(2R)-2-(3,4-dihydroxyphenyl)-7-hydroxy-8-methoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 3c0e6798-640a-4fdb-a554-a8655e37c566
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: (2R)-2-(3,4-dihydroxyphenyl)-7-hydroxy-8-methoxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C16H14O6/c1-21-16-11(18)5-3-9-12(19)7-14(22-15(9)16)8-2-4-10(17)13(20)6-8/h2-6,14,17-18,20H,7H2,1H3/t14-/m1/s1
• InChI Key: QTTYVGOKKRMQEG-CQSZACIVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9588	95.88%
Caco-2	+	0.5588	55.88%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7964	79.64%
OATP2B1 inhibitior	-	0.5894	58.94%
OATP1B1 inhibitior	+	0.9406	94.06%
OATP1B3 inhibitior	+	0.9947	99.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7716	77.16%
P-glycoprotein inhibitior	-	0.9243	92.43%
P-glycoprotein substrate	-	0.9026	90.26%
CYP3A4 substrate	+	0.5266	52.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6825	68.25%
CYP3A4 inhibition	-	0.7252	72.52%
CYP2C9 inhibition	+	0.5315	53.15%
CYP2C19 inhibition	+	0.6856	68.56%
CYP2D6 inhibition	-	0.8610	86.10%
CYP1A2 inhibition	+	0.8640	86.40%
CYP2C8 inhibition	-	0.7493	74.93%
CYP inhibitory promiscuity	-	0.5230	52.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5484	54.84%
Eye corrosion	-	0.9813	98.13%
Eye irritation	+	0.7159	71.59%
Skin irritation	-	0.6503	65.03%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6864	68.64%
Micronuclear	+	0.8759	87.59%
Hepatotoxicity	-	0.5718	57.18%
skin sensitisation	-	0.9198	91.98%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6722	67.22%
Acute Oral Toxicity (c)	III	0.6460	64.60%
Estrogen receptor binding	+	0.6872	68.72%
Androgen receptor binding	+	0.6059	60.59%
Thyroid receptor binding	+	0.6737	67.37%
Glucocorticoid receptor binding	+	0.8486	84.86%
Aromatase binding	-	0.4910	49.10%
PPAR gamma	+	0.5250	52.50%
Honey bee toxicity	-	0.7950	79.50%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7906	79.06%

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	98.86%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.42%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.51%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.13%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.04%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.91%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.47%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.95%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.42%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.30%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.27%	94.00%
CHEMBL2535	P11166	Glucose transporter	83.11%	98.75%
CHEMBL4208	P20618	Proteasome component C5	82.33%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.89%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162929246
• LOTUS: LTS0274310
• wikiData: Q105227927