Pyridoxamine phosphate

Details

• Internal ID: 760dfe7a-a138-4145-aaad-91d19de038ff
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Pyridoxamines > Pyridoxamine 5-phosphates
• IUPAC Name: [4-(aminomethyl)-5-hydroxy-6-methylpyridin-3-yl]methyl dihydrogen phosphate
• SMILES (Canonical): CC1=NC=C(C(=C1O)CN)COP(=O)(O)O
• SMILES (Isomeric): CC1=NC=C(C(=C1O)CN)COP(=O)(O)O
• InChI: 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
• Popularity: 725 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₃N₂O₅P
• Molecular Weight: 248.17 g/mol
• Exact Mass: 248.05620852 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -4.40
• Atomic LogP (AlogP): 0.16
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• PYRIDOXAMINE-5'-PHOSPHATE
• 529-96-4
• pyridoxamine 5'-phosphate
• Pyridoxamine 5-phosphate
• Pyridoxamine-P
• Pyridoxamine phosphate [JAN]
• Pyridoxamine, dihydrogen phosphate
• [4-(aminomethyl)-5-hydroxy-6-methylpyridin-3-yl]methyl dihydrogen phosphate
• Pyridoxamine, 3-(dihydrogen phosphate)
• BRN 0233653
• AMMONIUM FERRIC CHLORIDE
• pyridoxamine-5-phosphate
• EINECS 208-471-6
• 4'-DEOXY-4'-AMINOPYRIDOXAL-5'-PHOSPHATE
• UNII-Q05R77UO7P
• Q05R77UO7P
• Pyridoxamine 5'-phosphoric acid
• DTXSID3046825
• CHEBI:18335
• 4-(Aminomethyl)-5-hydroxy-6-methyl-3-pyridinemethanol alpha-(dihydrogen phosphate)
• 16774-56-4
• NCGC00181045-01
• Pyridoxamine, dihydrogen phosphate (7CI)
• 4-Aminomethyl-3-hydroxy-2-methyl-5-((phosphonooxy)methyl)pyridine dihydrate
• 3-Pyridinemethanol, 4-(aminomethyl)-5-hydroxy-6-methyl-, alpha-(dihydrogen phosphate)
• 4-22-00-06065 (Beilstein Handbook Reference)
• Pyridoxamine 5 inverted exclamation marka-phosphate
• (4-(aminomethyl)-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate
• 1zc9
• bmse000131
• SCHEMBL43832
• Pyridoxamine 5-phosphoric acid
• C8H13N2O5P
• CHEMBL1235353
• DTXCID1026825
• HY-B1746
• C8-H13-N2-O5-P
• Tox21_112693
• PYRIDOXAMINE PHOSPHATE ANHYDROUS
• CS-O-05883
• DB02142
• pyridoxamine 5'-(dihydrogen phosphate)
• PYRIDOXAMINE PHOSPHATE [WHO-DD]
• PYRIDOXAMINE 5'-PHOSPHATE [MI]
• TERT-BUTYL4-FORMYLPHENYLCARBONATE
• NCGC00181045-02
• CAS-529-96-4
• LS-131673
• CS-0013766
• FT-0632315
• C00647
• Pyridoxamine-5'-phosphate, >=98.0% (HPLC)
• Q27093205
• [4-(aminomethyl)-5-hydroxy-6-methyl-3-pyridyl]methyl dihydrogen phosphate
• {[4-(aminomethyl)-5-hydroxy-6-methylpyridin-3-yl]methoxy}phosphonic acid
• 4-AMINOMETHYL-3-HYDROXY-2-METHYL-5-((PHOSPHONOOXY)METHYL)PYRIDINE
• 3-Pyridinemethanol, 4-(aminomethyl)-5-hydroxy-6-methyl-, 3-(dihydrogen phosphate)
• PZP

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5550	55.50%
Caco-2	-	0.8606	86.06%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6965	69.65%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9179	91.79%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9356	93.56%
P-glycoprotein inhibitior	-	0.9724	97.24%
P-glycoprotein substrate	-	0.8979	89.79%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7904	79.04%
CYP3A4 inhibition	-	0.9425	94.25%
CYP2C9 inhibition	-	0.8676	86.76%
CYP2C19 inhibition	-	0.7958	79.58%
CYP2D6 inhibition	-	0.8579	85.79%
CYP1A2 inhibition	-	0.8465	84.65%
CYP2C8 inhibition	+	0.4727	47.27%
CYP inhibitory promiscuity	-	0.8491	84.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5860	58.60%
Eye corrosion	-	0.9703	97.03%
Eye irritation	-	0.8419	84.19%
Skin irritation	-	0.7540	75.40%
Skin corrosion	-	0.8871	88.71%
Ames mutagenesis	-	0.5818	58.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.5290	52.90%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8278	82.78%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6405	64.05%
Acute Oral Toxicity (c)	IV	0.6126	61.26%
Estrogen receptor binding	-	0.7230	72.30%
Androgen receptor binding	-	0.5641	56.41%
Thyroid receptor binding	-	0.5538	55.38%
Glucocorticoid receptor binding	-	0.7825	78.25%
Aromatase binding	-	0.7445	74.45%
PPAR gamma	+	0.7464	74.64%
Honey bee toxicity	-	0.7947	79.47%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.7495	74.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.22%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.17%	94.73%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.76%	93.10%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	89.32%	94.01%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.76%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.50%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.01%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.48%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.35%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.01%	99.15%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.06%	90.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.83%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.27%	97.36%

Plants that contains it

• Allium sativum
• Arabidopsis thaliana

Cross-Links

• PubChem: 1053
• NPASS: NPC256828
• LOTUS: LTS0021695
• wikiData: Q27093205