2-(Aminomethyl)phenol

Details

• Internal ID: 73600dc2-b4d8-4c84-b9a9-f1f002df29fb
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylmethylamines
• IUPAC Name: 2-(aminomethyl)phenol
• SMILES (Canonical): C1=CC=C(C(=C1)CN)O
• SMILES (Isomeric): C1=CC=C(C(=C1)CN)O
• InChI: InChI=1S/C7H9NO/c8-5-6-3-1-2-4-7(6)9/h1-4,9H,5,8H2
• InChI Key: KPRZOPQOBJRYSW-UHFFFAOYSA-N
• Popularity: 173 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: 0.50
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 932-30-9
• 2-hydroxybenzylamine
• o-hydroxybenzylamine
• (Aminomethyl)phenol
• 2-aminomethylphenol
• 2-HOBA
• 696R5N4NRM
• 50312-64-6
• EINECS 213-249-7
• EINECS 256-534-1
• MFCD00870498
• NSC 127870
• NSC-127870
• CHEMBL3114402
• o-aminomethylphenol
• o-hydroxy-benzylamine
• 2-Aminomethyl-phenol
• 2-Hydroxybenzyl amine
• Phenol,(aminomethyl)-
• 2-(aminomethyl)-phenol
• NoName_3497
• 2-HYDROXYLBENZYLAMINE
• UNII-696R5N4NRM
• 2-hydroxybenzylamine, (2-hydroxyphenyl)methylamine
• SCHEMBL110156
• CHEMBL155572
• DTXSID70902921
• KPRZOPQOBJRYSW-UHFFFAOYSA-N
• 2-(aminomethyl)phenol, AldrichCPR
• CS-D1655
• STR07386
• BDBM50446752
• NSC127870
• AKOS000126449
• AM83184
• DB14855
• MB01565
• PS-3546
• AC-30803
• HY-34350
• SY018673
• FT-0652646
• EN300-64465
• A844480
• J-506197

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	+	0.9152	91.52%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4864	48.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9695	96.95%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9644	96.44%
P-glycoprotein inhibitior	-	0.9928	99.28%
P-glycoprotein substrate	-	0.9678	96.78%
CYP3A4 substrate	-	0.8025	80.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5291	52.91%
CYP3A4 inhibition	-	0.9470	94.70%
CYP2C9 inhibition	-	0.9294	92.94%
CYP2C19 inhibition	-	0.9265	92.65%
CYP2D6 inhibition	-	0.7397	73.97%
CYP1A2 inhibition	-	0.7969	79.69%
CYP2C8 inhibition	-	0.8689	86.89%
CYP inhibitory promiscuity	-	0.7362	73.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7210	72.10%
Carcinogenicity (trinary)	Non-required	0.6997	69.97%
Eye corrosion	+	0.8190	81.90%
Eye irritation	+	0.9757	97.57%
Skin irritation	+	0.5200	52.00%
Skin corrosion	+	0.7381	73.81%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8017	80.17%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.8400	84.00%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6258	62.58%
Acute Oral Toxicity (c)	III	0.4789	47.89%
Estrogen receptor binding	-	0.8268	82.68%
Androgen receptor binding	-	0.6980	69.80%
Thyroid receptor binding	-	0.8174	81.74%
Glucocorticoid receptor binding	-	0.8525	85.25%
Aromatase binding	-	0.8298	82.98%
PPAR gamma	-	0.7979	79.79%
Honey bee toxicity	-	0.9654	96.54%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.7172	71.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.80%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.88%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.19%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.01%	90.24%

Plants that contains it

• Fagopyrum esculentum
• Populus tomentosa
• Salix babylonica

Cross-Links

• PubChem: 70267
• NPASS: NPC133746