5,7-dihydroxy-3-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-[4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]chromen-4-one

Details

• Internal ID: 442bf463-69bb-4768-aaeb-37a745f2c955
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5,7-dihydroxy-3-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-[4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]chromen-4-one
• InChI: InChI=1S/C26H28O14/c1-9-17(30)20(33)22(35)26(37-9)40-24-19(32)16-13(28)6-11(27)7-15(16)39-23(24)10-2-4-12(5-3-10)38-25-21(34)18(31)14(29)8-36-25/h2-7,9,14,17-18,20-22,25-31,33-35H,8H2,1H3/t9-,14+,17-,18-,20+,21+,22+,25-,26-/m1/s1
• InChI Key: JNCDGNJMRRVEGE-ACWCUXQPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₄
• Molecular Weight: 564.50 g/mol
• Exact Mass: 564.14790556 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7160	71.60%
Caco-2	-	0.9082	90.82%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6720	67.20%
OATP2B1 inhibitior	-	0.5586	55.86%
OATP1B1 inhibitior	+	0.9215	92.15%
OATP1B3 inhibitior	+	0.8917	89.17%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5683	56.83%
P-glycoprotein inhibitior	-	0.4688	46.88%
P-glycoprotein substrate	-	0.5078	50.78%
CYP3A4 substrate	+	0.6658	66.58%
CYP2C9 substrate	-	0.7354	73.54%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.9278	92.78%
CYP2C9 inhibition	-	0.9538	95.38%
CYP2C19 inhibition	-	0.9355	93.55%
CYP2D6 inhibition	-	0.9268	92.68%
CYP1A2 inhibition	-	0.8650	86.50%
CYP2C8 inhibition	+	0.7931	79.31%
CYP inhibitory promiscuity	-	0.8976	89.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6476	64.76%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9083	90.83%
Skin irritation	-	0.7836	78.36%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	+	0.5963	59.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.6448	64.48%
Micronuclear	+	0.7433	74.33%
Hepatotoxicity	-	0.6073	60.73%
skin sensitisation	-	0.9187	91.87%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9391	93.91%
Acute Oral Toxicity (c)	III	0.5953	59.53%
Estrogen receptor binding	+	0.7776	77.76%
Androgen receptor binding	+	0.6470	64.70%
Thyroid receptor binding	+	0.5398	53.98%
Glucocorticoid receptor binding	+	0.6407	64.07%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7274	72.74%
Honey bee toxicity	-	0.7501	75.01%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.8557	85.57%

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	99.52%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.37%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.85%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.56%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.23%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.47%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.08%	99.15%
CHEMBL4208	P20618	Proteasome component C5	92.01%	90.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.33%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.88%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.92%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	88.98%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.68%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.03%	95.78%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.39%	96.12%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.49%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.75%	99.23%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.98%	95.53%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.70%	80.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.83%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.54%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.47%	92.94%

Plants that contains it

• Dysphania ambrosioides

Cross-Links

• PubChem: 162919094
• LOTUS: LTS0243982
• wikiData: Q105131815