2-[3-[(1R,5R,6S)-5-[5-[2-(dimethylamino)ethyl]-2-methoxyphenyl]-3-methyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl]-4-methoxyphenyl]-N,N-dimethylethanamine

Details

• Internal ID: ab66e97b-eed1-488c-a836-2f427da8b182
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 2-[3-[(1R,5R,6S)-5-[5-[2-(dimethylamino)ethyl]-2-methoxyphenyl]-3-methyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl]-4-methoxyphenyl]-N,N-dimethylethanamine
• SMILES (Canonical): CC1=CC(C(C(C1)C2=C(C=CC(=C2)CCN(C)C)OC)C(=C)C)C3=C(C=CC(=C3)CCN(C)C)OC
• SMILES (Isomeric): CC1=C[C@H]([C@H]([C@@H](C1)C2=C(C=CC(=C2)CCN(C)C)OC)C(=C)C)C3=C(C=CC(=C3)CCN(C)C)OC
• InChI: InChI=1S/C32H46N2O2/c1-22(2)32-28(26-20-24(14-16-33(4)5)10-12-30(26)35-8)18-23(3)19-29(32)27-21-25(15-17-34(6)7)11-13-31(27)36-9/h10-13,18,20-21,28-29,32H,1,14-17,19H2,2-9H3/t28-,29-,32+/m0/s1
• InChI Key: ZULSSCAFEXMMQF-LYVYPOQBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆N₂O₂
• Molecular Weight: 490.70 g/mol
• Exact Mass: 490.35592871 g/mol
• Topological Polar Surface Area (TPSA): 24.90 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 6.32
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	-	0.5204	52.04%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8393	83.93%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8625	86.25%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9843	98.43%
P-glycoprotein inhibitior	+	0.9331	93.31%
P-glycoprotein substrate	+	0.7305	73.05%
CYP3A4 substrate	+	0.7003	70.03%
CYP2C9 substrate	+	0.6172	61.72%
CYP2D6 substrate	+	0.7093	70.93%
CYP3A4 inhibition	-	0.5842	58.42%
CYP2C9 inhibition	-	0.8316	83.16%
CYP2C19 inhibition	-	0.7794	77.94%
CYP2D6 inhibition	-	0.5159	51.59%
CYP1A2 inhibition	+	0.5286	52.86%
CYP2C8 inhibition	+	0.5806	58.06%
CYP inhibitory promiscuity	-	0.5704	57.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7271	72.71%
Carcinogenicity (trinary)	Non-required	0.5387	53.87%
Eye corrosion	-	0.9772	97.72%
Eye irritation	-	0.9277	92.77%
Skin irritation	-	0.7322	73.22%
Skin corrosion	-	0.8024	80.24%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9309	93.09%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6392	63.92%
skin sensitisation	-	0.7814	78.14%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.9300	93.00%
Acute Oral Toxicity (c)	III	0.5818	58.18%
Estrogen receptor binding	+	0.7321	73.21%
Androgen receptor binding	+	0.7647	76.47%
Thyroid receptor binding	+	0.6755	67.55%
Glucocorticoid receptor binding	+	0.7756	77.56%
Aromatase binding	+	0.5775	57.75%
PPAR gamma	+	0.6473	64.73%
Honey bee toxicity	-	0.6777	67.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9874	98.74%

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	98.95%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.19%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.20%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.49%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.44%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.79%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.57%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.36%	94.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.95%	97.33%
CHEMBL1255126	O15151	Protein Mdm4	84.61%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.49%	99.17%
CHEMBL2535	P11166	Glucose transporter	84.43%	98.75%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	84.23%	92.68%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.16%	89.05%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.75%	93.99%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	83.73%	85.49%
CHEMBL4208	P20618	Proteasome component C5	83.00%	90.00%
CHEMBL240	Q12809	HERG	81.45%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.18%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.40%	92.62%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.37%	90.24%

Plants that contains it

• Zanthoxylum avicennae
• Zanthoxylum culantrillo
• Zanthoxylum melanostictum

Cross-Links

• PubChem: 100989809
• LOTUS: LTS0039707
• wikiData: Q105383788