N-Acetyldopamine

Details

• Internal ID: 608a45e1-59e6-4114-9077-9c4f3dfc8952
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: N-[2-(3,4-dihydroxyphenyl)ethyl]acetamide
• InChI: InChI=1S/C10H13NO3/c1-7(12)11-5-4-8-2-3-9(13)10(14)6-8/h2-3,6,13-14H,4-5H2,1H3,(H,11,12)
• InChI Key: OFSAJYZMIPNPHE-UHFFFAOYSA-N
• Popularity: 257 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃NO₃
• Molecular Weight: 195.21 g/mol
• Exact Mass: 195.08954328 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): 0.78
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 2494-12-4
• N-(3,4-Dihydroxyphenethyl)acetamide
• n-[2-(3,4-dihydroxyphenyl)ethyl]acetamide
• N-Acetyldopamine monohydrate
• Acetamide, N-[2-(3,4-dihydroxyphenyl)ethyl]-
• NSC 314644
• Acetamide, N-(3,4-dihydroxyphenethyl)-
• CHEMBL137743
• NSC-314644
• Acetamide, N-(2-(3,4-dihydroxyphenyl)ethyl)-
• N-acetyl-dopamine
• 7DP
• BRN 2806306
• Lopac-A-8762
• AYU97G37EM
• Lopac0_000093
• SCHEMBL328568
• Acetamide,4-dihydroxyphenethyl)-
• DTXSID70179656
• CHEBI:125678
• CAA49412
• HY-N7493
• Acetamide,4-dihydroxyphenyl)ethyl]-
• BDBM50035608
• MFCD00037174
• NSC314644
• AKOS003589558
• N-(3,4-Dihydroxyphenethyl)-Acetamide
• CCG-204188
• NCGC00015101-01
• NCGC00015101-02
• NCGC00015101-03
• NCGC00093595-01
• NCGC00093595-02
• AS-56736
• CS-0130036
• EU-0100093
• A 8762
• D70944
• EN300-1692211
• {N-[2-(3,} 4-dihydroxyphenyl)ethyl]-Acetamide
• N-[2-(3,4-dihydroxyphenyl)ethyl]ethanimidic acid
• SR-01000075692
• SR-01000075692-1
• BRD-K95847244-001-01-9
• Q27216289
• Z68159731
• N-(2-(3,4-Dihydroxyphenyl)ethyl)acetamide (ACD/Name 4.0)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9830	98.30%
Caco-2	-	0.6322	63.22%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8401	84.01%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9564	95.64%
OATP1B3 inhibitior	+	0.9543	95.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9628	96.28%
P-glycoprotein inhibitior	-	0.9900	99.00%
P-glycoprotein substrate	-	0.5850	58.50%
CYP3A4 substrate	-	0.6228	62.28%
CYP2C9 substrate	+	0.5733	57.33%
CYP2D6 substrate	-	0.8000	80.00%
CYP3A4 inhibition	-	0.9138	91.38%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9281	92.81%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.8543	85.43%
CYP inhibitory promiscuity	-	0.8984	89.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.7359	73.59%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.7441	74.41%
Skin irritation	-	0.5961	59.61%
Skin corrosion	-	0.9093	90.93%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7297	72.97%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.7717	77.17%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7752	77.52%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7129	71.29%
Acute Oral Toxicity (c)	III	0.7221	72.21%
Estrogen receptor binding	-	0.6207	62.07%
Androgen receptor binding	+	0.7190	71.90%
Thyroid receptor binding	-	0.7452	74.52%
Glucocorticoid receptor binding	-	0.5671	56.71%
Aromatase binding	-	0.7044	70.44%
PPAR gamma	-	0.8650	86.50%
Honey bee toxicity	-	0.9433	94.33%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.5904	59.04%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	501.2 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.09%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.62%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.06%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.28%	94.73%
CHEMBL4208	P20618	Proteasome component C5	88.14%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.23%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.08%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.82%	94.45%
CHEMBL3959	P16083	Quinone reductase 2	83.97%	89.49%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.92%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.89%	97.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.42%	90.71%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	80.36%	89.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 100526
• LOTUS: LTS0168041
• wikiData: Q27216289