3-methoxy-4-[(3S)-7-methoxy-3,4-dihydro-2H-chromen-3-yl]phenol

Details

• Internal ID: 96d71c42-f6b2-4756-9cbe-065d42ec3ca8
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 7-O-methylated isoflavonoids
• IUPAC Name: 3-methoxy-4-[(3S)-7-methoxy-3,4-dihydro-2H-chromen-3-yl]phenol
• InChI: InChI=1S/C17H18O4/c1-19-14-5-3-11-7-12(10-21-16(11)9-14)15-6-4-13(18)8-17(15)20-2/h3-6,8-9,12,18H,7,10H2,1-2H3/t12-/m1/s1
• InChI Key: RQPCHUUIUGRXGY-GFCCVEGCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₄
• Molecular Weight: 286.32 g/mol
• Exact Mass: 286.12050905 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9856	98.56%
Caco-2	+	0.9485	94.85%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8090	80.90%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9203	92.03%
OATP1B3 inhibitior	+	0.9893	98.93%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6567	65.67%
P-glycoprotein inhibitior	-	0.8021	80.21%
P-glycoprotein substrate	+	0.5209	52.09%
CYP3A4 substrate	+	0.5843	58.43%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	+	0.5974	59.74%
CYP3A4 inhibition	-	0.6275	62.75%
CYP2C9 inhibition	+	0.6574	65.74%
CYP2C19 inhibition	+	0.8956	89.56%
CYP2D6 inhibition	-	0.8142	81.42%
CYP1A2 inhibition	+	0.8118	81.18%
CYP2C8 inhibition	+	0.6377	63.77%
CYP inhibitory promiscuity	+	0.7649	76.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8913	89.13%
Carcinogenicity (trinary)	Non-required	0.6784	67.84%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.5448	54.48%
Skin irritation	-	0.7899	78.99%
Skin corrosion	-	0.9788	97.88%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4053	40.53%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9336	93.36%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6710	67.10%
Acute Oral Toxicity (c)	III	0.6074	60.74%
Estrogen receptor binding	+	0.6760	67.60%
Androgen receptor binding	+	0.6307	63.07%
Thyroid receptor binding	+	0.7436	74.36%
Glucocorticoid receptor binding	+	0.5584	55.84%
Aromatase binding	-	0.6598	65.98%
PPAR gamma	-	0.6831	68.31%
Honey bee toxicity	-	0.8757	87.57%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6551	65.51%
Fish aquatic toxicity	+	0.9167	91.67%

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	97.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.66%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.00%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.65%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.92%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.80%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.36%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.28%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.28%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.92%	89.05%
CHEMBL4208	P20618	Proteasome component C5	85.74%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.01%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.50%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.28%	94.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.27%	91.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.16%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.17%	92.62%
CHEMBL2535	P11166	Glucose transporter	83.14%	98.75%
CHEMBL3438	Q05513	Protein kinase C zeta	82.66%	88.48%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.44%	97.14%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.10%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.72%	91.19%
CHEMBL2581	P07339	Cathepsin D	81.07%	98.95%
CHEMBL3085	P43003	Excitatory amino acid transporter 1	81.01%	94.67%
CHEMBL1907	P15144	Aminopeptidase N	80.81%	93.31%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.72%	89.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.13%	100.00%

Plants that contains it

• Trifolium dalmaticum

Cross-Links

• PubChem: 162872572
• LOTUS: LTS0121237
• wikiData: Q105243486