5,7-dimethoxy-8-(3-methylbut-2-enyl)-2-phenyl-3,4-dihydro-2H-chromene

Details

• Internal ID: ee072a70-a8df-48a5-8132-cf84df50e091
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans
• IUPAC Name: 5,7-dimethoxy-8-(3-methylbut-2-enyl)-2-phenyl-3,4-dihydro-2H-chromene
• SMILES (Canonical): CC(=CCC1=C(C=C(C2=C1OC(CC2)C3=CC=CC=C3)OC)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C=C(C2=C1OC(CC2)C3=CC=CC=C3)OC)OC)C
• InChI: InChI=1S/C22H26O3/c1-15(2)10-11-17-20(23-3)14-21(24-4)18-12-13-19(25-22(17)18)16-8-6-5-7-9-16/h5-10,14,19H,11-13H2,1-4H3
• InChI Key: RPTCPOYESVSHEY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₃
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.18819469 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.28
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.9514	95.14%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7879	78.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8804	88.04%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9269	92.69%
P-glycoprotein inhibitior	+	0.9140	91.40%
P-glycoprotein substrate	-	0.8239	82.39%
CYP3A4 substrate	+	0.5432	54.32%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	+	0.5138	51.38%
CYP3A4 inhibition	-	0.7590	75.90%
CYP2C9 inhibition	-	0.5675	56.75%
CYP2C19 inhibition	+	0.7513	75.13%
CYP2D6 inhibition	-	0.8653	86.53%
CYP1A2 inhibition	+	0.6686	66.86%
CYP2C8 inhibition	+	0.6902	69.02%
CYP inhibitory promiscuity	+	0.9006	90.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7144	71.44%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9387	93.87%
Skin irritation	-	0.8025	80.25%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8251	82.51%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7675	76.75%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7467	74.67%
Acute Oral Toxicity (c)	III	0.6443	64.43%
Estrogen receptor binding	+	0.7321	73.21%
Androgen receptor binding	+	0.6291	62.91%
Thyroid receptor binding	+	0.7006	70.06%
Glucocorticoid receptor binding	+	0.6690	66.90%
Aromatase binding	-	0.7232	72.32%
PPAR gamma	+	0.6380	63.80%
Honey bee toxicity	-	0.8563	85.63%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9796	97.96%

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	97.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.98%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.95%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.58%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.55%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.05%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.92%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	85.25%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.43%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.76%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.05%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.41%	93.99%

Plants that contains it

• Tephrosia madrensis
• Tephrosia watsoniana

Cross-Links

• PubChem: 74977222
• LOTUS: LTS0011546
• wikiData: Q105250486