[4-Acetyloxy-3,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 51c08109-799d-4e52-be38-ac6e5e96d42f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [4-acetyloxy-3,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OC1C(C(OC(C1O)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)COC(=O)C=CC5=CC=C(C=C5)O)O
• SMILES (Isomeric): CC(=O)OC1C(C(OC(C1O)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)COC(=O)C=CC5=CC=C(C=C5)O)O
• InChI: InChI=1S/C32H28O13/c1-16(33)42-31-29(39)26(15-41-27(38)11-4-17-2-7-19(34)8-3-17)45-32(30(31)40)43-21-12-22(36)28-23(37)14-24(44-25(28)13-21)18-5-9-20(35)10-6-18/h2-14,26,29-32,34-36,39-40H,15H2,1H3
• InChI Key: PDUDZEVWHZXBNE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₈O₁₃
• Molecular Weight: 620.60 g/mol
• Exact Mass: 620.15299094 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8665	86.65%
Caco-2	-	0.8960	89.60%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7137	71.37%
OATP2B1 inhibitior	-	0.6976	69.76%
OATP1B1 inhibitior	+	0.9055	90.55%
OATP1B3 inhibitior	+	0.8527	85.27%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9070	90.70%
P-glycoprotein inhibitior	+	0.7226	72.26%
P-glycoprotein substrate	-	0.5701	57.01%
CYP3A4 substrate	+	0.6698	66.98%
CYP2C9 substrate	-	0.8118	81.18%
CYP2D6 substrate	-	0.8795	87.95%
CYP3A4 inhibition	-	0.9156	91.56%
CYP2C9 inhibition	-	0.7590	75.90%
CYP2C19 inhibition	-	0.8921	89.21%
CYP2D6 inhibition	-	0.9577	95.77%
CYP1A2 inhibition	-	0.9420	94.20%
CYP2C8 inhibition	+	0.7933	79.33%
CYP inhibitory promiscuity	-	0.5679	56.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5618	56.18%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.8090	80.90%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4357	43.57%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8833	88.33%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8955	89.55%
Acute Oral Toxicity (c)	III	0.6649	66.49%
Estrogen receptor binding	+	0.7619	76.19%
Androgen receptor binding	+	0.8140	81.40%
Thyroid receptor binding	+	0.5684	56.84%
Glucocorticoid receptor binding	+	0.6728	67.28%
Aromatase binding	-	0.5084	50.84%
PPAR gamma	+	0.7360	73.60%
Honey bee toxicity	-	0.6849	68.49%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9508	95.08%

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	99.47%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.27%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.21%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.77%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.57%	86.33%
CHEMBL3194	P02766	Transthyretin	95.22%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.80%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.29%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	92.50%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.26%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.75%	95.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.54%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.66%	94.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.61%	97.28%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.49%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.77%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.64%	95.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.62%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.52%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.16%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.91%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	83.83%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.50%	95.89%

Plants that contains it

• Blepharis ciliaris
• Scolopia chinensis

Cross-Links

• PubChem: 74977536
• LOTUS: LTS0104217
• wikiData: Q105206777