[(2R,3S,4S,5R,6S)-6-[5,6-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: 516270c2-bd56-4252-b383-7f4037e3ff8e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[5,6-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=C(C(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C(=C4)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=C(C(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C(=C4)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C23H22O14/c1-7(24)34-6-15-19(30)21(32)22(33)23(37-15)36-14-5-13-16(20(31)18(14)29)9(25)4-12(35-13)8-2-10(26)17(28)11(27)3-8/h2-5,15,19,21-23,26-33H,6H2,1H3/t15-,19-,21+,22-,23-/m1/s1
• InChI Key: SYZSJYREQFIQIC-UGPBBDQXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₁₄
• Molecular Weight: 522.40 g/mol
• Exact Mass: 522.10095537 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.26
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5759	57.59%
Caco-2	-	0.9012	90.12%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6926	69.26%
OATP2B1 inhibitior	-	0.5491	54.91%
OATP1B1 inhibitior	+	0.8425	84.25%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7608	76.08%
P-glycoprotein inhibitior	-	0.5266	52.66%
P-glycoprotein substrate	-	0.6681	66.81%
CYP3A4 substrate	+	0.6054	60.54%
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	+	0.6224	62.24%
CYP inhibitory promiscuity	-	0.8491	84.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7134	71.34%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.8816	88.16%
Skin irritation	-	0.8133	81.33%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.5964	59.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6575	65.75%
Micronuclear	+	0.5892	58.92%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9339	93.39%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9029	90.29%
Acute Oral Toxicity (c)	III	0.5815	58.15%
Estrogen receptor binding	+	0.7848	78.48%
Androgen receptor binding	+	0.6940	69.40%
Thyroid receptor binding	+	0.5163	51.63%
Glucocorticoid receptor binding	+	0.6039	60.39%
Aromatase binding	-	0.5220	52.20%
PPAR gamma	+	0.6586	65.86%
Honey bee toxicity	-	0.7690	76.90%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6249	62.49%
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	99.54%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.31%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.13%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.12%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.89%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.72%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	91.39%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.07%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.86%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.85%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	88.74%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.19%	94.45%
CHEMBL3194	P02766	Transthyretin	84.40%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.70%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.33%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.63%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.26%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.20%	89.34%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.47%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	80.42%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.41%	97.36%

Plants that contains it

• Halophila ovalis subsp. ovalis

Cross-Links

• PubChem: 102025780
• LOTUS: LTS0057420
• wikiData: Q105263900