Dihydro-feruloyltyramine

Details

• Internal ID: 710b7258-0f10-4e9b-ae8e-d81efb190415
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: (E)-3-(4-hydroxy-5-methoxycyclohexa-2,4-dien-1-yl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
• SMILES (Canonical): COC1=C(C=CC(C1)C=CC(=O)NCCC2=CC=C(C=C2)O)O
• SMILES (Isomeric): COC1=C(C=CC(C1)/C=C/C(=O)NCCC2=CC=C(C=C2)O)O
• InChI: InChI=1S/C18H21NO4/c1-23-17-12-14(4-8-16(17)21)5-9-18(22)19-11-10-13-2-6-15(20)7-3-13/h2-9,14,20-21H,10-12H2,1H3,(H,19,22)/b9-5+
• InChI Key: SSSZOJRRHDBOAO-WEVVVXLNSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₁NO₄
• Molecular Weight: 315.40 g/mol
• Exact Mass: 315.14705815 g/mol
• Topological Polar Surface Area (TPSA): 78.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	-	0.7182	71.82%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7911	79.11%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8881	88.81%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7689	76.89%
P-glycoprotein inhibitior	-	0.8109	81.09%
P-glycoprotein substrate	+	0.7193	71.93%
CYP3A4 substrate	+	0.6114	61.14%
CYP2C9 substrate	-	0.5998	59.98%
CYP2D6 substrate	-	0.8546	85.46%
CYP3A4 inhibition	+	0.5380	53.80%
CYP2C9 inhibition	-	0.7113	71.13%
CYP2C19 inhibition	-	0.7776	77.76%
CYP2D6 inhibition	-	0.6009	60.09%
CYP1A2 inhibition	-	0.7271	72.71%
CYP2C8 inhibition	+	0.6875	68.75%
CYP inhibitory promiscuity	-	0.6645	66.45%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8289	82.89%
Carcinogenicity (trinary)	Non-required	0.6997	69.97%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9373	93.73%
Skin irritation	-	0.6916	69.16%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4297	42.97%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8801	88.01%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8489	84.89%
Acute Oral Toxicity (c)	III	0.6230	62.30%
Estrogen receptor binding	+	0.7359	73.59%
Androgen receptor binding	+	0.6653	66.53%
Thyroid receptor binding	+	0.5864	58.64%
Glucocorticoid receptor binding	+	0.5495	54.95%
Aromatase binding	-	0.4924	49.24%
PPAR gamma	+	0.5202	52.02%
Honey bee toxicity	-	0.7906	79.06%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.5365	53.65%

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	97.73%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.54%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.72%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.75%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.02%	99.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	90.90%	94.00%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	88.68%	89.33%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	87.33%	96.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.88%	95.89%
CHEMBL4208	P20618	Proteasome component C5	86.03%	90.00%
CHEMBL2535	P11166	Glucose transporter	85.88%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.95%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.93%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.62%	86.33%

Plants that contains it

• Annona cherimola
• Annona squamosa

Cross-Links

• PubChem: 132277405
• LOTUS: LTS0150038
• wikiData: Q105259889