(2R,3R)-3-(3,5-dihydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydronaphtho[2,1-e][1]benzofuran-8,10-diol

Details

• Internal ID: 08b1677f-2a45-4672-8a9d-89a3be1a9325
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2R,3R)-3-(3,5-dihydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydronaphtho[2,1-e][1]benzofuran-8,10-diol
• InChI: InChI=1S/C28H20O6/c29-17-5-2-15(3-6-17)28-25(16-9-19(31)11-20(32)10-16)27-21-8-4-14-1-7-18(30)12-22(14)26(21)23(33)13-24(27)34-28/h1-13,25,28-33H/t25-,28+/m1/s1
• InChI Key: VDKPOATUEXOWMH-NAKRPHOHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₀O₆
• Molecular Weight: 452.50 g/mol
• Exact Mass: 452.12598835 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.79
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	-	0.7886	78.86%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6193	61.93%
OATP2B1 inhibitior	+	0.5702	57.02%
OATP1B1 inhibitior	+	0.7505	75.05%
OATP1B3 inhibitior	-	0.3927	39.27%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5608	56.08%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7681	76.81%
CYP3A4 substrate	+	0.5342	53.42%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	+	0.4927	49.27%
CYP3A4 inhibition	-	0.5412	54.12%
CYP2C9 inhibition	+	0.9043	90.43%
CYP2C19 inhibition	+	0.8463	84.63%
CYP2D6 inhibition	-	0.8554	85.54%
CYP1A2 inhibition	+	0.9290	92.90%
CYP2C8 inhibition	+	0.7578	75.78%
CYP inhibitory promiscuity	+	0.9382	93.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4366	43.66%
Eye corrosion	-	0.9898	98.98%
Eye irritation	+	0.7861	78.61%
Skin irritation	+	0.5508	55.08%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7986	79.86%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7985	79.85%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6018	60.18%
Acute Oral Toxicity (c)	III	0.4727	47.27%
Estrogen receptor binding	+	0.6155	61.55%
Androgen receptor binding	+	0.8125	81.25%
Thyroid receptor binding	+	0.7213	72.13%
Glucocorticoid receptor binding	+	0.7277	72.77%
Aromatase binding	+	0.6212	62.12%
PPAR gamma	+	0.8230	82.30%
Honey bee toxicity	-	0.8583	85.83%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9602	96.02%

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	98.74%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.53%	91.49%
CHEMBL242	Q92731	Estrogen receptor beta	92.42%	98.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.52%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.73%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.69%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.66%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.77%	95.56%
CHEMBL3194	P02766	Transthyretin	82.52%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.09%	94.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.31%	91.79%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 49787885
• LOTUS: LTS0105769
• wikiData: Q105284227