5-[(5-Hydroxypyridin-3-yl)methoxy]benzene-1,3-diol

Details

• Internal ID: ea63dfc3-3713-437a-8034-67097b3a352b
• Taxonomy: Benzenoids > Phenols > Benzenediols > Resorcinols
• IUPAC Name: 5-[(5-hydroxypyridin-3-yl)methoxy]benzene-1,3-diol
• SMILES (Canonical): C1=C(C=C(C=C1O)OCC2=CC(=CN=C2)O)O
• SMILES (Isomeric): C1=C(C=C(C=C1O)OCC2=CC(=CN=C2)O)O
• InChI: InChI=1S/C12H11NO4/c14-9-2-10(15)4-12(3-9)17-7-8-1-11(16)6-13-5-8/h1-6,14-16H,7H2
• InChI Key: QYGPHCCLRUKGHD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₁NO₄
• Molecular Weight: 233.22 g/mol
• Exact Mass: 233.06880783 g/mol
• Topological Polar Surface Area (TPSA): 82.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7707	77.07%
Caco-2	+	0.8121	81.21%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8177	81.77%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9549	95.49%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6321	63.21%
P-glycoprotein inhibitior	-	0.9547	95.47%
P-glycoprotein substrate	-	0.9543	95.43%
CYP3A4 substrate	-	0.6200	62.00%
CYP2C9 substrate	-	0.8191	81.91%
CYP2D6 substrate	-	0.6984	69.84%
CYP3A4 inhibition	+	0.8034	80.34%
CYP2C9 inhibition	-	0.6708	67.08%
CYP2C19 inhibition	-	0.6285	62.85%
CYP2D6 inhibition	-	0.7586	75.86%
CYP1A2 inhibition	-	0.5664	56.64%
CYP2C8 inhibition	+	0.5332	53.32%
CYP inhibitory promiscuity	+	0.8355	83.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6648	66.48%
Eye corrosion	-	0.9948	99.48%
Eye irritation	+	0.9578	95.78%
Skin irritation	-	0.8010	80.10%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.6978	69.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8212	82.12%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.5477	54.77%
skin sensitisation	-	0.8637	86.37%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6555	65.55%
Acute Oral Toxicity (c)	III	0.6865	68.65%
Estrogen receptor binding	+	0.7960	79.60%
Androgen receptor binding	-	0.5446	54.46%
Thyroid receptor binding	-	0.5714	57.14%
Glucocorticoid receptor binding	-	0.5777	57.77%
Aromatase binding	+	0.8238	82.38%
PPAR gamma	+	0.7318	73.18%
Honey bee toxicity	-	0.8624	86.24%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	-	0.7660	76.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	95.75%	92.68%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.61%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.65%	91.11%
CHEMBL4208	P20618	Proteasome component C5	91.44%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.17%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.79%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.39%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.60%	94.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.10%	97.53%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.43%	94.45%
CHEMBL2535	P11166	Glucose transporter	83.67%	98.75%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.69%	93.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.52%	95.89%

Plants that contains it

• Dendrobium plicatile

Cross-Links

• PubChem: 11253276
• LOTUS: LTS0112960
• wikiData: Q105230120