4-[(3R)-5,7-dimethoxy-3,4-dihydro-2H-chromen-3-yl]benzene-1,3-diol

Details

• Internal ID: 901ec5fc-4351-43c7-8ba1-1a7a3cb8411a
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 7-O-methylated isoflavonoids
• IUPAC Name: 4-[(3R)-5,7-dimethoxy-3,4-dihydro-2H-chromen-3-yl]benzene-1,3-diol
• SMILES (Canonical): COC1=CC2=C(CC(CO2)C3=C(C=C(C=C3)O)O)C(=C1)OC
• SMILES (Isomeric): COC1=CC2=C(C[C@@H](CO2)C3=C(C=C(C=C3)O)O)C(=C1)OC
• InChI: InChI=1S/C17H18O5/c1-20-12-7-16(21-2)14-5-10(9-22-17(14)8-12)13-4-3-11(18)6-15(13)19/h3-4,6-8,10,18-19H,5,9H2,1-2H3/t10-/m0/s1
• InChI Key: ITRZCICEVGLQFO-JTQLQIEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₅
• Molecular Weight: 302.32 g/mol
• Exact Mass: 302.11542367 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8867	88.67%
Caco-2	+	0.8928	89.28%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7648	76.48%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.9425	94.25%
OATP1B3 inhibitior	+	0.9629	96.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7005	70.05%
P-glycoprotein inhibitior	-	0.8735	87.35%
P-glycoprotein substrate	-	0.5274	52.74%
CYP3A4 substrate	+	0.5767	57.67%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	+	0.5974	59.74%
CYP3A4 inhibition	+	0.5179	51.79%
CYP2C9 inhibition	+	0.6804	68.04%
CYP2C19 inhibition	+	0.7966	79.66%
CYP2D6 inhibition	-	0.6781	67.81%
CYP1A2 inhibition	+	0.7799	77.99%
CYP2C8 inhibition	+	0.6546	65.46%
CYP inhibitory promiscuity	+	0.8864	88.64%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7125	71.25%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7957	79.57%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4686	46.86%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9204	92.04%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5624	56.24%
Acute Oral Toxicity (c)	III	0.5024	50.24%
Estrogen receptor binding	+	0.5934	59.34%
Androgen receptor binding	+	0.6748	67.48%
Thyroid receptor binding	+	0.7360	73.60%
Glucocorticoid receptor binding	+	0.5713	57.13%
Aromatase binding	-	0.6960	69.60%
PPAR gamma	-	0.5506	55.06%
Honey bee toxicity	-	0.9004	90.04%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9163	91.63%

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	95.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.39%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.59%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.47%	95.89%
CHEMBL2535	P11166	Glucose transporter	90.66%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.17%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.01%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.60%	93.40%
CHEMBL240	Q12809	HERG	88.41%	89.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.12%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.04%	93.99%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	87.17%	91.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.61%	94.00%
CHEMBL4208	P20618	Proteasome component C5	86.57%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.22%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.67%	89.00%
CHEMBL267	P12931	Tyrosine-protein kinase SRC	84.58%	95.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.07%	92.62%
CHEMBL1907	P15144	Aminopeptidase N	83.97%	93.31%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.96%	92.94%
CHEMBL2581	P07339	Cathepsin D	83.47%	98.95%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.76%	100.00%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.71%	100.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.55%	82.67%
CHEMBL3085	P43003	Excitatory amino acid transporter 1	82.10%	94.67%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.10%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.05%	97.09%
CHEMBL2056	P21728	Dopamine D1 receptor	80.05%	91.00%

Plants that contains it

• Lotus edulis

Cross-Links

• PubChem: 162868564
• LOTUS: LTS0243140
• wikiData: Q105120263