4-(3,4-Dimethoxyphenyl)-4-[2-(dimethylamino)ethyl]cyclohex-2-en-1-ol

Details

• Internal ID: 53285f21-be5a-48b1-b4f4-283b2403fdba
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Methoxybenzenes > Dimethoxybenzenes
• IUPAC Name: 4-(3,4-dimethoxyphenyl)-4-[2-(dimethylamino)ethyl]cyclohex-2-en-1-ol
• SMILES (Canonical): CN(C)CCC1(CCC(C=C1)O)C2=CC(=C(C=C2)OC)OC
• SMILES (Isomeric): CN(C)CCC1(CCC(C=C1)O)C2=CC(=C(C=C2)OC)OC
• InChI: InChI=1S/C18H27NO3/c1-19(2)12-11-18(9-7-15(20)8-10-18)14-5-6-16(21-3)17(13-14)22-4/h5-7,9,13,15,20H,8,10-12H2,1-4H3
• InChI Key: FSNNREMSQMHLCA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₇NO₃
• Molecular Weight: 305.40 g/mol
• Exact Mass: 305.19909372 g/mol
• Topological Polar Surface Area (TPSA): 41.90 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.9031	90.31%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8532	85.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9008	90.08%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5783	57.83%
P-glycoprotein inhibitior	-	0.8615	86.15%
P-glycoprotein substrate	-	0.5384	53.84%
CYP3A4 substrate	+	0.6703	67.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.6339	63.39%
CYP3A4 inhibition	-	0.5412	54.12%
CYP2C9 inhibition	-	0.7709	77.09%
CYP2C19 inhibition	-	0.8140	81.40%
CYP2D6 inhibition	+	0.5157	51.57%
CYP1A2 inhibition	-	0.7914	79.14%
CYP2C8 inhibition	-	0.6988	69.88%
CYP inhibitory promiscuity	-	0.8907	89.07%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7071	70.71%
Carcinogenicity (trinary)	Non-required	0.7020	70.20%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9209	92.09%
Skin irritation	-	0.7322	73.22%
Skin corrosion	-	0.8973	89.73%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8746	87.46%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5796	57.96%
skin sensitisation	-	0.7917	79.17%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8833	88.33%
Acute Oral Toxicity (c)	III	0.4575	45.75%
Estrogen receptor binding	+	0.5478	54.78%
Androgen receptor binding	+	0.5670	56.70%
Thyroid receptor binding	+	0.7215	72.15%
Glucocorticoid receptor binding	-	0.5248	52.48%
Aromatase binding	+	0.5646	56.46%
PPAR gamma	-	0.8788	87.88%
Honey bee toxicity	-	0.8527	85.27%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.9560	95.60%

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	99.15%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.97%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.36%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.51%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.07%	93.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.15%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.01%	92.62%
CHEMBL1937	Q92769	Histone deacetylase 2	84.44%	94.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.83%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.75%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.64%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.57%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.04%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.36%	96.00%

Plants that contains it

• Mesembryanthemum tortuosum

Cross-Links

• PubChem: 162881936
• LOTUS: LTS0269008
• wikiData: Q105000792