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

Details

• Internal ID: 8a00d48e-48c2-42a4-9cf0-55fc2206b485
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4R,5R,6S)-3-acetyloxy-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OC1C(OC(C(C1O)O)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)COC(=O)C=CC5=CC=C(C=C5)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)COC(=O)/C=C/C5=CC=C(C=C5)O
• InChI: InChI=1S/C32H28O13/c1-16(33)42-31-26(15-41-27(38)11-4-17-2-7-19(34)8-3-17)45-32(30(40)29(31)39)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/b11-4+/t26-,29-,30-,31-,32-/m1/s1
• InChI Key: YAVCBEKVOSUZTL-CYECRVBYSA-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	+	0.7428	74.28%
Caco-2	-	0.8942	89.42%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8210	82.10%
OATP2B1 inhibitior	-	0.7017	70.17%
OATP1B1 inhibitior	+	0.9136	91.36%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7952	79.52%
P-glycoprotein inhibitior	+	0.7343	73.43%
P-glycoprotein substrate	-	0.5930	59.30%
CYP3A4 substrate	+	0.6694	66.94%
CYP2C9 substrate	-	0.8155	81.55%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.9336	93.36%
CYP2C9 inhibition	-	0.5947	59.47%
CYP2C19 inhibition	-	0.8384	83.84%
CYP2D6 inhibition	-	0.9319	93.19%
CYP1A2 inhibition	-	0.9029	90.29%
CYP2C8 inhibition	+	0.7901	79.01%
CYP inhibitory promiscuity	-	0.6532	65.32%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5364	53.64%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.8206	82.06%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4810	48.10%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9027	90.27%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8894	88.94%
Acute Oral Toxicity (c)	III	0.5960	59.60%
Estrogen receptor binding	+	0.7722	77.22%
Androgen receptor binding	+	0.8182	81.82%
Thyroid receptor binding	+	0.5403	54.03%
Glucocorticoid receptor binding	+	0.6747	67.47%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6938	69.38%
Honey bee toxicity	-	0.6904	69.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9655	96.55%

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	99.29%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.04%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.27%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.91%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.83%	98.95%
CHEMBL3194	P02766	Transthyretin	95.34%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	93.10%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.80%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.91%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.69%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.54%	95.78%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.23%	97.28%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.04%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.85%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.61%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.70%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.40%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.29%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.08%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.91%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	83.66%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.46%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.62%	95.50%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.29%	94.80%
CHEMBL4208	P20618	Proteasome component C5	80.92%	90.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.63%	95.64%

Plants that contains it

• Scolopia chinensis

Cross-Links

• PubChem: 101861837
• LOTUS: LTS0111845
• wikiData: Q105345601