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

Details

• Internal ID: cbee14df-534c-496e-a712-5bda7a58b8e6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC(=C(C=C4)O)O)O)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC(=C(C=C4)O)O)O)O)O)O
• InChI: InChI=1S/C23H22O13/c1-8(24)33-7-15-17(28)19(30)21(32)23(36-15)34-10-5-13(27)16-14(6-10)35-22(20(31)18(16)29)9-2-3-11(25)12(26)4-9/h2-6,15,17,19,21,23,25-28,30-32H,7H2,1H3/t15-,17-,19+,21-,23-/m1/s1
• InChI Key: VCENEKCOSRMNSZ-MQEWLLHDSA-N
• Popularity: 0 references 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

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	-	0.9163	91.63%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6926	69.26%
OATP2B1 inhibitior	-	0.5458	54.58%
OATP1B1 inhibitior	+	0.9176	91.76%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7467	74.67%
P-glycoprotein inhibitior	-	0.5143	51.43%
P-glycoprotein substrate	-	0.6796	67.96%
CYP3A4 substrate	+	0.6561	65.61%
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	+	0.8748	87.48%
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	-	0.8872	88.72%
Skin irritation	-	0.8133	81.33%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	+	0.7236	72.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6489	64.89%
Micronuclear	+	0.5892	58.92%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9339	93.39%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9204	92.04%
Acute Oral Toxicity (c)	III	0.5815	58.15%
Estrogen receptor binding	+	0.7668	76.68%
Androgen receptor binding	+	0.6744	67.44%
Thyroid receptor binding	-	0.5063	50.63%
Glucocorticoid receptor binding	+	0.6331	63.31%
Aromatase binding	+	0.5375	53.75%
PPAR gamma	+	0.6884	68.84%
Honey bee toxicity	-	0.7827	78.27%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
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	99.63%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.57%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.25%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.09%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.29%	95.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.44%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	94.28%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.79%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.22%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.10%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.49%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.75%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.70%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.62%	95.78%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.58%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.45%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.87%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.27%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.59%	94.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.44%	90.71%
CHEMBL3194	P02766	Transthyretin	80.34%	90.71%

Plants that contains it

• Carthamus tinctorius

Cross-Links

• PubChem: 162968742
• LOTUS: LTS0000724
• wikiData: Q105283654