Bireticulol

Details

• Internal ID: 249a6232-1e84-4927-976d-e939544682a4
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 5-(6,8-dihydroxy-7-methoxy-3-methyl-1-oxoisochromen-5-yl)-6,8-dihydroxy-7-methoxy-3-methylisochromen-1-one
• InChI: InChI=1S/C22H18O10/c1-7-5-9-11(15(23)19(29-3)17(25)13(9)21(27)31-7)12-10-6-8(2)32-22(28)14(10)18(26)20(30-4)16(12)24/h5-6,23-26H,1-4H3
• InChI Key: KPZMGGATZAUIMT-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₈O₁₀
• Molecular Weight: 442.40 g/mol
• Exact Mass: 442.08999677 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• CHEMBL3797721

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8287	82.87%
Caco-2	-	0.5451	54.51%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6485	64.85%
OATP2B1 inhibitior	-	0.6980	69.80%
OATP1B1 inhibitior	+	0.8423	84.23%
OATP1B3 inhibitior	-	0.2477	24.77%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7256	72.56%
P-glycoprotein inhibitior	-	0.5268	52.68%
P-glycoprotein substrate	-	0.9401	94.01%
CYP3A4 substrate	-	0.5212	52.12%
CYP2C9 substrate	-	0.5374	53.74%
CYP2D6 substrate	-	0.8728	87.28%
CYP3A4 inhibition	-	0.8126	81.26%
CYP2C9 inhibition	-	0.8931	89.31%
CYP2C19 inhibition	-	0.9295	92.95%
CYP2D6 inhibition	-	0.9150	91.50%
CYP1A2 inhibition	-	0.8294	82.94%
CYP2C8 inhibition	-	0.7052	70.52%
CYP inhibitory promiscuity	-	0.6431	64.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4908	49.08%
Eye corrosion	-	0.9875	98.75%
Eye irritation	+	0.5745	57.45%
Skin irritation	-	0.7645	76.45%
Skin corrosion	-	0.9560	95.60%
Ames mutagenesis	+	0.5636	56.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5965	59.65%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9423	94.23%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8348	83.48%
Acute Oral Toxicity (c)	III	0.4654	46.54%
Estrogen receptor binding	+	0.8517	85.17%
Androgen receptor binding	+	0.5967	59.67%
Thyroid receptor binding	+	0.5189	51.89%
Glucocorticoid receptor binding	+	0.7123	71.23%
Aromatase binding	+	0.6212	62.12%
PPAR gamma	+	0.7686	76.86%
Honey bee toxicity	-	0.9368	93.68%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9335	93.35%

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	98.63%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.00%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.83%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.44%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.02%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.45%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.24%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.26%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.00%	99.23%
CHEMBL1871	P10275	Androgen Receptor	83.52%	96.43%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.25%	93.65%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.32%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.15%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.30%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 52921503
• LOTUS: LTS0152122
• wikiData: Q105015186