[(2R,3S,4R,5R,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate

Details

• Internal ID: 19de89e8-cbe3-4cb0-9855-e9e19e652886
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3S,4R,5R,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(C(OC1OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)CO)O)O
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@H]([C@H]([C@@H](O[C@@H]1OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)CO)O)O
• InChI: InChI=1S/C23H22O12/c1-9(25)32-22-19(31)17(29)15(8-24)34-23(22)35-21-18(30)16-13(28)6-12(27)7-14(16)33-20(21)10-2-4-11(26)5-3-10/h2-7,15,17,19,22-24,26-29,31H,8H2,1H3/t15-,17-,19+,22-,23+/m0/s1
• InChI Key: MWEQHAGXLGTSKL-PLKGKMDJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₁₂
• Molecular Weight: 490.40 g/mol
• Exact Mass: 490.11112613 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.33
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5924	59.24%
Caco-2	-	0.8914	89.14%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6519	65.19%
OATP2B1 inhibitior	+	0.5823	58.23%
OATP1B1 inhibitior	+	0.8352	83.52%
OATP1B3 inhibitior	+	0.9750	97.50%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6058	60.58%
P-glycoprotein inhibitior	+	0.5798	57.98%
P-glycoprotein substrate	-	0.6233	62.33%
CYP3A4 substrate	+	0.6495	64.95%
CYP2C9 substrate	+	0.5404	54.04%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.9098	90.98%
CYP2C19 inhibition	-	0.9357	93.57%
CYP2D6 inhibition	-	0.9730	97.30%
CYP1A2 inhibition	-	0.9142	91.42%
CYP2C8 inhibition	+	0.7870	78.70%
CYP inhibitory promiscuity	-	0.8456	84.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7102	71.02%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8788	87.88%
Skin irritation	-	0.8380	83.80%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3752	37.52%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.5696	56.96%
skin sensitisation	-	0.9355	93.55%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8017	80.17%
Acute Oral Toxicity (c)	III	0.5297	52.97%
Estrogen receptor binding	+	0.7976	79.76%
Androgen receptor binding	+	0.7873	78.73%
Thyroid receptor binding	-	0.5388	53.88%
Glucocorticoid receptor binding	+	0.6558	65.58%
Aromatase binding	-	0.4920	49.20%
PPAR gamma	+	0.6662	66.62%
Honey bee toxicity	-	0.7860	78.60%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.8751	87.51%

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	99.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.05%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.93%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.28%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.48%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.05%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.77%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.30%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.16%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.68%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.90%	86.92%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.25%	95.78%
CHEMBL1951	P21397	Monoamine oxidase A	85.05%	91.49%
CHEMBL3194	P02766	Transthyretin	85.00%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.50%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.42%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.99%	99.15%
CHEMBL4208	P20618	Proteasome component C5	80.16%	90.00%

Plants that contains it

• Agrimonia eupatoria

Cross-Links

• PubChem: 133561907
• LOTUS: LTS0252173
• wikiData: Q105173536