(2S)-7-methoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: 2c160949-4618-479d-a13a-7ee32ad8d7b6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: (2S)-7-methoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C17H16O4/c1-19-12-5-3-11(4-6-12)16-10-15(18)14-8-7-13(20-2)9-17(14)21-16/h3-9,16H,10H2,1-2H3/t16-/m0/s1
• InChI Key: YAEYGSBLDUIDTP-INIZCTEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₄
• Molecular Weight: 284.31 g/mol
• Exact Mass: 284.10485899 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.9121	91.21%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7380	73.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9385	93.85%
OATP1B3 inhibitior	+	0.9935	99.35%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6331	63.31%
P-glycoprotein inhibitior	+	0.6274	62.74%
P-glycoprotein substrate	-	0.9182	91.82%
CYP3A4 substrate	+	0.5202	52.02%
CYP2C9 substrate	-	0.8256	82.56%
CYP2D6 substrate	+	0.3744	37.44%
CYP3A4 inhibition	+	0.7613	76.13%
CYP2C9 inhibition	+	0.8705	87.05%
CYP2C19 inhibition	+	0.9419	94.19%
CYP2D6 inhibition	-	0.8337	83.37%
CYP1A2 inhibition	+	0.9648	96.48%
CYP2C8 inhibition	-	0.8782	87.82%
CYP inhibitory promiscuity	+	0.8156	81.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.9508	95.08%
Eye irritation	+	0.6980	69.80%
Skin irritation	-	0.7621	76.21%
Skin corrosion	-	0.9845	98.45%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4038	40.38%
Micronuclear	+	0.7459	74.59%
Hepatotoxicity	-	0.7218	72.18%
skin sensitisation	-	0.9356	93.56%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5475	54.75%
Acute Oral Toxicity (c)	III	0.6537	65.37%
Estrogen receptor binding	+	0.8490	84.90%
Androgen receptor binding	+	0.6291	62.91%
Thyroid receptor binding	+	0.7354	73.54%
Glucocorticoid receptor binding	+	0.8391	83.91%
Aromatase binding	+	0.6653	66.53%
PPAR gamma	+	0.7406	74.06%
Honey bee toxicity	-	0.8530	85.30%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8000	80.00%

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	96.41%	91.11%
CHEMBL2039	P27338	Monoamine oxidase B	94.43%	92.51%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.03%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.79%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.51%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.69%	98.95%
CHEMBL1907	P15144	Aminopeptidase N	91.02%	93.31%
CHEMBL4208	P20618	Proteasome component C5	89.19%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.20%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.23%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.38%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.74%	85.14%

Plants that contains it

• Holocarpha obconica

Cross-Links

• PubChem: 40469798
• LOTUS: LTS0103443
• wikiData: Q105345366