4-[2-(Dimethylamino)ethyl]-2-(2-ethenyl-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-7-yl)phenol

Details

• Internal ID: 02e75c3a-3d05-4360-8d2c-f9d80c6b846a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 4-[2-(dimethylamino)ethyl]-2-(2-ethenyl-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-7-yl)phenol
• SMILES (Canonical): CC1=CC(C2C(C1)C3=C(C=CC(=C3)C=C)OC2(C)C)C4=C(C=CC(=C4)CCN(C)C)O
• SMILES (Isomeric): CC1=CC(C2C(C1)C3=C(C=CC(=C3)C=C)OC2(C)C)C4=C(C=CC(=C4)CCN(C)C)O
• InChI: InChI=1S/C28H35NO2/c1-7-19-9-11-26-22(16-19)24-15-18(2)14-23(27(24)28(3,4)31-26)21-17-20(8-10-25(21)30)12-13-29(5)6/h7-11,14,16-17,23-24,27,30H,1,12-13,15H2,2-6H3
• InChI Key: SBXAMKRXWQKDBV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₅NO₂
• Molecular Weight: 417.60 g/mol
• Exact Mass: 417.266779359 g/mol
• Topological Polar Surface Area (TPSA): 32.70 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 6.14
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9688	96.88%
Caco-2	-	0.5976	59.76%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6567	65.67%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8207	82.07%
OATP1B3 inhibitior	+	0.9337	93.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.9640	96.40%
P-glycoprotein inhibitior	+	0.7689	76.89%
P-glycoprotein substrate	+	0.5484	54.84%
CYP3A4 substrate	+	0.7114	71.14%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	+	0.6951	69.51%
CYP3A4 inhibition	-	0.5193	51.93%
CYP2C9 inhibition	-	0.5877	58.77%
CYP2C19 inhibition	-	0.6959	69.59%
CYP2D6 inhibition	+	0.5857	58.57%
CYP1A2 inhibition	+	0.7789	77.89%
CYP2C8 inhibition	+	0.7099	70.99%
CYP inhibitory promiscuity	-	0.5924	59.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6907	69.07%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9085	90.85%
Skin irritation	-	0.7442	74.42%
Skin corrosion	-	0.8618	86.18%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7688	76.88%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.7695	76.95%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.9262	92.62%
Acute Oral Toxicity (c)	III	0.5282	52.82%
Estrogen receptor binding	+	0.6505	65.05%
Androgen receptor binding	+	0.7634	76.34%
Thyroid receptor binding	+	0.6668	66.68%
Glucocorticoid receptor binding	+	0.7571	75.71%
Aromatase binding	+	0.6935	69.35%
PPAR gamma	+	0.7221	72.21%
Honey bee toxicity	-	0.7089	70.89%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9579	95.79%

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	99.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.66%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.62%	96.09%
CHEMBL240	Q12809	HERG	94.71%	89.76%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.07%	89.00%
CHEMBL233	P35372	Mu opioid receptor	92.30%	97.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.17%	94.45%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	91.30%	96.37%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	88.31%	85.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.97%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	87.90%	94.73%
CHEMBL4208	P20618	Proteasome component C5	87.28%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.19%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.96%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.54%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.48%	97.09%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	84.02%	85.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.58%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.11%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.90%	90.24%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.78%	93.40%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.56%	93.99%
CHEMBL224	P28223	Serotonin 2a (5-HT2a) receptor	81.16%	91.43%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.09%	96.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.23%	96.95%

Plants that contains it

• Zanthoxylum integrifoliolum

Cross-Links

• PubChem: 73810068
• LOTUS: LTS0160799
• wikiData: Q105249764