(2S)-2-(2,4-dihydroxyphenyl)-5-hydroxy-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one

Details

• Internal ID: fcfef697-ea3e-4c2b-882b-71f15f7c11c5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: (2S)-2-(2,4-dihydroxyphenyl)-5-hydroxy-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C21H22O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)10-2-1-8(23)3-11(10)24/h1-5,14,16,18-25,27-29H,6-7H2/t14-,16-,18-,19+,20-,21-/m0/s1
• InChI Key: RQVONURISXRADZ-PRRLNRMFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₁₁
• Molecular Weight: 450.40 g/mol
• Exact Mass: 450.11621151 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.31
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5116	51.16%
Caco-2	-	0.9253	92.53%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6068	60.68%
OATP2B1 inhibitior	-	0.5622	56.22%
OATP1B1 inhibitior	+	0.9324	93.24%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6059	60.59%
P-glycoprotein inhibitior	-	0.7475	74.75%
P-glycoprotein substrate	-	0.7774	77.74%
CYP3A4 substrate	+	0.6240	62.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8374	83.74%
CYP3A4 inhibition	-	0.9193	91.93%
CYP2C9 inhibition	-	0.9296	92.96%
CYP2C19 inhibition	-	0.9289	92.89%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.9084	90.84%
CYP2C8 inhibition	-	0.5686	56.86%
CYP inhibitory promiscuity	-	0.7728	77.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7144	71.44%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8636	86.36%
Skin irritation	-	0.8036	80.36%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5932	59.32%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9122	91.22%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6008	60.08%
Acute Oral Toxicity (c)	III	0.4045	40.45%
Estrogen receptor binding	+	0.7381	73.81%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5319	53.19%
Glucocorticoid receptor binding	-	0.4805	48.05%
Aromatase binding	+	0.5912	59.12%
PPAR gamma	+	0.7138	71.38%
Honey bee toxicity	-	0.7032	70.32%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.8218	82.18%

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	99.01%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.29%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.77%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.68%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.28%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.22%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.41%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.33%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.11%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.96%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.63%	86.33%
CHEMBL4208	P20618	Proteasome component C5	85.99%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	85.79%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.57%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.93%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.68%	99.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.28%	96.21%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.09%	85.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.99%	90.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.66%	94.80%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.19%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.60%	91.07%

Plants that contains it

• Euphorbia stepposa

Cross-Links

• PubChem: 162869020
• LOTUS: LTS0005167
• wikiData: Q105243746