[6-[[2-[(3,4-Dihydroxyphenyl)methylidene]-7-hydroxy-3-oxo-1-benzofuran-6-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 84a4f3e9-a33b-4ed5-be09-b039fdebd68a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Aurone O-glycosides
• IUPAC Name: [6-[[2-[(3,4-dihydroxyphenyl)methylidene]-7-hydroxy-3-oxo-1-benzofuran-6-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=C(C4=C(C=C3)C(=O)C(=CC5=CC(=C(C=C5)O)O)O4)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=C(C4=C(C=C3)C(=O)C(=CC5=CC(=C(C=C5)O)O)O4)O)O)O)O)O
• InChI: InChI=1S/C30H26O13/c31-16-5-1-14(2-6-16)4-10-23(34)40-13-22-25(36)27(38)28(39)30(43-22)42-20-9-7-17-24(35)21(41-29(17)26(20)37)12-15-3-8-18(32)19(33)11-15/h1-12,22,25,27-28,30-33,36-39H,13H2
• InChI Key: JEBDJWVQHWVRFP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₃
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.13734088 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7113	71.13%
Caco-2	-	0.9136	91.36%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6975	69.75%
OATP2B1 inhibitior	-	0.6976	69.76%
OATP1B1 inhibitior	+	0.8575	85.75%
OATP1B3 inhibitior	+	0.9584	95.84%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8302	83.02%
P-glycoprotein inhibitior	+	0.6616	66.16%
P-glycoprotein substrate	-	0.6683	66.83%
CYP3A4 substrate	+	0.6588	65.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8667	86.67%
CYP3A4 inhibition	-	0.8113	81.13%
CYP2C9 inhibition	-	0.7124	71.24%
CYP2C19 inhibition	-	0.6357	63.57%
CYP2D6 inhibition	-	0.8727	87.27%
CYP1A2 inhibition	-	0.8083	80.83%
CYP2C8 inhibition	+	0.8388	83.88%
CYP inhibitory promiscuity	-	0.6018	60.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5972	59.72%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8901	89.01%
Skin irritation	-	0.7892	78.92%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4259	42.59%
Micronuclear	+	0.6992	69.92%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.7868	78.68%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8748	87.48%
Acute Oral Toxicity (c)	III	0.4374	43.74%
Estrogen receptor binding	+	0.7735	77.35%
Androgen receptor binding	+	0.7556	75.56%
Thyroid receptor binding	+	0.5948	59.48%
Glucocorticoid receptor binding	+	0.6398	63.98%
Aromatase binding	-	0.5154	51.54%
PPAR gamma	+	0.7506	75.06%
Honey bee toxicity	-	0.6939	69.39%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9768	97.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.95%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.59%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.11%	89.00%
CHEMBL3194	P02766	Transthyretin	96.57%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.12%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.74%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.66%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.55%	99.17%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.71%	80.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.55%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.93%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.60%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.40%	95.78%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.98%	95.64%
CHEMBL4208	P20618	Proteasome component C5	84.70%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.34%	90.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.98%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.73%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	82.90%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.11%	83.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	81.73%	97.31%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.57%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	80.30%	92.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.23%	89.62%

Plants that contains it

• Bidens pilosa

Cross-Links

• PubChem: 74819302
• LOTUS: LTS0102677
• wikiData: Q105125925