[(2S,3R,4S,5R)-2-[3-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxochromen-5-yl]oxy-4,5-dihydroxyoxan-3-yl] acetate

Details

• Internal ID: 403dac59-1683-402f-87a8-0d4dfe0873da
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: [(2S,3R,4S,5R)-2-[3-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxochromen-5-yl]oxy-4,5-dihydroxyoxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(COC1OC2=CC(=CC3=C2C(=O)C(=CO3)C4=CC(=C(C=C4)O)O)O)O)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]([C@@H](CO[C@H]1OC2=CC(=CC3=C2C(=O)C(=CO3)C4=CC(=C(C=C4)O)O)O)O)O
• InChI: InChI=1S/C22H20O11/c1-9(23)32-21-20(29)15(27)8-31-22(21)33-17-6-11(24)5-16-18(17)19(28)12(7-30-16)10-2-3-13(25)14(26)4-10/h2-7,15,20-22,24-27,29H,8H2,1H3/t15-,20+,21-,22+/m1/s1
• InChI Key: SJXMPDXIPYWHFC-OUWXYEHJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀O₁₁
• Molecular Weight: 460.40 g/mol
• Exact Mass: 460.10056145 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9028	90.28%
Caco-2	-	0.8823	88.23%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7993	79.93%
OATP2B1 inhibitior	-	0.5554	55.54%
OATP1B1 inhibitior	+	0.9320	93.20%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7852	78.52%
P-glycoprotein inhibitior	-	0.4336	43.36%
P-glycoprotein substrate	-	0.5866	58.66%
CYP3A4 substrate	+	0.6683	66.83%
CYP2C9 substrate	-	0.6350	63.50%
CYP2D6 substrate	-	0.8715	87.15%
CYP3A4 inhibition	-	0.9724	97.24%
CYP2C9 inhibition	-	0.8760	87.60%
CYP2C19 inhibition	-	0.8903	89.03%
CYP2D6 inhibition	-	0.9641	96.41%
CYP1A2 inhibition	-	0.8309	83.09%
CYP2C8 inhibition	+	0.6764	67.64%
CYP inhibitory promiscuity	-	0.9617	96.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6507	65.07%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8955	89.55%
Skin irritation	-	0.8119	81.19%
Skin corrosion	-	0.9485	94.85%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5345	53.45%
Micronuclear	+	0.7733	77.33%
Hepatotoxicity	-	0.5196	51.96%
skin sensitisation	-	0.9135	91.35%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7276	72.76%
Acute Oral Toxicity (c)	III	0.6336	63.36%
Estrogen receptor binding	+	0.7910	79.10%
Androgen receptor binding	+	0.7594	75.94%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7384	73.84%
Aromatase binding	-	0.6629	66.29%
PPAR gamma	+	0.6390	63.90%
Honey bee toxicity	-	0.7079	70.79%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5151	51.51%
Fish aquatic toxicity	+	0.9119	91.19%

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	99.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.35%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.10%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	94.52%	83.82%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	93.01%	95.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.02%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.48%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.69%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	89.13%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.09%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.80%	95.64%
CHEMBL1951	P21397	Monoamine oxidase A	88.18%	91.49%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.23%	80.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.62%	86.33%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	85.65%	97.53%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.12%	99.23%
CHEMBL3194	P02766	Transthyretin	83.54%	90.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.34%	97.28%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.81%	94.42%
CHEMBL4208	P20618	Proteasome component C5	82.47%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.25%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.70%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.35%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.35%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.98%	94.45%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.56%	83.00%

Plants that contains it

• Nymphaea ampla

Cross-Links

• PubChem: 102400090
• LOTUS: LTS0033560
• wikiData: Q105254623