7-methoxy-8-(3-methylbut-2-enyl)-2-phenyl-3,4-dihydro-2H-chromen-5-ol

Details

• Internal ID: c4df12a6-b134-4c3e-8b8d-47fb91762af6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans
• IUPAC Name: 7-methoxy-8-(3-methylbut-2-enyl)-2-phenyl-3,4-dihydro-2H-chromen-5-ol
• SMILES (Canonical): CC(=CCC1=C(C=C(C2=C1OC(CC2)C3=CC=CC=C3)O)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C=C(C2=C1OC(CC2)C3=CC=CC=C3)O)OC)C
• InChI: InChI=1S/C21H24O3/c1-14(2)9-10-17-20(23-3)13-18(22)16-11-12-19(24-21(16)17)15-7-5-4-6-8-15/h4-9,13,19,22H,10-12H2,1-3H3
• InChI Key: WPNCTKWYYVJPPG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₃
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.17254462 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.98
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.8820	88.20%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8332	83.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8631	86.31%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7899	78.99%
P-glycoprotein inhibitior	+	0.7684	76.84%
P-glycoprotein substrate	-	0.8113	81.13%
CYP3A4 substrate	+	0.5630	56.30%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.8616	86.16%
CYP2C9 inhibition	+	0.5340	53.40%
CYP2C19 inhibition	+	0.7612	76.12%
CYP2D6 inhibition	-	0.7951	79.51%
CYP1A2 inhibition	+	0.6842	68.42%
CYP2C8 inhibition	+	0.7139	71.39%
CYP inhibitory promiscuity	+	0.8125	81.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7235	72.35%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8790	87.90%
Skin irritation	-	0.7875	78.75%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7857	78.57%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7967	79.67%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7952	79.52%
Acute Oral Toxicity (c)	III	0.5365	53.65%
Estrogen receptor binding	+	0.6190	61.90%
Androgen receptor binding	+	0.6105	61.05%
Thyroid receptor binding	+	0.6407	64.07%
Glucocorticoid receptor binding	+	0.5533	55.33%
Aromatase binding	-	0.6804	68.04%
PPAR gamma	+	0.7834	78.34%
Honey bee toxicity	-	0.8543	85.43%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9776	97.76%

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	99.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.30%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.70%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	92.46%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.54%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.81%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.61%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.60%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.99%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.92%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.49%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.02%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.56%	94.45%

Plants that contains it

• Tephrosia watsoniana

Cross-Links

• PubChem: 163192843
• LOTUS: LTS0115060
• wikiData: Q105310071