2-Butylidene-9-propylspiro[3-oxatricyclo[5.2.2.01,5]undec-5-ene-8,3'-4,5-dihydro-2-benzofuran]-1',4-dione

Details

• Internal ID: 3a129c8c-7d78-427e-b216-0ecf156aafb7
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: 2-butylidene-9-propylspiro[3-oxatricyclo[5.2.2.01,5]undec-5-ene-8,3'-4,5-dihydro-2-benzofuran]-1',4-dione
• SMILES (Canonical): CCCC=C1C23CCC(C=C2C(=O)O1)C4(C3CCC)C5=C(C=CCC5)C(=O)O4
• SMILES (Isomeric): CCCC=C1C23CCC(C=C2C(=O)O1)C4(C3CCC)C5=C(C=CCC5)C(=O)O4
• InChI: InChI=1S/C24H28O4/c1-3-5-11-20-23-13-12-15(14-18(23)22(26)27-20)24(19(23)8-4-2)17-10-7-6-9-16(17)21(25)28-24/h6,9,11,14-15,19H,3-5,7-8,10,12-13H2,1-2H3
• InChI Key: WEQUVWKUIZCSNI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₄
• Molecular Weight: 380.50 g/mol
• Exact Mass: 380.19875937 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.92
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.5601	56.01%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7635	76.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8450	84.50%
OATP1B3 inhibitior	+	0.9606	96.06%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9307	93.07%
P-glycoprotein inhibitior	+	0.6511	65.11%
P-glycoprotein substrate	-	0.5751	57.51%
CYP3A4 substrate	+	0.6660	66.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8710	87.10%
CYP3A4 inhibition	-	0.5155	51.55%
CYP2C9 inhibition	-	0.7437	74.37%
CYP2C19 inhibition	-	0.8197	81.97%
CYP2D6 inhibition	-	0.8772	87.72%
CYP1A2 inhibition	-	0.7449	74.49%
CYP2C8 inhibition	+	0.5489	54.89%
CYP inhibitory promiscuity	-	0.5490	54.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9630	96.30%
Eye irritation	-	0.9123	91.23%
Skin irritation	-	0.6692	66.92%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7550	75.50%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5674	56.74%
skin sensitisation	-	0.6826	68.26%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7908	79.08%
Acute Oral Toxicity (c)	III	0.7603	76.03%
Estrogen receptor binding	+	0.6661	66.61%
Androgen receptor binding	+	0.6320	63.20%
Thyroid receptor binding	+	0.5303	53.03%
Glucocorticoid receptor binding	+	0.6172	61.72%
Aromatase binding	-	0.5193	51.93%
PPAR gamma	+	0.6918	69.18%
Honey bee toxicity	-	0.7738	77.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.9957	99.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	97.55%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.20%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.77%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.96%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.42%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.79%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.96%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.34%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.91%	94.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.42%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.21%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.63%	89.00%
CHEMBL299	P17252	Protein kinase C alpha	80.67%	98.03%

Plants that contains it

• Angelica sinensis

Cross-Links

• PubChem: 72733121
• LOTUS: LTS0113180
• wikiData: Q105303303