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

Details

• Internal ID: 7f9e6d22-17ac-4b3b-a396-29118222a14b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O)O)OC(=O)C
• SMILES (Isomeric): C[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)OC(=O)C
• InChI: InChI=1S/C23H22O12/c1-8-20(33-9(2)24)18(30)19(31)23(32-8)35-22-17(29)16-14(28)6-11(25)7-15(16)34-21(22)10-3-4-12(26)13(27)5-10/h3-8,18-20,23,25-28,30-31H,1-2H3/t8-,18-,19+,20-,23-/m0/s1
• InChI Key: PULIAKAXXDVGQY-DUCLCJKQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₁₂
• Molecular Weight: 490.40 g/mol
• Exact Mass: 490.11112613 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7155	71.55%
Caco-2	-	0.8497	84.97%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7198	71.98%
OATP2B1 inhibitior	+	0.5854	58.54%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5784	57.84%
P-glycoprotein inhibitior	+	0.6479	64.79%
P-glycoprotein substrate	-	0.6025	60.25%
CYP3A4 substrate	+	0.6660	66.60%
CYP2C9 substrate	+	0.5334	53.34%
CYP2D6 substrate	-	0.8764	87.64%
CYP3A4 inhibition	-	0.8092	80.92%
CYP2C9 inhibition	-	0.8456	84.56%
CYP2C19 inhibition	-	0.9033	90.33%
CYP2D6 inhibition	-	0.9601	96.01%
CYP1A2 inhibition	-	0.8248	82.48%
CYP2C8 inhibition	+	0.8643	86.43%
CYP inhibitory promiscuity	-	0.7646	76.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6520	65.20%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8796	87.96%
Skin irritation	-	0.7203	72.03%
Skin corrosion	-	0.9297	92.97%
Ames mutagenesis	+	0.5963	59.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5999	59.99%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9162	91.62%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7776	77.76%
Acute Oral Toxicity (c)	III	0.5136	51.36%
Estrogen receptor binding	+	0.7186	71.86%
Androgen receptor binding	+	0.7812	78.12%
Thyroid receptor binding	-	0.5359	53.59%
Glucocorticoid receptor binding	+	0.6833	68.33%
Aromatase binding	-	0.6023	60.23%
PPAR gamma	+	0.6202	62.02%
Honey bee toxicity	-	0.7590	75.90%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9691	96.91%

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	99.35%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.37%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.56%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.84%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.17%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.75%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.20%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.60%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	90.41%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.28%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.34%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.49%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.66%	99.23%
CHEMBL3194	P02766	Transthyretin	87.17%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.68%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.93%	95.78%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.93%	94.42%
CHEMBL4208	P20618	Proteasome component C5	83.57%	90.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.98%	81.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.93%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	80.47%	91.19%

Plants that contains it

• Betula pendula subsp. mandshurica

Cross-Links

• PubChem: 14728861
• LOTUS: LTS0146276
• wikiData: Q105215147