1-[2-[(1S,4S)-8-acetyl-4-hydroxy-1,4-dimethyl-2,3-dihydrodibenzofuran-1-yl]-1-benzofuran-5-yl]ethanone

Details

• Internal ID: 901eb6a1-167f-4194-b3eb-5c603e42c2f5
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-[2-[(1S,4S)-8-acetyl-4-hydroxy-1,4-dimethyl-2,3-dihydrodibenzofuran-1-yl]-1-benzofuran-5-yl]ethanone
• SMILES (Canonical): CC(=O)C1=CC2=C(C=C1)OC(=C2)C3(CCC(C4=C3C5=C(O4)C=CC(=C5)C(=O)C)(C)O)C
• SMILES (Isomeric): CC(=O)C1=CC2=C(C=C1)OC(=C2)[C@]3(CC[C@](C4=C3C5=C(O4)C=CC(=C5)C(=O)C)(C)O)C
• InChI: InChI=1S/C26H24O5/c1-14(27)16-5-7-20-18(11-16)13-22(30-20)25(3)9-10-26(4,29)24-23(25)19-12-17(15(2)28)6-8-21(19)31-24/h5-8,11-13,29H,9-10H2,1-4H3/t25-,26+/m1/s1
• InChI Key: MLBPWTDFMXETIN-FTJBHMTQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₄O₅
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.16237386 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 5.89
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	-	0.6365	63.65%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7970	79.70%
OATP2B1 inhibitior	-	0.7147	71.47%
OATP1B1 inhibitior	+	0.9161	91.61%
OATP1B3 inhibitior	+	0.8629	86.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7787	77.87%
BSEP inhibitior	+	0.9370	93.70%
P-glycoprotein inhibitior	+	0.7284	72.84%
P-glycoprotein substrate	-	0.5587	55.87%
CYP3A4 substrate	+	0.5961	59.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7918	79.18%
CYP3A4 inhibition	-	0.7230	72.30%
CYP2C9 inhibition	-	0.8039	80.39%
CYP2C19 inhibition	-	0.8713	87.13%
CYP2D6 inhibition	-	0.9147	91.47%
CYP1A2 inhibition	-	0.7399	73.99%
CYP2C8 inhibition	+	0.5325	53.25%
CYP inhibitory promiscuity	-	0.9414	94.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4888	48.88%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8585	85.85%
Skin irritation	-	0.7181	71.81%
Skin corrosion	-	0.8935	89.35%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8416	84.16%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5699	56.99%
skin sensitisation	-	0.8386	83.86%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7381	73.81%
Acute Oral Toxicity (c)	III	0.6284	62.84%
Estrogen receptor binding	+	0.7520	75.20%
Androgen receptor binding	+	0.8141	81.41%
Thyroid receptor binding	+	0.6830	68.30%
Glucocorticoid receptor binding	+	0.6859	68.59%
Aromatase binding	+	0.6442	64.42%
PPAR gamma	+	0.7748	77.48%
Honey bee toxicity	-	0.9387	93.87%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9379	93.79%

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	95.56%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.77%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.15%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.71%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.00%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.86%	91.19%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.37%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.01%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.01%	92.94%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.47%	85.30%
CHEMBL4208	P20618	Proteasome component C5	82.15%	90.00%

Plants that contains it

• Ophryosporus charua

Cross-Links

• PubChem: 101936585
• LOTUS: LTS0205843
• wikiData: Q105166454