N-Methyl-N-formyl-4-hydroxybenzeneethaneamine

Details

• Internal ID: 274716ff-deb2-47e5-9ad2-307c3cf1eafa
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: N-[2-(4-hydroxyphenyl)ethyl]-N-methylformamide
• SMILES (Canonical): CN(CCC1=CC=C(C=C1)O)C=O
• SMILES (Isomeric): CN(CCC1=CC=C(C=C1)O)C=O
• InChI: InChI=1S/C10H13NO2/c1-11(8-12)7-6-9-2-4-10(13)5-3-9/h2-5,8,13H,6-7H2,1H3
• InChI Key: DVQFZUWVKFGZFY-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.22 g/mol
• Exact Mass: 179.094628657 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• CHEMBL509529
• N-[2-(4-Hydroxyphenyl)ethyl]-N-methylformamide
• N-methyl-N-formyl-4-hydroxy-beta-phenylethylamine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.9390	93.90%
Blood Brain Barrier	+	0.8879	88.79%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7356	73.56%
OATP2B1 inhibitior	-	0.8656	86.56%
OATP1B1 inhibitior	+	0.8211	82.11%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8839	88.39%
P-glycoprotein inhibitior	-	0.9916	99.16%
P-glycoprotein substrate	-	0.8129	81.29%
CYP3A4 substrate	-	0.5280	52.80%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.7199	71.99%
CYP3A4 inhibition	-	0.9217	92.17%
CYP2C9 inhibition	-	0.8073	80.73%
CYP2C19 inhibition	-	0.8627	86.27%
CYP2D6 inhibition	-	0.8046	80.46%
CYP1A2 inhibition	+	0.6230	62.30%
CYP2C8 inhibition	-	0.8005	80.05%
CYP inhibitory promiscuity	-	0.9526	95.26%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6400	64.00%
Carcinogenicity (trinary)	Non-required	0.7024	70.24%
Eye corrosion	-	0.9348	93.48%
Eye irritation	+	0.8998	89.98%
Skin irritation	+	0.5786	57.86%
Skin corrosion	-	0.6205	62.05%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7554	75.54%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5428	54.28%
skin sensitisation	-	0.8134	81.34%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.5947	59.47%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7301	73.01%
Acute Oral Toxicity (c)	III	0.6634	66.34%
Estrogen receptor binding	-	0.8150	81.50%
Androgen receptor binding	+	0.5748	57.48%
Thyroid receptor binding	-	0.7887	78.87%
Glucocorticoid receptor binding	-	0.6915	69.15%
Aromatase binding	-	0.6665	66.65%
PPAR gamma	-	0.6620	66.20%
Honey bee toxicity	-	0.8919	89.19%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.6943	69.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.21%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.06%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.12%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.02%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.22%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.83%	83.57%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.77%	93.10%

Plants that contains it

• Cyathobasis fruticulosa

Cross-Links

• PubChem: 11446673
• LOTUS: LTS0071061
• wikiData: Q104990291