(2R)-2-benzyl-2-methoxyfuro[2,3-e][1]benzofuran-3-one

Details

• Internal ID: e966727c-e036-4a59-8b68-33724f28bbb0
• Taxonomy: Phenylpropanoids and polyketides > Aurone flavonoids
• IUPAC Name: (2R)-2-benzyl-2-methoxyfuro[2,3-e][1]benzofuran-3-one
• InChI: InChI=1S/C18H14O4/c1-20-18(11-12-5-3-2-4-6-12)17(19)14-7-8-15-13(9-10-21-15)16(14)22-18/h2-10H,11H2,1H3/t18-/m1/s1
• InChI Key: ZDPDYRQJYGVUMW-GOSISDBHSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₄
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.08920892 g/mol
• Topological Polar Surface Area (TPSA): 48.70 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.59
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.7831	78.31%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6774	67.74%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8776	87.76%
OATP1B3 inhibitior	+	0.9699	96.99%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7026	70.26%
P-glycoprotein inhibitior	-	0.7363	73.63%
P-glycoprotein substrate	-	0.7610	76.10%
CYP3A4 substrate	+	0.5765	57.65%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.7677	76.77%
CYP3A4 inhibition	+	0.5223	52.23%
CYP2C9 inhibition	-	0.5997	59.97%
CYP2C19 inhibition	+	0.7473	74.73%
CYP2D6 inhibition	-	0.7854	78.54%
CYP1A2 inhibition	-	0.5244	52.44%
CYP2C8 inhibition	+	0.6456	64.56%
CYP inhibitory promiscuity	+	0.6855	68.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Warning	0.3906	39.06%
Eye corrosion	-	0.9717	97.17%
Eye irritation	-	0.9203	92.03%
Skin irritation	-	0.6944	69.44%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4162	41.62%
Micronuclear	+	0.5618	56.18%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7357	73.57%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.5884	58.84%
Acute Oral Toxicity (c)	III	0.6280	62.80%
Estrogen receptor binding	+	0.9268	92.68%
Androgen receptor binding	+	0.8475	84.75%
Thyroid receptor binding	-	0.5715	57.15%
Glucocorticoid receptor binding	+	0.5646	56.46%
Aromatase binding	+	0.8656	86.56%
PPAR gamma	+	0.5529	55.29%
Honey bee toxicity	-	0.7517	75.17%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9648	96.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.93%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.18%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.03%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	92.29%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	88.95%	90.17%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.03%	94.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.20%	85.14%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.33%	92.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.84%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	81.40%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.80%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.29%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.10%	99.23%

Plants that contains it

• Lonchocarpus castilloi

Cross-Links

• PubChem: 162988084
• LOTUS: LTS0052501
• wikiData: Q105372532