(6,6,9a-trimethyl-1-oxo-4,5,5a,7,8,9-hexahydro-3H-benzo[e][2]benzofuran-5-yl) 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: fe4bc339-7d95-4f2a-8188-913eb317e2b5
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (6,6,9a-trimethyl-1-oxo-4,5,5a,7,8,9-hexahydro-3H-benzo[e][2]benzofuran-5-yl) 3-(4-hydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C24H28O5/c1-23(2)11-4-12-24(3)20-16(14-28-22(20)27)13-18(21(23)24)29-19(26)10-7-15-5-8-17(25)9-6-15/h5-10,18,21,25H,4,11-14H2,1-3H3
• InChI Key: FLLYIKBNXZGXFU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₅
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.19367399 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.41
• 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	+	0.9959	99.59%
Caco-2	+	0.4939	49.39%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8562	85.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8658	86.58%
OATP1B3 inhibitior	+	0.8514	85.14%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9002	90.02%
P-glycoprotein inhibitior	+	0.7367	73.67%
P-glycoprotein substrate	-	0.7365	73.65%
CYP3A4 substrate	+	0.6645	66.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8930	89.30%
CYP3A4 inhibition	-	0.6194	61.94%
CYP2C9 inhibition	+	0.5592	55.92%
CYP2C19 inhibition	-	0.6002	60.02%
CYP2D6 inhibition	-	0.8135	81.35%
CYP1A2 inhibition	+	0.5912	59.12%
CYP2C8 inhibition	+	0.7322	73.22%
CYP inhibitory promiscuity	-	0.7608	76.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5280	52.80%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9296	92.96%
Skin irritation	-	0.7065	70.65%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6686	66.86%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5548	55.48%
skin sensitisation	-	0.7721	77.21%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.4835	48.35%
Acute Oral Toxicity (c)	III	0.6710	67.10%
Estrogen receptor binding	+	0.7850	78.50%
Androgen receptor binding	+	0.7079	70.79%
Thyroid receptor binding	+	0.6931	69.31%
Glucocorticoid receptor binding	+	0.7879	78.79%
Aromatase binding	+	0.7268	72.68%
PPAR gamma	+	0.6030	60.30%
Honey bee toxicity	-	0.8299	82.99%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9963	99.63%

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%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.27%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.43%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.34%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.90%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.84%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.48%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.68%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.57%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.31%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.76%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.60%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.10%	91.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162814075
• LOTUS: LTS0253297
• wikiData: Q104166508