5-hydroxy-7-methoxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one

Details

• Internal ID: abeb98e9-5432-47ff-8ac0-20265ac5c915
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5-hydroxy-7-methoxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• InChI: InChI=1S/C22H22O10/c1-29-12-6-13(24)18-14(25)8-15(31-16(18)7-12)10-2-4-11(5-3-10)30-22-21(28)20(27)19(26)17(9-23)32-22/h2-8,17,19-24,26-28H,9H2,1H3/t17-,19-,20+,21-,22-/m1/s1
• InChI Key: KRISWBIWIPUPNR-MIUGBVLSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₁₀
• Molecular Weight: 446.40 g/mol
• Exact Mass: 446.12129689 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5260	52.60%
Caco-2	-	0.8254	82.54%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6557	65.57%
OATP2B1 inhibitior	-	0.5606	56.06%
OATP1B1 inhibitior	+	0.9290	92.90%
OATP1B3 inhibitior	+	0.9769	97.69%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4699	46.99%
P-glycoprotein inhibitior	-	0.4641	46.41%
P-glycoprotein substrate	-	0.7924	79.24%
CYP3A4 substrate	+	0.5723	57.23%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9163	91.63%
CYP2C9 inhibition	-	0.9190	91.90%
CYP2C19 inhibition	-	0.9328	93.28%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.9244	92.44%
CYP2C8 inhibition	+	0.6328	63.28%
CYP inhibitory promiscuity	-	0.7508	75.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6401	64.01%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9254	92.54%
Skin irritation	-	0.8212	82.12%
Skin corrosion	-	0.9640	96.40%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5173	51.73%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.9500	95.00%
skin sensitisation	-	0.9413	94.13%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8621	86.21%
Acute Oral Toxicity (c)	III	0.7074	70.74%
Estrogen receptor binding	+	0.7488	74.88%
Androgen receptor binding	+	0.7524	75.24%
Thyroid receptor binding	-	0.4892	48.92%
Glucocorticoid receptor binding	+	0.5863	58.63%
Aromatase binding	+	0.5816	58.16%
PPAR gamma	+	0.8173	81.73%
Honey bee toxicity	-	0.7841	78.41%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.6483	64.83%

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	99.45%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.79%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.22%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.03%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.52%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.89%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.13%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.65%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.10%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.84%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.78%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.54%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.40%	99.17%
CHEMBL220	P22303	Acetylcholinesterase	86.55%	94.45%
CHEMBL1907	P15144	Aminopeptidase N	84.07%	93.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.86%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.11%	94.45%
CHEMBL3194	P02766	Transthyretin	82.13%	90.71%
CHEMBL4208	P20618	Proteasome component C5	81.50%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.96%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.66%	96.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.38%	90.71%

Plants that contains it

• Curculigo sinensis
• Equisetum arvense
• Linum usitatissimum

Cross-Links

• PubChem: 12305153
• LOTUS: LTS0245525
• wikiData: Q105145035