7-[3-Amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one

Details

• Internal ID: d1f9816c-3ff1-431b-9ca2-a0f34e2c7aa0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
• InChI: InChI=1S/C22H23NO11/c1-31-12-4-8(2-3-10(12)25)21-20(30)18(28)15-11(26)5-9(6-13(15)33-21)32-22-16(23)19(29)17(27)14(7-24)34-22/h2-6,14,16-17,19,22,24-27,29-30H,7,23H2,1H3
• InChI Key: PDOICZRLIROUNN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₃NO₁₁
• Molecular Weight: 477.40 g/mol
• Exact Mass: 477.12711055 g/mol
• Topological Polar Surface Area (TPSA): 201.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.27
• H-Bond Acceptor: 12
• 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	-	0.7529	75.29%
Caco-2	-	0.8979	89.79%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Nucleus	0.6728	67.28%
OATP2B1 inhibitior	+	0.5834	58.34%
OATP1B1 inhibitior	+	0.9155	91.55%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5234	52.34%
P-glycoprotein inhibitior	-	0.6177	61.77%
P-glycoprotein substrate	-	0.5409	54.09%
CYP3A4 substrate	+	0.6442	64.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8282	82.82%
CYP3A4 inhibition	-	0.9153	91.53%
CYP2C9 inhibition	-	0.8134	81.34%
CYP2C19 inhibition	-	0.7401	74.01%
CYP2D6 inhibition	-	0.8795	87.95%
CYP1A2 inhibition	-	0.8615	86.15%
CYP2C8 inhibition	+	0.8448	84.48%
CYP inhibitory promiscuity	-	0.6520	65.20%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6453	64.53%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9396	93.96%
Skin irritation	-	0.8325	83.25%
Skin corrosion	-	0.9436	94.36%
Ames mutagenesis	+	0.5108	51.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.4047	40.47%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6448	64.48%
skin sensitisation	-	0.8885	88.85%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.9371	93.71%
Acute Oral Toxicity (c)	III	0.6804	68.04%
Estrogen receptor binding	+	0.8578	85.78%
Androgen receptor binding	+	0.6035	60.35%
Thyroid receptor binding	+	0.5251	52.51%
Glucocorticoid receptor binding	+	0.6873	68.73%
Aromatase binding	+	0.6990	69.90%
PPAR gamma	+	0.7575	75.75%
Honey bee toxicity	-	0.7735	77.35%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	-	0.6509	65.09%

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	99.55%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.95%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.71%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.86%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.21%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.83%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.09%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.49%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.72%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.19%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.36%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.31%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.86%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.86%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	88.21%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.84%	95.78%
CHEMBL3194	P02766	Transthyretin	86.00%	90.71%
CHEMBL4208	P20618	Proteasome component C5	84.69%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.46%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.40%	90.71%
CHEMBL3438	Q05513	Protein kinase C zeta	81.20%	88.48%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.03%	97.36%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.49%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.16%	92.94%

Plants that contains it

• Halocnemum strobilaceum

Cross-Links

• PubChem: 74978277
• LOTUS: LTS0060556
• wikiData: Q105206625