(2S,3R)-3,5,7-trihydroxy-8-methoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: 604cbc0b-79f3-458a-90f3-caf3b794e9c1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: (2S,3R)-3,5,7-trihydroxy-8-methoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C17H16O7/c1-22-9-5-3-8(4-6-9)15-14(21)13(20)12-10(18)7-11(19)16(23-2)17(12)24-15/h3-7,14-15,18-19,21H,1-2H3/t14-,15-/m0/s1
• InChI Key: KALYBGCOEHEKGT-GJZGRUSLSA-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	+	0.9440	94.40%
Caco-2	+	0.5974	59.74%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6642	66.42%
OATP2B1 inhibitior	-	0.7161	71.61%
OATP1B1 inhibitior	+	0.8816	88.16%
OATP1B3 inhibitior	+	0.9261	92.61%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7684	76.84%
P-glycoprotein inhibitior	-	0.5557	55.57%
P-glycoprotein substrate	-	0.9512	95.12%
CYP3A4 substrate	+	0.5604	56.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7873	78.73%
CYP3A4 inhibition	+	0.7817	78.17%
CYP2C9 inhibition	+	0.6258	62.58%
CYP2C19 inhibition	+	0.8187	81.87%
CYP2D6 inhibition	-	0.6249	62.49%
CYP1A2 inhibition	+	0.8668	86.68%
CYP2C8 inhibition	-	0.7579	75.79%
CYP inhibitory promiscuity	+	0.8459	84.59%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6581	65.81%
Eye corrosion	-	0.9779	97.79%
Eye irritation	+	0.5862	58.62%
Skin irritation	-	0.6522	65.22%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6004	60.04%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9222	92.22%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5515	55.15%
Acute Oral Toxicity (c)	III	0.5920	59.20%
Estrogen receptor binding	+	0.7828	78.28%
Androgen receptor binding	+	0.6466	64.66%
Thyroid receptor binding	+	0.7100	71.00%
Glucocorticoid receptor binding	+	0.8362	83.62%
Aromatase binding	-	0.4827	48.27%
PPAR gamma	+	0.5346	53.46%
Honey bee toxicity	-	0.9103	91.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8636	86.36%

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	98.30%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.87%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	94.42%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.72%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.43%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.36%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.30%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.61%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.56%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.27%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.99%	86.33%
CHEMBL2535	P11166	Glucose transporter	84.47%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	83.12%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.56%	99.17%
CHEMBL2581	P07339	Cathepsin D	82.49%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.06%	89.00%

Plants that contains it

• Prunus domestica

Cross-Links

• PubChem: 163033316
• LOTUS: LTS0086877
• wikiData: Q105137895