N-cyclohexyl-3-[6-hydroxy-3-(2-hydroxy-3-methoxy-3-methylbutyl)-2,4-dimethoxyphenyl]prop-2-enamide

Details

• Internal ID: 627f2b6f-e02e-41b3-a4a8-2e15ab347a9a
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives
• IUPAC Name: N-cyclohexyl-3-[6-hydroxy-3-(2-hydroxy-3-methoxy-3-methylbutyl)-2,4-dimethoxyphenyl]prop-2-enamide
• SMILES (Canonical): CC(C)(C(CC1=C(C=C(C(=C1OC)C=CC(=O)NC2CCCCC2)O)OC)O)OC
• SMILES (Isomeric): CC(C)(C(CC1=C(C=C(C(=C1OC)C=CC(=O)NC2CCCCC2)O)OC)O)OC
• InChI: InChI=1S/C23H35NO6/c1-23(2,30-5)20(26)13-17-19(28-3)14-18(25)16(22(17)29-4)11-12-21(27)24-15-9-7-6-8-10-15/h11-12,14-15,20,25-26H,6-10,13H2,1-5H3,(H,24,27)
• InChI Key: BAIAISGJNPPTIU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₅NO₆
• Molecular Weight: 421.50 g/mol
• Exact Mass: 421.24643784 g/mol
• Topological Polar Surface Area (TPSA): 97.20 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9885	98.85%
Caco-2	+	0.5324	53.24%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7725	77.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8875	88.75%
OATP1B3 inhibitior	+	0.9274	92.74%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7072	70.72%
BSEP inhibitior	+	0.6905	69.05%
P-glycoprotein inhibitior	-	0.5370	53.70%
P-glycoprotein substrate	-	0.5203	52.03%
CYP3A4 substrate	+	0.6051	60.51%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8158	81.58%
CYP3A4 inhibition	-	0.5398	53.98%
CYP2C9 inhibition	+	0.5433	54.33%
CYP2C19 inhibition	-	0.6205	62.05%
CYP2D6 inhibition	-	0.7508	75.08%
CYP1A2 inhibition	-	0.5354	53.54%
CYP2C8 inhibition	+	0.6912	69.12%
CYP inhibitory promiscuity	-	0.5120	51.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8071	80.71%
Carcinogenicity (trinary)	Non-required	0.6751	67.51%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9271	92.71%
Skin irritation	-	0.6925	69.25%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8761	87.61%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8777	87.77%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9409	94.09%
Acute Oral Toxicity (c)	III	0.6113	61.13%
Estrogen receptor binding	+	0.7345	73.45%
Androgen receptor binding	+	0.6104	61.04%
Thyroid receptor binding	+	0.7084	70.84%
Glucocorticoid receptor binding	+	0.8513	85.13%
Aromatase binding	+	0.7667	76.67%
PPAR gamma	+	0.6648	66.48%
Honey bee toxicity	-	0.8729	87.29%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6333	63.33%
Fish aquatic toxicity	+	0.9665	96.65%

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	96.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.08%	96.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	93.25%	91.03%
CHEMBL2581	P07339	Cathepsin D	92.63%	98.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	91.85%	89.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.82%	89.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.46%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.40%	99.17%
CHEMBL2535	P11166	Glucose transporter	91.37%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.87%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.17%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.68%	93.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.63%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.54%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.13%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.10%	91.19%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.96%	92.88%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.10%	94.45%
CHEMBL1968	P07099	Epoxide hydrolase 1	86.03%	98.57%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.57%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.09%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.95%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.95%	94.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.83%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.74%	96.90%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.55%	91.79%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.08%	95.56%

Plants that contains it

• Toddalia asiatica

Cross-Links

• PubChem: 162916467
• LOTUS: LTS0207807
• wikiData: Q104922185