7,4'-Dihydroxy-4-methoxyflavan

Details

• Internal ID: 7c1618d3-eda7-43b8-a532-3cb762a923b8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 4-O-methylated flavonoids
• IUPAC Name: 2-(4-hydroxyphenyl)-4-methoxy-3,4-dihydro-2H-chromen-7-ol
• InChI: InChI=1S/C16H16O4/c1-19-15-9-14(10-2-4-11(17)5-3-10)20-16-8-12(18)6-7-13(15)16/h2-8,14-15,17-18H,9H2,1H3
• InChI Key: PLKLPQLNVHGAMM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	-	0.5717	57.17%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7458	74.58%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8784	87.84%
OATP1B3 inhibitior	+	0.9899	98.99%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7557	75.57%
P-glycoprotein inhibitior	-	0.9277	92.77%
P-glycoprotein substrate	-	0.8284	82.84%
CYP3A4 substrate	+	0.5291	52.91%
CYP2C9 substrate	-	0.8165	81.65%
CYP2D6 substrate	+	0.5558	55.58%
CYP3A4 inhibition	-	0.7103	71.03%
CYP2C9 inhibition	+	0.8005	80.05%
CYP2C19 inhibition	+	0.9042	90.42%
CYP2D6 inhibition	-	0.6980	69.80%
CYP1A2 inhibition	+	0.8861	88.61%
CYP2C8 inhibition	+	0.6417	64.17%
CYP inhibitory promiscuity	+	0.7060	70.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9113	91.13%
Carcinogenicity (trinary)	Non-required	0.5477	54.77%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.5648	56.48%
Skin irritation	-	0.6844	68.44%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4394	43.94%
Micronuclear	+	0.6159	61.59%
Hepatotoxicity	-	0.7400	74.00%
skin sensitisation	-	0.9430	94.30%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6515	65.15%
Acute Oral Toxicity (c)	III	0.7651	76.51%
Estrogen receptor binding	+	0.5842	58.42%
Androgen receptor binding	+	0.5435	54.35%
Thyroid receptor binding	+	0.6282	62.82%
Glucocorticoid receptor binding	+	0.5388	53.88%
Aromatase binding	+	0.6967	69.67%
PPAR gamma	+	0.5776	57.76%
Honey bee toxicity	-	0.8773	87.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.7665	76.65%

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	96.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.99%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.72%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.67%	94.45%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	88.96%	95.55%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.63%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.35%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.87%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.78%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.44%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.48%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.70%	95.56%

Plants that contains it

• Cassia abbreviata

Cross-Links

• PubChem: 129710702
• LOTUS: LTS0053117
• wikiData: Q105210979