[1-[7-[3-(furan-3-yl)propanoyl]-3a,7-dimethyl-3-oxo-4,5,6,7a-tetrahydro-1H-2-benzofuran-1-yl]-2-oxopropyl] acetate

Details

• Internal ID: 99cc5408-c13e-4a1b-a6b9-36d45dd75df2
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: [1-[7-[3-(furan-3-yl)propanoyl]-3a,7-dimethyl-3-oxo-4,5,6,7a-tetrahydro-1H-2-benzofuran-1-yl]-2-oxopropyl] acetate
• SMILES (Canonical): CC(=O)C(C1C2C(CCCC2(C)C(=O)CCC3=COC=C3)(C(=O)O1)C)OC(=O)C
• SMILES (Isomeric): CC(=O)C(C1C2C(CCCC2(C)C(=O)CCC3=COC=C3)(C(=O)O1)C)OC(=O)C
• InChI: InChI=1S/C22H28O7/c1-13(23)17(28-14(2)24)18-19-21(3,9-5-10-22(19,4)20(26)29-18)16(25)7-6-15-8-11-27-12-15/h8,11-12,17-19H,5-7,9-10H2,1-4H3
• InChI Key: PWGLCNYMJMSMJL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₇
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.18350323 g/mol
• Topological Polar Surface Area (TPSA): 99.90 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.04
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9821	98.21%
Caco-2	+	0.5069	50.69%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7252	72.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7739	77.39%
OATP1B3 inhibitior	+	0.8797	87.97%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8239	82.39%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	-	0.6140	61.40%
CYP3A4 substrate	+	0.6617	66.17%
CYP2C9 substrate	-	0.5906	59.06%
CYP2D6 substrate	-	0.8292	82.92%
CYP3A4 inhibition	-	0.6667	66.67%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.8192	81.92%
CYP2D6 inhibition	-	0.9577	95.77%
CYP1A2 inhibition	-	0.7749	77.49%
CYP2C8 inhibition	+	0.5073	50.73%
CYP inhibitory promiscuity	-	0.9152	91.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5934	59.34%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9337	93.37%
Skin irritation	-	0.6460	64.60%
Skin corrosion	-	0.8310	83.10%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8136	81.36%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.8834	88.34%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6392	63.92%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6221	62.21%
Acute Oral Toxicity (c)	III	0.5513	55.13%
Estrogen receptor binding	+	0.7627	76.27%
Androgen receptor binding	+	0.6131	61.31%
Thyroid receptor binding	-	0.5083	50.83%
Glucocorticoid receptor binding	+	0.7650	76.50%
Aromatase binding	-	0.5308	53.08%
PPAR gamma	+	0.6358	63.58%
Honey bee toxicity	-	0.7464	74.64%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5750	57.50%
Fish aquatic toxicity	+	0.9866	98.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.50%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.94%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.08%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.51%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.03%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.13%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.28%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.80%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.78%	94.80%
CHEMBL221	P23219	Cyclooxygenase-1	85.22%	90.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.77%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.47%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.35%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.45%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.38%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.22%	95.56%

Plants that contains it

• Leonurus persicus

Cross-Links

• PubChem: 73104747
• LOTUS: LTS0185019
• wikiData: Q105215827