2-[3-(2,4-Dihydroxyphenoxy)-4-hydroxyphenyl]-5,7-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one

Details

• Internal ID: 51559e14-4e9b-4944-b3c9-9b76e3a60f50
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 2-[3-(2,4-dihydroxyphenoxy)-4-hydroxyphenyl]-5,7-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)OC5=C(C=C(C=C5)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)OC5=C(C=C(C=C5)O)O)O)O)O
• InChI: InChI=1S/C27H24O13/c1-10-21(33)23(35)24(36)27(37-10)40-26-22(34)20-16(32)8-13(29)9-19(20)39-25(26)11-2-4-14(30)18(6-11)38-17-5-3-12(28)7-15(17)31/h2-10,21,23-24,27-33,35-36H,1H3
• InChI Key: TXRCUIQHVILEIK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₄O₁₃
• Molecular Weight: 556.50 g/mol
• Exact Mass: 556.12169082 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8357	83.57%
Caco-2	-	0.8893	88.93%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7163	71.63%
OATP2B1 inhibitior	+	0.5888	58.88%
OATP1B1 inhibitior	+	0.9035	90.35%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8490	84.90%
P-glycoprotein inhibitior	+	0.6402	64.02%
P-glycoprotein substrate	+	0.5149	51.49%
CYP3A4 substrate	+	0.6495	64.95%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8597	85.97%
CYP3A4 inhibition	-	0.7109	71.09%
CYP2C9 inhibition	-	0.8538	85.38%
CYP2C19 inhibition	-	0.8339	83.39%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.5306	53.06%
CYP2C8 inhibition	+	0.8994	89.94%
CYP inhibitory promiscuity	-	0.5648	56.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6170	61.70%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8624	86.24%
Skin irritation	-	0.6220	62.20%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.5565	55.65%
Human Ether-a-go-go-Related Gene inhibition	-	0.3948	39.48%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8874	88.74%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7656	76.56%
Acute Oral Toxicity (c)	III	0.5184	51.84%
Estrogen receptor binding	+	0.8246	82.46%
Androgen receptor binding	+	0.7564	75.64%
Thyroid receptor binding	+	0.6112	61.12%
Glucocorticoid receptor binding	+	0.7495	74.95%
Aromatase binding	-	0.5530	55.30%
PPAR gamma	+	0.7524	75.24%
Honey bee toxicity	-	0.7787	77.87%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5399	53.99%
Fish aquatic toxicity	+	0.9457	94.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.58%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.79%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.75%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.56%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.27%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.26%	94.00%
CHEMBL3194	P02766	Transthyretin	95.03%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.47%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	93.08%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	90.89%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.73%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.24%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.96%	99.17%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.50%	95.53%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.30%	95.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.69%	95.89%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.67%	80.78%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.33%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.90%	99.23%
CHEMBL4208	P20618	Proteasome component C5	81.23%	90.00%
CHEMBL4530	P00488	Coagulation factor XIII	80.60%	96.00%

Plants that contains it

• Chiliadenus montanus
• Psorospermum androsaemifolium

Cross-Links

• PubChem: 74394441
• LOTUS: LTS0234449
• wikiData: Q105000434