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

Details

• Internal ID: d6b9694b-804d-47a6-a7ea-c35e43808465
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-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=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)O)O)O
• InChI: InChI=1S/C31H28O14/c1-41-23-8-14(2-5-18(23)33)3-7-26(37)42-13-25-28(38)29(39)30(40)31(45-25)43-16-10-20(35)27-21(36)12-22(44-24(27)11-16)15-4-6-17(32)19(34)9-15/h2-12,25,28-35,38-40H,13H2,1H3
• InChI Key: YUOAFHLRJCYEDE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₂₈O₁₄
• Molecular Weight: 624.50 g/mol
• Exact Mass: 624.14790556 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• 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	-	0.8969	89.69%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5995	59.95%
OATP2B1 inhibitior	+	0.5715	57.15%
OATP1B1 inhibitior	+	0.9188	91.88%
OATP1B3 inhibitior	+	0.9809	98.09%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7745	77.45%
P-glycoprotein inhibitior	+	0.6688	66.88%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6476	64.76%
CYP2C9 substrate	-	0.8156	81.56%
CYP2D6 substrate	-	0.8653	86.53%
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	+	0.8708	87.08%
CYP inhibitory promiscuity	-	0.7321	73.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6214	62.14%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.8169	81.69%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	-	0.5692	56.92%
Human Ether-a-go-go-Related Gene inhibition	-	0.3811	38.11%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.9075	90.75%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9620	96.20%
Acute Oral Toxicity (c)	III	0.5749	57.49%
Estrogen receptor binding	+	0.7852	78.52%
Androgen receptor binding	+	0.7596	75.96%
Thyroid receptor binding	+	0.5518	55.18%
Glucocorticoid receptor binding	+	0.6828	68.28%
Aromatase binding	+	0.5450	54.50%
PPAR gamma	+	0.7143	71.43%
Honey bee toxicity	-	0.6891	68.91%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	99.73%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.93%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.08%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.96%	86.33%
CHEMBL3194	P02766	Transthyretin	96.67%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.53%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.64%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.59%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.33%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.74%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.34%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.32%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.22%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.45%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	87.88%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.31%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.60%	90.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.20%	80.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.12%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.07%	95.78%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.32%	85.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.11%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.71%	97.28%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.87%	97.36%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.82%	86.92%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.70%	91.71%

Plants that contains it

• Euphorbia humifusa

Cross-Links

• PubChem: 73829954
• LOTUS: LTS0138534
• wikiData: Q105364250