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

Details

• Internal ID: a92a3fb1-f88c-41b7-8a1c-5d0976bfdd2f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2R,3R,4R,5S)-4,5-dihydroxy-3-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5,6-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• InChI: InChI=1S/C25H26O14/c26-10-3-1-9(2-4-10)14-5-11(27)17-15(37-14)6-16(20(32)21(17)33)38-25-23(19(31)13(29)8-36-25)39-24-22(34)18(30)12(28)7-35-24/h1-6,12-13,18-19,22-26,28-34H,7-8H2/t12-,13-,18+,19+,22+,23+,24+,25+/m0/s1
• InChI Key: JULUBRPGFQSYOZ-DDTRRZMPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₁₄
• Molecular Weight: 550.50 g/mol
• Exact Mass: 550.13225550 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.14
• 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	+	0.6211	62.11%
Caco-2	-	0.9317	93.17%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5722	57.22%
OATP2B1 inhibitior	-	0.5538	55.38%
OATP1B1 inhibitior	+	0.8823	88.23%
OATP1B3 inhibitior	+	0.8537	85.37%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6630	66.30%
P-glycoprotein inhibitior	-	0.6922	69.22%
P-glycoprotein substrate	-	0.5731	57.31%
CYP3A4 substrate	+	0.6514	65.14%
CYP2C9 substrate	-	0.6831	68.31%
CYP2D6 substrate	-	0.8574	85.74%
CYP3A4 inhibition	-	0.9337	93.37%
CYP2C9 inhibition	-	0.9448	94.48%
CYP2C19 inhibition	-	0.9039	90.39%
CYP2D6 inhibition	-	0.9145	91.45%
CYP1A2 inhibition	-	0.9101	91.01%
CYP2C8 inhibition	+	0.7343	73.43%
CYP inhibitory promiscuity	-	0.9120	91.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6313	63.13%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.7968	79.68%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4110	41.10%
Micronuclear	+	0.7733	77.33%
Hepatotoxicity	-	0.7196	71.96%
skin sensitisation	-	0.8955	89.55%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9353	93.53%
Acute Oral Toxicity (c)	III	0.4689	46.89%
Estrogen receptor binding	+	0.8304	83.04%
Androgen receptor binding	+	0.7484	74.84%
Thyroid receptor binding	+	0.5688	56.88%
Glucocorticoid receptor binding	+	0.6045	60.45%
Aromatase binding	+	0.7304	73.04%
PPAR gamma	+	0.8252	82.52%
Honey bee toxicity	-	0.6180	61.80%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8266	82.66%

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	99.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.41%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.13%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.94%	89.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	93.47%	95.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.11%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.72%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	91.19%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.67%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.60%	94.45%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.70%	95.64%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.71%	83.57%
CHEMBL3194	P02766	Transthyretin	87.30%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.73%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.50%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.90%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.99%	86.92%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.97%	96.77%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	83.93%	89.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.54%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.51%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.41%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.26%	99.15%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.11%	97.28%

Plants that contains it

• Veronica stenophylla

Cross-Links

• PubChem: 163104629
• LOTUS: LTS0130441
• wikiData: Q105135319