-, 5-(dihydrogen phosphate)
• Pyridoxal 5'-phosphate hydrate, powder, BioReagent, suitable for cell culture

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6072	60.72%
Caco-2	-	0.6718	67.18%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8881	88.81%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8681	86.81%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9603	96.03%
P-glycoprotein inhibitior	-	0.9669	96.69%
P-glycoprotein substrate	-	0.9244	92.44%
CYP3A4 substrate	+	0.5102	51.02%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8800	88.00%
CYP3A4 inhibition	-	0.9308	93.08%
CYP2C9 inhibition	-	0.9041	90.41%
CYP2C19 inhibition	-	0.8772	87.72%
CYP2D6 inhibition	-	0.9010	90.10%
CYP1A2 inhibition	-	0.8704	87.04%
CYP2C8 inhibition	-	0.6372	63.72%
CYP inhibitory promiscuity	-	0.9352	93.52%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6251	62.51%
Eye corrosion	-	0.9714	97.14%
Eye irritation	-	0.5217	52.17%
Skin irritation	-	0.7505	75.05%
Skin corrosion	-	0.8894	88.94%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6954	69.54%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8640	86.40%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4855	48.55%
Acute Oral Toxicity (c)	IV	0.6084	60.84%
Estrogen receptor binding	-	0.6977	69.77%
Androgen receptor binding	-	0.5918	59.18%
Thyroid receptor binding	-	0.4891	48.91%
Glucocorticoid receptor binding	-	0.8661	86.61%
Aromatase binding	-	0.7363	73.63%
PPAR gamma	+	0.6907	69.07%
Honey bee toxicity	-	0.7877	78.77%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	-	0.4407	44.07%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2094	P51575	P2X purinoceptor 1	10000 nM	IC50	PMID: 23510563

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.66%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	94.00%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.19%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.92%	93.10%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.79%	91.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.66%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.00%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.28%	99.17%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	81.91%	94.01%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.81%	80.78%

Plants that contains it

• Allium sativum
• Arabidopsis thaliana
• Ginkgo biloba

Cross-Links

• PubChem: 1051
• NPASS: NPC36498
• ChEMBL: CHEMBL82202
• LOTUS: LTS0198221
• wikiData: Q418957