5,7,6'-trihydroxyflavone 2'-O-beta-D-glucopyranoside

Details

• Internal ID: 92c07c78-d1b1-44ab-a384-93a542654a3f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: 5,7-dihydroxy-2-[2-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• InChI: InChI=1S/C21H20O11/c22-7-15-18(27)19(28)20(29)21(32-15)31-12-3-1-2-9(24)17(12)14-6-11(26)16-10(25)4-8(23)5-13(16)30-14/h1-6,15,18-25,27-29H,7H2/t15-,18-,19+,20-,21-/m1/s1
• InChI Key: YLCGMXKVTQXMCZ-CMWLGVBASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₁₁
• Molecular Weight: 448.40 g/mol
• Exact Mass: 448.10056145 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.24
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

• 5,7,2',6'-tetrahydroxyflavone 2'-O-beta-D-glucoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5116	51.16%
Caco-2	-	0.9132	91.32%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6068	60.68%
OATP2B1 inhibitior	+	0.5950	59.50%
OATP1B1 inhibitior	+	0.9115	91.15%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6551	65.51%
P-glycoprotein inhibitior	-	0.7516	75.16%
P-glycoprotein substrate	-	0.7404	74.04%
CYP3A4 substrate	+	0.5967	59.67%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8575	85.75%
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	+	0.6594	65.94%
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	-	0.8277	82.77%
Skin irritation	-	0.8036	80.36%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4622	46.22%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9122	91.22%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6048	60.48%
Acute Oral Toxicity (c)	III	0.4045	40.45%
Estrogen receptor binding	+	0.7219	72.19%
Androgen receptor binding	+	0.6247	62.47%
Thyroid receptor binding	+	0.5294	52.94%
Glucocorticoid receptor binding	+	0.6606	66.06%
Aromatase binding	+	0.5860	58.60%
PPAR gamma	+	0.6582	65.82%
Honey bee toxicity	-	0.7467	74.67%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6950	69.50%
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	99.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.17%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.38%	89.00%
CHEMBL3194	P02766	Transthyretin	94.23%	90.71%
CHEMBL220	P22303	Acetylcholinesterase	93.41%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.73%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.47%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.99%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.17%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.96%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.43%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.69%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.28%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	81.18%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.94%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.70%	97.09%

Plants that contains it

• Scutellaria baicalensis

Cross-Links

• PubChem: 102445445
• LOTUS: LTS0240477
• wikiData: Q105350058