[6-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]oxy-3,4-dihydroxy-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: afd90893-2352-4159-a4a7-276f0da12e52
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-8-O-glycosides
• IUPAC Name: [6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]oxy-3,4-dihydroxy-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3=C(C=C(C4=C3OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)OC6C(C(C(CO6)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3=C(C=C(C4=C3OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)OC6C(C(C(CO6)O)O)O)O)O)O
• InChI: InChI=1S/C36H36O19/c1-49-24-8-14(2-5-17(24)38)3-7-26(44)50-13-25-29(46)30(47)34(55-35-31(48)28(45)22(43)12-51-35)36(53-25)54-32-21(42)10-19(40)27-20(41)11-23(52-33(27)32)15-4-6-16(37)18(39)9-15/h2-11,22,25,28-31,34-40,42-43,45-48H,12-13H2,1H3
• InChI Key: SWJWADJRDWMJQJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₆O₁₉
• Molecular Weight: 772.70 g/mol
• Exact Mass: 772.18507891 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.10
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5659	56.59%
Caco-2	-	0.8995	89.95%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5056	50.56%
OATP2B1 inhibitior	-	0.7094	70.94%
OATP1B1 inhibitior	+	0.8599	85.99%
OATP1B3 inhibitior	+	0.9774	97.74%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6783	67.83%
P-glycoprotein inhibitior	+	0.6551	65.51%
P-glycoprotein substrate	+	0.6422	64.22%
CYP3A4 substrate	+	0.7032	70.32%
CYP2C9 substrate	-	0.8156	81.56%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.9341	93.41%
CYP2C9 inhibition	-	0.8868	88.68%
CYP2C19 inhibition	-	0.8934	89.34%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.9277	92.77%
CYP2C8 inhibition	+	0.8169	81.69%
CYP inhibitory promiscuity	-	0.8678	86.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5927	59.27%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9115	91.15%
Skin irritation	-	0.8288	82.88%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.5592	55.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.7869	78.69%
Micronuclear	+	0.7033	70.33%
Hepatotoxicity	-	0.7466	74.66%
skin sensitisation	-	0.8879	88.79%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9919	99.19%
Acute Oral Toxicity (c)	III	0.6488	64.88%
Estrogen receptor binding	+	0.8094	80.94%
Androgen receptor binding	+	0.7443	74.43%
Thyroid receptor binding	+	0.5200	52.00%
Glucocorticoid receptor binding	+	0.6405	64.05%
Aromatase binding	+	0.5782	57.82%
PPAR gamma	+	0.7364	73.64%
Honey bee toxicity	-	0.6657	66.57%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8994	89.94%

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	99.84%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.67%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.32%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.52%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.77%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.23%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.98%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.59%	95.17%
CHEMBL3194	P02766	Transthyretin	92.21%	90.71%
CHEMBL2581	P07339	Cathepsin D	91.25%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.95%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.35%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.30%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.68%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.44%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.01%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.93%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.71%	99.15%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.45%	97.28%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.62%	96.77%
CHEMBL3401	O75469	Pregnane X receptor	83.48%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.03%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.25%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.76%	94.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.29%	86.92%
CHEMBL4208	P20618	Proteasome component C5	81.12%	90.00%

Plants that contains it

• Setaria italica

Cross-Links

• PubChem: 162941049
• LOTUS: LTS0041087
• wikiData: Q105262721