(2S,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 60e692c0-5ed5-4cf5-8262-f172c5087b87
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: (2S,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C17H16O7/c1-22-11-7-10-12(14(20)17(11)23-2)13(19)15(21)16(24-10)8-3-5-9(18)6-4-8/h3-7,15-16,18,20-21H,1-2H3/t15-,16-/m0/s1
• InChI Key: USXFRULVYXYYMD-HOTGVXAUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₇
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.08960285 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.79
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	-	0.5367	53.67%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	0.7171	71.71%
OATP1B1 inhibitior	+	0.8276	82.76%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7305	73.05%
P-glycoprotein inhibitior	-	0.7032	70.32%
P-glycoprotein substrate	-	0.9129	91.29%
CYP3A4 substrate	+	0.5732	57.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7873	78.73%
CYP3A4 inhibition	-	0.5571	55.71%
CYP2C9 inhibition	+	0.7766	77.66%
CYP2C19 inhibition	+	0.8962	89.62%
CYP2D6 inhibition	-	0.7334	73.34%
CYP1A2 inhibition	+	0.8679	86.79%
CYP2C8 inhibition	+	0.6466	64.66%
CYP inhibitory promiscuity	+	0.7750	77.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9782	97.82%
Eye irritation	+	0.5317	53.17%
Skin irritation	-	0.6511	65.11%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7636	76.36%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5341	53.41%
skin sensitisation	-	0.9410	94.10%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5285	52.85%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	+	0.6485	64.85%
Androgen receptor binding	+	0.5873	58.73%
Thyroid receptor binding	+	0.6666	66.66%
Glucocorticoid receptor binding	+	0.7021	70.21%
Aromatase binding	-	0.6180	61.80%
PPAR gamma	+	0.6482	64.82%
Honey bee toxicity	-	0.8790	87.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5351	53.51%
Fish aquatic toxicity	+	0.8898	88.98%

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	97.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.91%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.86%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.32%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.59%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.80%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.83%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.95%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.81%	99.17%
CHEMBL2535	P11166	Glucose transporter	86.42%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.63%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	82.55%	83.82%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.38%	99.15%
CHEMBL2581	P07339	Cathepsin D	81.99%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	80.23%	94.73%

Plants that contains it

• Sesuvium portulacastrum

Cross-Links

• PubChem: 162948084
• LOTUS: LTS0249240
• wikiData: Q105278551