9-Methyl-3-prop-1-en-2-ylspiro[6,7,8,9-tetrahydro-1-benzoxepine-2,2'-oxirane]-5-one

Details

• Internal ID: 8b4b4f08-da59-4d93-9f41-6ce2f3256a13
• Taxonomy: Organic acids and derivatives > Vinylogous esters
• IUPAC Name: 9-methyl-3-prop-1-en-2-ylspiro[6,7,8,9-tetrahydro-1-benzoxepine-2,2'-oxirane]-5-one
• SMILES (Canonical): CC1CCCC2=C1OC3(CO3)C(=CC2=O)C(=C)C
• SMILES (Isomeric): CC1CCCC2=C1OC3(CO3)C(=CC2=O)C(=C)C
• InChI: InChI=1S/C15H18O3/c1-9(2)12-7-13(16)11-6-4-5-10(3)14(11)18-15(12)8-17-15/h7,10H,1,4-6,8H2,2-3H3
• InChI Key: CMSREKPPETUFBI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	+	0.9194	91.94%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6277	62.77%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9157	91.57%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.7022	70.22%
P-glycoprotein inhibitior	-	0.8669	86.69%
P-glycoprotein substrate	-	0.7746	77.46%
CYP3A4 substrate	+	0.5455	54.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8735	87.35%
CYP3A4 inhibition	-	0.8902	89.02%
CYP2C9 inhibition	-	0.8559	85.59%
CYP2C19 inhibition	-	0.8506	85.06%
CYP2D6 inhibition	-	0.9044	90.44%
CYP1A2 inhibition	+	0.5132	51.32%
CYP2C8 inhibition	-	0.8449	84.49%
CYP inhibitory promiscuity	-	0.9459	94.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6188	61.88%
Eye corrosion	-	0.9578	95.78%
Eye irritation	+	0.5432	54.32%
Skin irritation	-	0.6360	63.60%
Skin corrosion	-	0.9297	92.97%
Ames mutagenesis	-	0.7664	76.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6709	67.09%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6961	69.61%
skin sensitisation	-	0.6150	61.50%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5683	56.83%
Acute Oral Toxicity (c)	III	0.4768	47.68%
Estrogen receptor binding	-	0.4908	49.08%
Androgen receptor binding	+	0.5458	54.58%
Thyroid receptor binding	+	0.6095	60.95%
Glucocorticoid receptor binding	+	0.5949	59.49%
Aromatase binding	-	0.7333	73.33%
PPAR gamma	+	0.6370	63.70%
Honey bee toxicity	-	0.8562	85.62%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9476	94.76%

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	97.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.41%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.55%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.66%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.65%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.57%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.87%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.68%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.93%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.69%	100.00%

Plants that contains it

• Cineraria erodioides
• Cineraria parvifolia

Cross-Links

• PubChem: 162849311
• LOTUS: LTS0101699
• wikiData: Q104965110