[3,4,5-Trihydroxy-6-[[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 65920189-035d-40a8-a0ca-d389faaa1849
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [3,4,5-trihydroxy-6-[[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C2CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)COC(=O)C=CC5=CC=C(C=C5)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)COC(=O)C=CC5=CC=C(C=C5)O)O)O)O)O)O
• InChI: InChI=1S/C31H30O13/c1-40-23-10-16(5-8-19(23)33)22-13-21(35)27-20(34)11-18(12-24(27)43-22)42-31-30(39)29(38)28(37)25(44-31)14-41-26(36)9-4-15-2-6-17(32)7-3-15/h2-12,22,25,28-34,37-39H,13-14H2,1H3
• InChI Key: ILNUGRUNTDKIIP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₀O₁₃
• Molecular Weight: 610.60 g/mol
• Exact Mass: 610.16864101 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5720	57.20%
Caco-2	-	0.8977	89.77%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5995	59.95%
OATP2B1 inhibitior	-	0.7131	71.31%
OATP1B1 inhibitior	+	0.8961	89.61%
OATP1B3 inhibitior	+	0.9809	98.09%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7879	78.79%
P-glycoprotein inhibitior	+	0.6483	64.83%
P-glycoprotein substrate	-	0.6137	61.37%
CYP3A4 substrate	+	0.6717	67.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.8925	89.25%
CYP2C9 inhibition	-	0.8007	80.07%
CYP2C19 inhibition	-	0.8490	84.90%
CYP2D6 inhibition	-	0.9305	93.05%
CYP1A2 inhibition	-	0.9125	91.25%
CYP2C8 inhibition	+	0.7513	75.13%
CYP inhibitory promiscuity	-	0.7321	73.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6214	62.14%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9059	90.59%
Skin irritation	-	0.8169	81.69%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4293	42.93%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9075	90.75%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7939	79.39%
Acute Oral Toxicity (c)	III	0.5749	57.49%
Estrogen receptor binding	+	0.8227	82.27%
Androgen receptor binding	+	0.5367	53.67%
Thyroid receptor binding	+	0.5289	52.89%
Glucocorticoid receptor binding	+	0.7065	70.65%
Aromatase binding	-	0.4934	49.34%
PPAR gamma	+	0.6939	69.39%
Honey bee toxicity	-	0.7160	71.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9399	93.99%

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	99.67%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.73%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.03%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.53%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.97%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.89%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.24%	96.00%
CHEMBL4208	P20618	Proteasome component C5	93.06%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.93%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.16%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.80%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.60%	95.89%
CHEMBL3194	P02766	Transthyretin	90.39%	90.71%
CHEMBL2581	P07339	Cathepsin D	89.77%	98.95%
CHEMBL3438	Q05513	Protein kinase C zeta	84.90%	88.48%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.72%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.45%	99.15%
CHEMBL5255	O00206	Toll-like receptor 4	83.83%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.28%	99.23%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	83.27%	97.03%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.19%	89.62%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.95%	86.92%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.52%	94.80%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.28%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	81.70%	94.73%
CHEMBL2535	P11166	Glucose transporter	80.42%	98.75%

Plants that contains it

• Phlomis aurea

Cross-Links

• PubChem: 162986376
• LOTUS: LTS0091813
• wikiData: Q105115338