(2R,3R)-2-(2,5-dihydroxyphenyl)-7-methoxy-3,4-dihydro-2H-chromene-3,5-diol

Details

• Internal ID: b7c8d5ec-1920-4786-95ca-2e6cae6fb28e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: (2R,3R)-2-(2,5-dihydroxyphenyl)-7-methoxy-3,4-dihydro-2H-chromene-3,5-diol
• InChI: InChI=1S/C16H16O6/c1-21-9-5-13(19)10-7-14(20)16(22-15(10)6-9)11-4-8(17)2-3-12(11)18/h2-6,14,16-20H,7H2,1H3/t14-,16-/m1/s1
• InChI Key: ANTRDHUEKKGVHT-GDBMZVCRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₆
• Molecular Weight: 304.29 g/mol
• Exact Mass: 304.09468823 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9773	97.73%
Caco-2	-	0.7430	74.30%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6780	67.80%
OATP2B1 inhibitior	-	0.5809	58.09%
OATP1B1 inhibitior	+	0.8222	82.22%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8037	80.37%
P-glycoprotein inhibitior	-	0.8873	88.73%
P-glycoprotein substrate	-	0.8419	84.19%
CYP3A4 substrate	+	0.5350	53.50%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	+	0.6005	60.05%
CYP3A4 inhibition	-	0.9007	90.07%
CYP2C9 inhibition	-	0.5576	55.76%
CYP2C19 inhibition	+	0.7520	75.20%
CYP2D6 inhibition	-	0.7983	79.83%
CYP1A2 inhibition	+	0.5313	53.13%
CYP2C8 inhibition	+	0.4615	46.15%
CYP inhibitory promiscuity	-	0.5861	58.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5099	50.99%
Eye corrosion	-	0.9867	98.67%
Eye irritation	+	0.6628	66.28%
Skin irritation	-	0.6856	68.56%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9040	90.40%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6375	63.75%
Acute Oral Toxicity (c)	III	0.6045	60.45%
Estrogen receptor binding	-	0.5542	55.42%
Androgen receptor binding	+	0.6812	68.12%
Thyroid receptor binding	+	0.6454	64.54%
Glucocorticoid receptor binding	+	0.7067	70.67%
Aromatase binding	-	0.6242	62.42%
PPAR gamma	+	0.6221	62.21%
Honey bee toxicity	-	0.8840	88.40%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	-	0.3761	37.61%

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	99.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.35%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.46%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.29%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.67%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.75%	94.45%
CHEMBL2535	P11166	Glucose transporter	86.40%	98.75%
CHEMBL4208	P20618	Proteasome component C5	85.96%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.92%	97.09%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	84.01%	95.55%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.94%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.57%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.71%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.41%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.17%	99.17%

Plants that contains it

• Prunus prostrata

Cross-Links

• PubChem: 162882069
• LOTUS: LTS0004344
• wikiData: Q104915404