3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-8-[2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]chromen-4-one

Details

• Internal ID: f3c4a54e-4d17-40f3-96c2-92e150716775
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-8-[2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]chromen-4-one
• InChI: InChI=1S/C21H20O11/c22-6-11-15(26)17(28)14(21(30)31-11)12-9(24)5-10(25)13-16(27)18(29)19(32-20(12)13)7-1-3-8(23)4-2-7/h1-5,11,14-15,17,21-26,28-30H,6H2
• InChI Key: TWWBWJRDKKSQAW-UHFFFAOYSA-N
• Popularity: 0 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): 197.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.20
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4723	47.23%
Caco-2	-	0.9318	93.18%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5840	58.40%
OATP2B1 inhibitior	+	0.5949	59.49%
OATP1B1 inhibitior	+	0.8062	80.62%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4763	47.63%
P-glycoprotein inhibitior	-	0.6283	62.83%
P-glycoprotein substrate	-	0.7269	72.69%
CYP3A4 substrate	+	0.5652	56.52%
CYP2C9 substrate	-	0.6317	63.17%
CYP2D6 substrate	-	0.8516	85.16%
CYP3A4 inhibition	-	0.9269	92.69%
CYP2C9 inhibition	-	0.9431	94.31%
CYP2C19 inhibition	-	0.9540	95.40%
CYP2D6 inhibition	-	0.9608	96.08%
CYP1A2 inhibition	-	0.9312	93.12%
CYP2C8 inhibition	+	0.7081	70.81%
CYP inhibitory promiscuity	-	0.8760	87.60%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7282	72.82%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.7555	75.55%
Skin irritation	-	0.7830	78.30%
Skin corrosion	-	0.9652	96.52%
Ames mutagenesis	+	0.5245	52.45%
Human Ether-a-go-go-Related Gene inhibition	-	0.5166	51.66%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.5486	54.86%
skin sensitisation	-	0.8955	89.55%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7330	73.30%
Acute Oral Toxicity (c)	IV	0.4244	42.44%
Estrogen receptor binding	+	0.7854	78.54%
Androgen receptor binding	+	0.7113	71.13%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6705	67.05%
Aromatase binding	+	0.6063	60.63%
PPAR gamma	+	0.7580	75.80%
Honey bee toxicity	-	0.8188	81.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7991	79.91%

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	99.64%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.89%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.71%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.01%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.76%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.46%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.93%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.22%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.96%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.60%	91.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.54%	86.92%
CHEMBL3194	P02766	Transthyretin	84.22%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.84%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.91%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.89%	99.17%

Plants that contains it

• Cyclopia intermedia

Cross-Links

• PubChem: 162992472
• LOTUS: LTS0028894
• wikiData: Q105266155