[6-[[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 578e2d1f-e031-4456-b20a-3444f10148b7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [6-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=CC(=C(C=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)COC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)COC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C28H26O16/c29-11-6-14(32)19-17(7-11)42-25(9-1-2-12(30)13(31)3-9)26(22(19)37)44-28-24(39)23(38)21(36)18(43-28)8-41-27(40)10-4-15(33)20(35)16(34)5-10/h1-7,18,21,23-26,28-36,38-39H,8H2
• InChI Key: XUJNKPZDIVKHBE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₆O₁₆
• Molecular Weight: 618.50 g/mol
• Exact Mass: 618.12208474 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.01
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6055	60.55%
Caco-2	-	0.9161	91.61%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6349	63.49%
OATP2B1 inhibitior	-	0.5656	56.56%
OATP1B1 inhibitior	+	0.8124	81.24%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.4934	49.34%
P-glycoprotein inhibitior	+	0.5877	58.77%
P-glycoprotein substrate	-	0.7925	79.25%
CYP3A4 substrate	+	0.6462	64.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.9135	91.35%
CYP2C9 inhibition	-	0.8848	88.48%
CYP2C19 inhibition	-	0.9087	90.87%
CYP2D6 inhibition	-	0.9593	95.93%
CYP1A2 inhibition	-	0.9330	93.30%
CYP2C8 inhibition	+	0.7573	75.73%
CYP inhibitory promiscuity	-	0.8642	86.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6994	69.94%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.8680	86.80%
Skin irritation	-	0.8191	81.91%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3875	38.75%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9218	92.18%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9007	90.07%
Acute Oral Toxicity (c)	III	0.4217	42.17%
Estrogen receptor binding	+	0.7210	72.10%
Androgen receptor binding	+	0.6423	64.23%
Thyroid receptor binding	+	0.5166	51.66%
Glucocorticoid receptor binding	+	0.6065	60.65%
Aromatase binding	-	0.5406	54.06%
PPAR gamma	+	0.6513	65.13%
Honey bee toxicity	-	0.7907	79.07%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9242	92.42%

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	99.74%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.08%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.97%	95.64%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	93.86%	83.00%
CHEMBL3194	P02766	Transthyretin	93.41%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.01%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.13%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.04%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.87%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.37%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.62%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.01%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.14%	94.00%
CHEMBL4208	P20618	Proteasome component C5	86.52%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.35%	99.15%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.61%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.52%	95.56%
CHEMBL2535	P11166	Glucose transporter	82.24%	98.75%
CHEMBL5255	O00206	Toll-like receptor 4	81.98%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.32%	94.45%
CHEMBL2581	P07339	Cathepsin D	81.09%	98.95%

Plants that contains it

• Taxillus kaempferi

Cross-Links

• PubChem: 14406831
• LOTUS: LTS0186059
• wikiData: Q105342367