2-[[(2-Hydroxyphenyl)methylideneamino]methyl]phenol

Details

• Internal ID: 1b50048b-32de-45ab-8230-775fe9fae9e2
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-4-unsubstituted benzenoids
• IUPAC Name: 2-[[(2-hydroxyphenyl)methylideneamino]methyl]phenol
• SMILES (Canonical): C1=CC=C(C(=C1)CN=CC2=CC=CC=C2O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)CN=CC2=CC=CC=C2O)O
• InChI: InChI=1S/C14H13NO2/c16-13-7-3-1-5-11(13)9-15-10-12-6-2-4-8-14(12)17/h1-9,16-17H,10H2
• InChI Key: UASXFKHZBZLKLY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₃NO₂
• Molecular Weight: 227.26 g/mol
• Exact Mass: 227.094628657 g/mol
• Topological Polar Surface Area (TPSA): 52.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 3946-40-5
• salicylal-o-hydroxybenzylamine
• SCHEMBL18651816
• DTXSID00419714
• NSC-407940

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	+	0.6588	65.88%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.9405	94.05%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9213	92.13%
OATP1B3 inhibitior	+	0.8901	89.01%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6578	65.78%
P-glycoprotein inhibitior	-	0.9403	94.03%
P-glycoprotein substrate	-	0.9520	95.20%
CYP3A4 substrate	-	0.6979	69.79%
CYP2C9 substrate	-	0.6063	60.63%
CYP2D6 substrate	-	0.7738	77.38%
CYP3A4 inhibition	-	0.7887	78.87%
CYP2C9 inhibition	-	0.9026	90.26%
CYP2C19 inhibition	-	0.8848	88.48%
CYP2D6 inhibition	+	0.8325	83.25%
CYP1A2 inhibition	+	0.6666	66.66%
CYP2C8 inhibition	-	0.8304	83.04%
CYP inhibitory promiscuity	+	0.6005	60.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6929	69.29%
Carcinogenicity (trinary)	Non-required	0.6211	62.11%
Eye corrosion	-	0.9181	91.81%
Eye irritation	+	0.9715	97.15%
Skin irritation	-	0.6025	60.25%
Skin corrosion	-	0.9269	92.69%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5627	56.27%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	+	0.6579	65.79%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6000	60.00%
Acute Oral Toxicity (c)	III	0.4646	46.46%
Estrogen receptor binding	+	0.8667	86.67%
Androgen receptor binding	-	0.7451	74.51%
Thyroid receptor binding	+	0.5647	56.47%
Glucocorticoid receptor binding	-	0.4907	49.07%
Aromatase binding	+	0.8811	88.11%
PPAR gamma	+	0.7967	79.67%
Honey bee toxicity	-	0.9162	91.62%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8760	87.60%

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	98.94%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	97.83%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.54%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	88.23%	89.63%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	87.19%	98.11%
CHEMBL2581	P07339	Cathepsin D	87.02%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	82.01%	94.73%

Plants that contains it

• Fagopyrum esculentum

Cross-Links

• PubChem: 348560
• LOTUS: LTS0134007
• wikiData: Q105269039