[5-Hydroxy-4-(hydroxymethyl)-6-methylpyridin-3-yl]methyl phosphate

Details

• Internal ID: 42c2c013-ba3e-4bea-9fc4-c7f23a4a861e
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Pyridoxines > Pyridoxine-5-phosphates
• IUPAC Name: [5-hydroxy-4-(hydroxymethyl)-6-methylpyridin-3-yl]methyl phosphate
• SMILES (Canonical): CC1=NC=C(C(=C1O)CO)COP(=O)([O-])[O-]
• SMILES (Isomeric): CC1=NC=C(C(=C1O)CO)COP(=O)([O-])[O-]
• InChI: InChI=1S/C8H12NO6P/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14/h2,10-11H,3-4H2,1H3,(H2,12,13,14)/p-2
• InChI Key: WHOMFKWHIQZTHY-UHFFFAOYSA-L
• Popularity: 17 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₀NO₆P-₂
• Molecular Weight: 247.14 g/mol
• Exact Mass: 247.02457404 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -1.07
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• pyridoxine-P
• pyridoxine-5P
• [5-hydroxy-4-(hydroxymethyl)-6-methylpyridin-3-yl]methyl phosphate
• CHEBI:58589
• Q27125898

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6362	63.62%
Caco-2	-	0.7572	75.72%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7024	70.24%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.8763	87.63%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9166	91.66%
P-glycoprotein inhibitior	-	0.9598	95.98%
P-glycoprotein substrate	-	0.9036	90.36%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5736	57.36%
CYP2D6 substrate	-	0.8532	85.32%
CYP3A4 inhibition	-	0.8564	85.64%
CYP2C9 inhibition	-	0.8512	85.12%
CYP2C19 inhibition	-	0.7436	74.36%
CYP2D6 inhibition	-	0.8129	81.29%
CYP1A2 inhibition	-	0.8423	84.23%
CYP2C8 inhibition	-	0.6407	64.07%
CYP inhibitory promiscuity	-	0.8477	84.77%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5987	59.87%
Eye corrosion	-	0.9762	97.62%
Eye irritation	-	0.7652	76.52%
Skin irritation	-	0.7662	76.62%
Skin corrosion	-	0.8996	89.96%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5862	58.62%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8084	80.84%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6056	60.56%
Acute Oral Toxicity (c)	III	0.5015	50.15%
Estrogen receptor binding	-	0.7524	75.24%
Androgen receptor binding	-	0.6007	60.07%
Thyroid receptor binding	-	0.6083	60.83%
Glucocorticoid receptor binding	-	0.8107	81.07%
Aromatase binding	-	0.7514	75.14%
PPAR gamma	+	0.6984	69.84%
Honey bee toxicity	-	0.6407	64.07%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	-	0.6103	61.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	93.78%	93.10%
CHEMBL3401	O75469	Pregnane X receptor	91.96%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.85%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.75%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.64%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.02%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.21%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.71%	86.33%

Plants that contains it

• Allium sativum

Cross-Links

• PubChem: 24794348
• NPASS: NPC256787