3-[(2R,3S)-3-(acetyloxymethyl)-2,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-8-methoxy-4H-chromen-6-yl]prop-2-enyl acetate

Details

• Internal ID: 1e7b54f0-645a-47c3-bc09-dfe3e0bc0704
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 3-[(2R,3S)-3-(acetyloxymethyl)-2,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-8-methoxy-4H-chromen-6-yl]prop-2-enyl acetate
• InChI: InChI=1S/C25H28O10/c1-15(26)33-9-5-6-17-10-18-13-24(29,14-34-16(2)27)25(30,35-23(18)22(11-17)32-4)19-7-8-20(28)21(12-19)31-3/h5-8,10-12,28-30H,9,13-14H2,1-4H3/t24-,25+/m0/s1
• InChI Key: ZOOQSYSDJPCTCO-LOSJGSFVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₁₀
• Molecular Weight: 488.50 g/mol
• Exact Mass: 488.16824709 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9433	94.33%
Caco-2	-	0.6899	68.99%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6518	65.18%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8594	85.94%
OATP1B3 inhibitior	+	0.9048	90.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9630	96.30%
P-glycoprotein inhibitior	+	0.7637	76.37%
P-glycoprotein substrate	-	0.6293	62.93%
CYP3A4 substrate	+	0.6192	61.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8305	83.05%
CYP3A4 inhibition	-	0.9482	94.82%
CYP2C9 inhibition	-	0.8999	89.99%
CYP2C19 inhibition	-	0.8622	86.22%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.7637	76.37%
CYP2C8 inhibition	+	0.6175	61.75%
CYP inhibitory promiscuity	-	0.9198	91.98%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6523	65.23%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8262	82.62%
Skin irritation	-	0.8282	82.82%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4671	46.71%
Micronuclear	+	0.5933	59.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8641	86.41%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5515	55.15%
Acute Oral Toxicity (c)	III	0.5778	57.78%
Estrogen receptor binding	+	0.8556	85.56%
Androgen receptor binding	+	0.7980	79.80%
Thyroid receptor binding	+	0.6475	64.75%
Glucocorticoid receptor binding	+	0.8282	82.82%
Aromatase binding	+	0.7328	73.28%
PPAR gamma	+	0.6730	67.30%
Honey bee toxicity	-	0.7807	78.07%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9678	96.78%

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	99.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.31%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.88%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.84%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.65%	86.33%
CHEMBL4208	P20618	Proteasome component C5	88.15%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.88%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.81%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	84.90%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.74%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.94%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162919398
• LOTUS: LTS0014254
• wikiData: Q105380623