4-[[Hydroxy-[(4-hydroxyphenyl)methyl]amino]methyl]phenol

Details

• Internal ID: 4a04353f-8f1b-427b-9473-143ce94d0338
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: 4-[[hydroxy-[(4-hydroxyphenyl)methyl]amino]methyl]phenol
• SMILES (Canonical): C1=CC(=CC=C1CN(CC2=CC=C(C=C2)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CN(CC2=CC=C(C=C2)O)O)O
• InChI: InChI=1S/C14H15NO3/c16-13-5-1-11(2-6-13)9-15(18)10-12-3-7-14(17)8-4-12/h1-8,16-18H,9-10H2
• InChI Key: VMNGEGPLZYRNAA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₅NO₃
• Molecular Weight: 245.27 g/mol
• Exact Mass: 245.10519334 g/mol
• Topological Polar Surface Area (TPSA): 63.90 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9558	95.58%
Caco-2	+	0.8902	89.02%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7519	75.19%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9055	90.55%
OATP1B3 inhibitior	+	0.9304	93.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6375	63.75%
P-glycoprotein inhibitior	-	0.8645	86.45%
P-glycoprotein substrate	-	0.9550	95.50%
CYP3A4 substrate	-	0.7111	71.11%
CYP2C9 substrate	-	0.7801	78.01%
CYP2D6 substrate	-	0.6593	65.93%
CYP3A4 inhibition	+	0.6014	60.14%
CYP2C9 inhibition	-	0.7874	78.74%
CYP2C19 inhibition	-	0.6861	68.61%
CYP2D6 inhibition	-	0.7625	76.25%
CYP1A2 inhibition	-	0.5681	56.81%
CYP2C8 inhibition	-	0.6698	66.98%
CYP inhibitory promiscuity	+	0.5650	56.50%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.5754	57.54%
Carcinogenicity (trinary)	Non-required	0.4633	46.33%
Eye corrosion	-	0.9498	94.98%
Eye irritation	+	0.9898	98.98%
Skin irritation	-	0.6616	66.16%
Skin corrosion	-	0.9094	90.94%
Ames mutagenesis	-	0.5608	56.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.7484	74.84%
Micronuclear	+	0.5785	57.85%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7377	73.77%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5608	56.08%
Acute Oral Toxicity (c)	III	0.6283	62.83%
Estrogen receptor binding	+	0.7243	72.43%
Androgen receptor binding	+	0.6535	65.35%
Thyroid receptor binding	-	0.5471	54.71%
Glucocorticoid receptor binding	-	0.5483	54.83%
Aromatase binding	+	0.7621	76.21%
PPAR gamma	+	0.7949	79.49%
Honey bee toxicity	-	0.9256	92.56%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.4215	42.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	90.28%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.70%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.95%	93.10%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.22%	90.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.39%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.26%	89.67%

Plants that contains it

• Gardenia jasminoides
• Gastrodia elata

Cross-Links

• PubChem: 5317532
• NPASS: NPC157519