[6-[3,5-Dihydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] acetate

Details

• Internal ID: 0e1c0fab-938c-491b-97e1-66a4513ffd7a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [6-[3,5-dihydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC=C(C=C4)OC)O)O)O)OC(=O)C
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC=C(C=C4)OC)O)O)O)OC(=O)C
• InChI: InChI=1S/C24H24O11/c1-10-22(33-11(2)25)20(29)21(30)24(32-10)34-14-8-15(26)17-16(9-14)35-23(19(28)18(17)27)12-4-6-13(31-3)7-5-12/h4-10,20-22,24,26,28-30H,1-3H3
• InChI Key: YSJHWLBXTXCGBS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₁₁
• Molecular Weight: 488.40 g/mol
• Exact Mass: 488.13186158 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8389	83.89%
Caco-2	-	0.8557	85.57%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7767	77.67%
OATP2B1 inhibitior	-	0.5539	55.39%
OATP1B1 inhibitior	+	0.8942	89.42%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9062	90.62%
P-glycoprotein inhibitior	+	0.7296	72.96%
P-glycoprotein substrate	-	0.5240	52.40%
CYP3A4 substrate	+	0.6736	67.36%
CYP2C9 substrate	-	0.8277	82.77%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.9332	93.32%
CYP2C9 inhibition	-	0.9426	94.26%
CYP2C19 inhibition	-	0.9373	93.73%
CYP2D6 inhibition	-	0.9579	95.79%
CYP1A2 inhibition	-	0.8037	80.37%
CYP2C8 inhibition	+	0.7673	76.73%
CYP inhibitory promiscuity	-	0.8486	84.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5417	54.17%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.7743	77.43%
Skin corrosion	-	0.9578	95.78%
Ames mutagenesis	+	0.6199	61.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.4264	42.64%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9452	94.52%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8983	89.83%
Acute Oral Toxicity (c)	II	0.4797	47.97%
Estrogen receptor binding	+	0.7514	75.14%
Androgen receptor binding	+	0.7112	71.12%
Thyroid receptor binding	-	0.5156	51.56%
Glucocorticoid receptor binding	+	0.7158	71.58%
Aromatase binding	+	0.6087	60.87%
PPAR gamma	+	0.6426	64.26%
Honey bee toxicity	-	0.7948	79.48%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9549	95.49%

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	99.63%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.36%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	98.26%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.12%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.93%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.74%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.75%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.50%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	94.31%	81.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.21%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.89%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.28%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.21%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	88.24%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.95%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.94%	99.23%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	87.55%	87.67%
CHEMBL4208	P20618	Proteasome component C5	87.10%	90.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.24%	94.42%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.71%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.13%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	82.92%	91.19%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.60%	86.92%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	82.15%	90.48%
CHEMBL3194	P02766	Transthyretin	81.99%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.75%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.58%	92.94%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.31%	95.78%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.31%	95.50%

Plants that contains it

• Actinidia kolomikta

Cross-Links

• PubChem: 75219348
• LOTUS: LTS0113539
• wikiData: Q105359749