(E)-Herclavine

Details

• Internal ID: 3757a3dd-ba29-4a83-a9a9-e4db510944ed
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: (E)-N-[2-(4-methoxyphenyl)ethyl]-N-methyl-3-phenylprop-2-enamide
• InChI: InChI=1S/C19H21NO2/c1-20(15-14-17-8-11-18(22-2)12-9-17)19(21)13-10-16-6-4-3-5-7-16/h3-13H,14-15H2,1-2H3/b13-10+
• InChI Key: VANLAWLPWTVXIB-JLHYYAGUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₂
• Molecular Weight: 295.40 g/mol
• Exact Mass: 295.157228913 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• (E)-N-[2-(4-methoxyphenyl)ethyl]-N-methyl-3-phenylprop-2-enamide
• (2E)-N-[2-(4-methoxyphenyl)ethyl]-N-methyl-3-phenylprop-2-enamide
• 539-18-4
• NSC52653
• CHEBI:174123
• DTXSID001167146
• NSC-52653
• (2E)-N-[2-(4-Methoxyphenyl)ethyl]-N-methyl-3-phenyl-2-propenamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.8944	89.44%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7102	71.02%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.8767	87.67%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.9144	91.44%
P-glycoprotein inhibitior	-	0.4508	45.08%
P-glycoprotein substrate	-	0.8141	81.41%
CYP3A4 substrate	+	0.5828	58.28%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8120	81.20%
CYP3A4 inhibition	-	0.6838	68.38%
CYP2C9 inhibition	-	0.5895	58.95%
CYP2C19 inhibition	-	0.5195	51.95%
CYP2D6 inhibition	-	0.7991	79.91%
CYP1A2 inhibition	+	0.8051	80.51%
CYP2C8 inhibition	+	0.5475	54.75%
CYP inhibitory promiscuity	-	0.5875	58.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7071	70.71%
Carcinogenicity (trinary)	Non-required	0.5781	57.81%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8379	83.79%
Skin irritation	-	0.6946	69.46%
Skin corrosion	-	0.9052	90.52%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8795	87.95%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8670	86.70%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8651	86.51%
Acute Oral Toxicity (c)	III	0.5624	56.24%
Estrogen receptor binding	+	0.9008	90.08%
Androgen receptor binding	+	0.8558	85.58%
Thyroid receptor binding	-	0.4885	48.85%
Glucocorticoid receptor binding	+	0.6224	62.24%
Aromatase binding	+	0.8389	83.89%
PPAR gamma	-	0.7742	77.42%
Honey bee toxicity	-	0.8407	84.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8806	88.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.20%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.73%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.14%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.13%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.75%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.86%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.62%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.04%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	92.30%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.26%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.48%	96.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.52%	91.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.40%	93.00%
CHEMBL3401	O75469	Pregnane X receptor	80.62%	94.73%

Plants that contains it

• Zanthoxylum spinosum

Cross-Links

• PubChem: 5356194
• LOTUS: LTS0150636
• wikiData: Q76304928