[3-Acetyloxy-6-[[2-[(3,4-dihydroxyphenyl)methylidene]-7-hydroxy-3-oxo-1-benzofuran-6-yl]oxy]-4,5-dihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: ca125af6-1045-4199-a90e-503dd09159c2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Aurone O-glycosides
• IUPAC Name: [3-acetyloxy-6-[[2-[(3,4-dihydroxyphenyl)methylidene]-7-hydroxy-3-oxo-1-benzofuran-6-yl]oxy]-4,5-dihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=C(C3=C(C=C2)C(=O)C(=CC4=CC(=C(C=C4)O)O)O3)O)O)O)OC(=O)C
• SMILES (Isomeric): CC(=O)OCC1C(C(C(C(O1)OC2=C(C3=C(C=C2)C(=O)C(=CC4=CC(=C(C=C4)O)O)O3)O)O)O)OC(=O)C
• InChI: InChI=1S/C25H24O13/c1-10(26)34-9-18-24(35-11(2)27)21(32)22(33)25(38-18)37-16-6-4-13-19(30)17(36-23(13)20(16)31)8-12-3-5-14(28)15(29)7-12/h3-8,18,21-22,24-25,28-29,31-33H,9H2,1-2H3
• InChI Key: ADZWGGDYJZWMBY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₁₃
• Molecular Weight: 532.40 g/mol
• Exact Mass: 532.12169082 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8965	89.65%
Caco-2	-	0.8951	89.51%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8317	83.17%
OATP2B1 inhibitior	-	0.7048	70.48%
OATP1B1 inhibitior	+	0.8645	86.45%
OATP1B3 inhibitior	+	0.9180	91.80%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6406	64.06%
P-glycoprotein inhibitior	+	0.6860	68.60%
P-glycoprotein substrate	-	0.7167	71.67%
CYP3A4 substrate	+	0.6575	65.75%
CYP2C9 substrate	-	0.8081	80.81%
CYP2D6 substrate	-	0.8741	87.41%
CYP3A4 inhibition	-	0.8262	82.62%
CYP2C9 inhibition	+	0.5358	53.58%
CYP2C19 inhibition	+	0.6040	60.40%
CYP2D6 inhibition	-	0.8292	82.92%
CYP1A2 inhibition	-	0.6125	61.25%
CYP2C8 inhibition	+	0.6687	66.87%
CYP inhibitory promiscuity	+	0.5526	55.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6108	61.08%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8715	87.15%
Skin irritation	-	0.7841	78.41%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3850	38.50%
Micronuclear	+	0.5792	57.92%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.7747	77.47%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7871	78.71%
Acute Oral Toxicity (c)	III	0.5427	54.27%
Estrogen receptor binding	+	0.7173	71.73%
Androgen receptor binding	+	0.7082	70.82%
Thyroid receptor binding	-	0.5097	50.97%
Glucocorticoid receptor binding	+	0.6413	64.13%
Aromatase binding	-	0.5287	52.87%
PPAR gamma	+	0.6839	68.39%
Honey bee toxicity	-	0.7271	72.71%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9915	99.15%

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	99.99%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.40%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.86%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.13%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.77%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.57%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.76%	94.73%
CHEMBL3194	P02766	Transthyretin	88.59%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.03%	99.17%
CHEMBL4208	P20618	Proteasome component C5	87.19%	90.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.57%	83.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.07%	96.90%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.56%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.13%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.05%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.01%	94.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.56%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	81.44%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.95%	91.19%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.59%	82.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.25%	95.83%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.03%	80.78%

Plants that contains it

• Bidens pilosa
• Microglossa pyrifolia

Cross-Links

• PubChem: 74819303
• LOTUS: LTS0213415
• wikiData: Q104909914