6''-Acetylhyperin

Details

• Internal ID: 167a1474-53a9-414e-a440-a941a7ac896e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O)O)O
• InChI: InChI=1S/C23H22O13/c1-8(24)33-7-15-17(29)19(31)20(32)23(35-15)36-22-18(30)16-13(28)5-10(25)6-14(16)34-21(22)9-2-3-11(26)12(27)4-9/h2-6,15,17,19-20,23,25-29,31-32H,7H2,1H3/t15-,17+,19+,20-,23+/m1/s1
• InChI Key: IGLUNMMNDNWZOA-QZGPLKIZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₁₃
• Molecular Weight: 506.40 g/mol
• Exact Mass: 506.10604075 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.03
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

• 6'-O-Acetylhyperoside
• CHEMBL559041
• HY-N9383
• Quercetin 3-(6-O-acetylgalactoside)
• CS-0159619

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5759	57.59%
Caco-2	-	0.9128	91.28%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6926	69.26%
OATP2B1 inhibitior	+	0.5878	58.78%
OATP1B1 inhibitior	+	0.9093	90.93%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6996	69.96%
P-glycoprotein inhibitior	-	0.4729	47.29%
P-glycoprotein substrate	-	0.7053	70.53%
CYP3A4 substrate	+	0.6507	65.07%
CYP2C9 substrate	+	0.5334	53.34%
CYP2D6 substrate	-	0.8764	87.64%
CYP3A4 inhibition	-	0.9505	95.05%
CYP2C9 inhibition	-	0.9129	91.29%
CYP2C19 inhibition	-	0.9233	92.33%
CYP2D6 inhibition	-	0.9603	96.03%
CYP1A2 inhibition	-	0.8935	89.35%
CYP2C8 inhibition	+	0.8806	88.06%
CYP inhibitory promiscuity	-	0.8491	84.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7134	71.34%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.8841	88.41%
Skin irritation	-	0.8133	81.33%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3717	37.17%
Micronuclear	+	0.5892	58.92%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9339	93.39%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8334	83.34%
Acute Oral Toxicity (c)	III	0.5815	58.15%
Estrogen receptor binding	+	0.8085	80.85%
Androgen receptor binding	+	0.7561	75.61%
Thyroid receptor binding	-	0.5657	56.57%
Glucocorticoid receptor binding	+	0.6472	64.72%
Aromatase binding	-	0.5294	52.94%
PPAR gamma	+	0.6058	60.58%
Honey bee toxicity	-	0.7993	79.93%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9613	96.13%

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	99.38%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.49%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.16%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.99%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.78%	95.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.27%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.60%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.97%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.29%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.83%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.27%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.04%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.21%	99.15%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.96%	94.80%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.97%	95.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.66%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.01%	95.56%
CHEMBL3194	P02766	Transthyretin	80.78%	90.71%

Plants that contains it

• Allium victorialis
• Blepharis scindica
• Ciliosemina pedunculata
• Frullania brittoniae
• Latua pubiflora
• Leionema gracile
• Nymphaea odorata
• Podophyllum hexandrum
• Potentilla indica
• Rhododendron tomentosum
• Rudbeckia hirta
• Schraderanthus viscosa
• Solanum stramoniifolium

Cross-Links

• PubChem: 25230434
• NPASS: NPC116864
• LOTUS: LTS0049535
• wikiData: Q105112717