6-[2-(3,5-Dimethoxyphenyl)ethenyl]-2,2-dimethylchromene

Details

• Internal ID: d4c3e266-99ab-4dec-9e49-010d87cb3180
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 6-[2-(3,5-dimethoxyphenyl)ethenyl]-2,2-dimethylchromene
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC(=C2)C=CC3=CC(=CC(=C3)OC)OC)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC(=C2)C=CC3=CC(=CC(=C3)OC)OC)C
• InChI: InChI=1S/C21H22O3/c1-21(2)10-9-17-11-15(7-8-20(17)24-21)5-6-16-12-18(22-3)14-19(13-16)23-4/h5-14H,1-4H3
• InChI Key: KCNQDEVRXLDSOE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₃
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.15689456 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.06
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.8390	83.90%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6550	65.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9330	93.30%
OATP1B3 inhibitior	+	0.9917	99.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9011	90.11%
P-glycoprotein inhibitior	+	0.6986	69.86%
P-glycoprotein substrate	-	0.8856	88.56%
CYP3A4 substrate	+	0.5195	51.95%
CYP2C9 substrate	+	0.6147	61.47%
CYP2D6 substrate	+	0.3460	34.60%
CYP3A4 inhibition	-	0.6946	69.46%
CYP2C9 inhibition	-	0.5760	57.60%
CYP2C19 inhibition	+	0.8530	85.30%
CYP2D6 inhibition	-	0.7291	72.91%
CYP1A2 inhibition	+	0.9118	91.18%
CYP2C8 inhibition	+	0.5051	50.51%
CYP inhibitory promiscuity	+	0.8030	80.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5351	53.51%
Eye corrosion	-	0.9610	96.10%
Eye irritation	-	0.5220	52.20%
Skin irritation	-	0.8056	80.56%
Skin corrosion	-	0.9758	97.58%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7828	78.28%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.6936	69.36%
skin sensitisation	-	0.7790	77.90%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.4934	49.34%
Acute Oral Toxicity (c)	III	0.4899	48.99%
Estrogen receptor binding	+	0.9549	95.49%
Androgen receptor binding	+	0.7009	70.09%
Thyroid receptor binding	+	0.7680	76.80%
Glucocorticoid receptor binding	+	0.7544	75.44%
Aromatase binding	+	0.7307	73.07%
PPAR gamma	+	0.6938	69.38%
Honey bee toxicity	-	0.8639	86.39%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.9346	93.46%

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	96.29%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.25%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.25%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.16%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.75%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.28%	85.14%
CHEMBL4208	P20618	Proteasome component C5	87.41%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.66%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.35%	90.24%
CHEMBL240	Q12809	HERG	85.25%	89.76%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	83.06%	92.86%
CHEMBL3401	O75469	Pregnane X receptor	82.71%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.74%	93.99%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.10%	85.30%

Plants that contains it

• Deguelia rufescens

Cross-Links

• PubChem: 190608
• LOTUS: LTS0119082
• wikiData: Q105138852