3-hydroxy-4-methyl-2-[(6E,8E)-6-methyl-9-(7-methyl-5,6-dihydro-4H-1-benzofuran-7-yl)-2-methylidenenona-6,8-dienyl]-2H-furan-5-one

Details

• Internal ID: 35cab9a7-3ba6-4185-a76f-e16b0a458fc3
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 3-hydroxy-4-methyl-2-[(6E,8E)-6-methyl-9-(7-methyl-5,6-dihydro-4H-1-benzofuran-7-yl)-2-methylidenenona-6,8-dienyl]-2H-furan-5-one
• SMILES (Canonical): CC1=C(C(OC1=O)CC(=C)CCCC(=CC=CC2(CCCC3=C2OC=C3)C)C)O
• SMILES (Isomeric): CC1=C(C(OC1=O)CC(=C)CCC/C(=C/C=C/C2(CCCC3=C2OC=C3)C)/C)O
• InChI: InChI=1S/C25H32O4/c1-17(8-5-9-18(2)16-21-22(26)19(3)24(27)29-21)10-6-13-25(4)14-7-11-20-12-15-28-23(20)25/h6,10,12-13,15,21,26H,2,5,7-9,11,14,16H2,1,3-4H3/b13-6+,17-10+
• InChI Key: ZHHNVJQWMQXRSX-DYIFNMLVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₄
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.23005950 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.25
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	-	0.6547	65.47%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7131	71.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8004	80.04%
OATP1B3 inhibitior	-	0.3285	32.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7275	72.75%
P-glycoprotein inhibitior	+	0.7240	72.40%
P-glycoprotein substrate	-	0.5925	59.25%
CYP3A4 substrate	+	0.6842	68.42%
CYP2C9 substrate	+	0.6064	60.64%
CYP2D6 substrate	-	0.8854	88.54%
CYP3A4 inhibition	-	0.6678	66.78%
CYP2C9 inhibition	-	0.7976	79.76%
CYP2C19 inhibition	-	0.7569	75.69%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	+	0.6149	61.49%
CYP2C8 inhibition	+	0.5340	53.40%
CYP inhibitory promiscuity	-	0.8799	87.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5705	57.05%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.5387	53.87%
Skin corrosion	-	0.9239	92.39%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7453	74.53%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5402	54.02%
skin sensitisation	-	0.7673	76.73%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7725	77.25%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8048	80.48%
Acute Oral Toxicity (c)	III	0.3929	39.29%
Estrogen receptor binding	+	0.6872	68.72%
Androgen receptor binding	+	0.6458	64.58%
Thyroid receptor binding	+	0.6187	61.87%
Glucocorticoid receptor binding	+	0.6898	68.98%
Aromatase binding	+	0.6707	67.07%
PPAR gamma	+	0.6960	69.60%
Honey bee toxicity	-	0.8294	82.94%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9967	99.67%

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	98.49%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.98%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.72%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.58%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.73%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.38%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.97%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.93%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.96%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.54%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.40%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.92%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54715741
• LOTUS: LTS0260598
• wikiData: Q105375739