4-Hydroxybenzylamine

Details

• Internal ID: 43710d9d-bfbd-4751-9cce-c0583c9e84bb
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylmethylamines
• IUPAC Name: 4-(aminomethyl)phenol
• SMILES (Canonical): C1=CC(=CC=C1CN)O
• SMILES (Isomeric): C1=CC(=CC=C1CN)O
• InChI: InChI=1S/C7H9NO/c8-5-6-1-3-7(9)4-2-6/h1-4,9H,5,8H2
• InChI Key: RQJDUEKERVZLLU-UHFFFAOYSA-N
• Popularity: 57 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₉NO
• Molecular Weight: 123.15 g/mol
• Exact Mass: 123.068413911 g/mol
• Topological Polar Surface Area (TPSA): 46.20 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 4-(aminomethyl)phenol
• 696-60-6
• 4-Aminomethyl-phenol
• 4-hydroxybenzyl amine
• para-Hydroxybenzylamine
• 4-(Aminomethyl)-Phenol
• 4-HOBA
• 4-aminomethylphenol
• p-hydroxybenzylamine
• Phenol, 4-(aminomethyl)-
• UNII-7J7F85B7BI
• 7J7F85B7BI
• CHEMBL202519
• MFCD00870499
• NSC 125720
• NSC-125720
• (4-HYDROXYPHENYL)METHANAMINIUM BROMIDE
• a-Amino-p-cresol
• 4-hyroxybenzylamine
• 4-hydroxylbenzylamine
• 4-hydroxy benzylamine
• 4 hydroxy amino toluene
• 4-(amino methyl)phenol
• D07ZBH
• (4-hydroxyphenyl)methanamine
• P-(AMINOMETHYL)PHENO
• SCHEMBL63123
• 4-(Aminomethyl)phenol, 9CI
• DTXSID00219872
• P-HYDROXYBENZENEMETHANAMINE
• 4-HYDROXYBENZENEMETHANAMINE
• CHEBI:173335
• RQJDUEKERVZLLU-UHFFFAOYSA-N
• P-CRESOL, .ALPHA.-AMINO-
• BDBM50177412
• CK2396
• NSC125720
• STK502926
• AKOS000131573
• ((4-HYDROXYPHENYL)METHYL)AMINE
• (4-hydroxyphenyl)methylammonium bromide
• CS-W004078
• HY-W004078
• PS-5924
• SB38361
• AC-16618
• BP-21023
• PD096512
• 4-Hydroxybenzylamine, min. 98% by HPLC
• AM20060931
• BB 0240833
• FT-0632832
• EN300-44825
• TETRAHYDRO-2H-PYRAN-4-YLACETYLCHLORIDE
• A836589
• J-513629
• Q27268396

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.9507	95.07%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4915	49.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9506	95.06%
OATP1B3 inhibitior	+	0.9508	95.08%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9590	95.90%
P-glycoprotein inhibitior	-	0.9873	98.73%
P-glycoprotein substrate	-	0.9182	91.82%
CYP3A4 substrate	-	0.7901	79.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5291	52.91%
CYP3A4 inhibition	-	0.8764	87.64%
CYP2C9 inhibition	-	0.9441	94.41%
CYP2C19 inhibition	-	0.9153	91.53%
CYP2D6 inhibition	-	0.9628	96.28%
CYP1A2 inhibition	-	0.7792	77.92%
CYP2C8 inhibition	+	0.4697	46.97%
CYP inhibitory promiscuity	-	0.7765	77.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5318	53.18%
Carcinogenicity (trinary)	Non-required	0.6462	64.62%
Eye corrosion	+	0.9576	95.76%
Eye irritation	+	0.9890	98.90%
Skin irritation	+	0.7138	71.38%
Skin corrosion	+	0.9111	91.11%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8011	80.11%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6946	69.46%
skin sensitisation	+	0.7582	75.82%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7226	72.26%
Acute Oral Toxicity (c)	II	0.8932	89.32%
Estrogen receptor binding	-	0.8110	81.10%
Androgen receptor binding	-	0.5641	56.41%
Thyroid receptor binding	-	0.7996	79.96%
Glucocorticoid receptor binding	-	0.8195	81.95%
Aromatase binding	-	0.7172	71.72%
PPAR gamma	-	0.6209	62.09%
Honey bee toxicity	-	0.9514	95.14%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.8496	84.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3492	P49721	Proteasome Macropain subunit	93.43%	90.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.92%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.88%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.30%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.49%	94.45%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	82.80%	82.86%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	82.78%	97.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.96%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.11%	95.56%

Plants that contains it

• Brassica juncea
• Cydonia oblonga
• Fagopyrum esculentum
• Gastrodia elata
• Sinapis alba
• Sinapis arvensis
• Urtica dioica

Cross-Links

• PubChem: 97472
• NPASS: NPC29601
• ChEMBL: CHEMBL202519
• LOTUS: LTS0243287
• wikiData: Q27268396