2-(3,5-dihydroxyphenyl)-8-methyl-7H-furo[2,3-g][1]benzoxepine-5,8-diol

Details

• Internal ID: 1b68cb09-8fd7-4b16-83be-74d7b59a6676
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(3,5-dihydroxyphenyl)-8-methyl-7H-furo[2,3-g][1]benzoxepine-5,8-diol
• InChI: InChI=1S/C19H16O6/c1-19(23)3-2-14-17-11(6-15(22)18(14)24-9-19)7-16(25-17)10-4-12(20)8-13(21)5-10/h2-8,20-23H,9H2,1H3
• InChI Key: ZSPJQWURBDGIJH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₆
• Molecular Weight: 340.30 g/mol
• Exact Mass: 340.09468823 g/mol
• Topological Polar Surface Area (TPSA): 103.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.37
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9788	97.88%
Caco-2	+	0.6160	61.60%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5873	58.73%
OATP2B1 inhibitior	+	0.5722	57.22%
OATP1B1 inhibitior	+	0.9247	92.47%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.5942	59.42%
P-glycoprotein substrate	-	0.6071	60.71%
CYP3A4 substrate	+	0.5259	52.59%
CYP2C9 substrate	-	0.6049	60.49%
CYP2D6 substrate	-	0.7442	74.42%
CYP3A4 inhibition	-	0.7011	70.11%
CYP2C9 inhibition	-	0.5392	53.92%
CYP2C19 inhibition	-	0.6183	61.83%
CYP2D6 inhibition	-	0.7649	76.49%
CYP1A2 inhibition	-	0.6447	64.47%
CYP2C8 inhibition	+	0.6558	65.58%
CYP inhibitory promiscuity	+	0.6418	64.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.3667	36.67%
Eye corrosion	-	0.9915	99.15%
Eye irritation	+	0.7212	72.12%
Skin irritation	-	0.7484	74.84%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4834	48.34%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.5833	58.33%
skin sensitisation	-	0.7833	78.33%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4561	45.61%
Acute Oral Toxicity (c)	III	0.5270	52.70%
Estrogen receptor binding	+	0.9695	96.95%
Androgen receptor binding	+	0.8013	80.13%
Thyroid receptor binding	+	0.6733	67.33%
Glucocorticoid receptor binding	+	0.9071	90.71%
Aromatase binding	+	0.8486	84.86%
PPAR gamma	+	0.8889	88.89%
Honey bee toxicity	-	0.8317	83.17%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9341	93.41%

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	98.83%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.60%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.93%	86.33%
CHEMBL242	Q92731	Estrogen receptor beta	89.14%	98.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.57%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.83%	94.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.52%	85.11%
CHEMBL4208	P20618	Proteasome component C5	84.77%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.15%	93.99%
CHEMBL230	P35354	Cyclooxygenase-2	83.61%	89.63%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.41%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.21%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	81.73%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.61%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.56%	97.09%

Plants that contains it

• Morus mesozygia

Cross-Links

• PubChem: 42605311
• LOTUS: LTS0099148
• wikiData: Q105382627