2-Propen-1-one,3-(3,4-dihydroxyphenyl)-1-[4-(b-d-glucopyranosyloxy)-2-hydroxy-3-methoxyphenyl]-, (2e)-

Details

• Internal ID: c31e03a8-7457-4c28-b969-4dce97b48ef6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 3-(3,4-dihydroxyphenyl)-1-[2-hydroxy-3-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
• InChI: InChI=1S/C22H24O11/c1-31-21-15(32-22-20(30)19(29)18(28)16(9-23)33-22)7-4-11(17(21)27)12(24)5-2-10-3-6-13(25)14(26)8-10/h2-8,16,18-20,22-23,25-30H,9H2,1H3
• InChI Key: NKUZBSSFPNODMD-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₁₁
• Molecular Weight: 464.40 g/mol
• Exact Mass: 464.13186158 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -0.11
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6070	60.70%
Caco-2	-	0.8943	89.43%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6113	61.13%
OATP2B1 inhibitior	-	0.5536	55.36%
OATP1B1 inhibitior	+	0.9002	90.02%
OATP1B3 inhibitior	+	0.9735	97.35%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6825	68.25%
P-glycoprotein inhibitior	-	0.7147	71.47%
P-glycoprotein substrate	-	0.8104	81.04%
CYP3A4 substrate	+	0.5713	57.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.8029	80.29%
CYP2C9 inhibition	-	0.8622	86.22%
CYP2C19 inhibition	-	0.8645	86.45%
CYP2D6 inhibition	-	0.9104	91.04%
CYP1A2 inhibition	-	0.8780	87.80%
CYP2C8 inhibition	+	0.7139	71.39%
CYP inhibitory promiscuity	-	0.5991	59.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7362	73.62%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9235	92.35%
Skin irritation	-	0.8263	82.63%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5181	51.81%
Micronuclear	+	0.5933	59.33%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8536	85.36%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8705	87.05%
Acute Oral Toxicity (c)	III	0.7589	75.89%
Estrogen receptor binding	+	0.7176	71.76%
Androgen receptor binding	+	0.6032	60.32%
Thyroid receptor binding	+	0.6164	61.64%
Glucocorticoid receptor binding	+	0.5514	55.14%
Aromatase binding	-	0.5583	55.83%
PPAR gamma	+	0.6627	66.27%
Honey bee toxicity	-	0.8239	82.39%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7555	75.55%
Fish aquatic toxicity	+	0.8307	83.07%

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	99.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.34%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.93%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	94.00%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.79%	96.00%
CHEMBL3194	P02766	Transthyretin	92.32%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.24%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.87%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.64%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.82%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.58%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.41%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.05%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.14%	98.95%
CHEMBL4208	P20618	Proteasome component C5	80.38%	90.00%

Plants that contains it

• Coreopsis grandiflora

Cross-Links

• PubChem: 57002617
• LOTUS: LTS0216610
• wikiData: Q105181177