9-Ethenyl-9-methyl-2-phenyl-1,7-dioxaspiro[4.4]non-2-ene-4,6-dione

Details

• Internal ID: 7c6bc8cf-f364-47f9-a2ad-99df18a299bb
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 9-ethenyl-9-methyl-2-phenyl-1,7-dioxaspiro[4.4]non-2-ene-4,6-dione
• SMILES (Canonical): CC1(COC(=O)C12C(=O)C=C(O2)C3=CC=CC=C3)C=C
• SMILES (Isomeric): CC1(COC(=O)C12C(=O)C=C(O2)C3=CC=CC=C3)C=C
• InChI: InChI=1S/C16H14O4/c1-3-15(2)10-19-14(18)16(15)13(17)9-12(20-16)11-7-5-4-6-8-11/h3-9H,1,10H2,2H3
• InChI Key: NQUGWBJTAGWFOH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.08920892 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.6941	69.41%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7206	72.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9318	93.18%
OATP1B3 inhibitior	+	0.9261	92.61%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6438	64.38%
P-glycoprotein inhibitior	-	0.9076	90.76%
P-glycoprotein substrate	-	0.8891	88.91%
CYP3A4 substrate	-	0.5084	50.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8854	88.54%
CYP3A4 inhibition	-	0.6666	66.66%
CYP2C9 inhibition	-	0.7390	73.90%
CYP2C19 inhibition	-	0.7193	71.93%
CYP2D6 inhibition	-	0.9254	92.54%
CYP1A2 inhibition	-	0.6971	69.71%
CYP2C8 inhibition	+	0.5417	54.17%
CYP inhibitory promiscuity	-	0.7603	76.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.4687	46.87%
Eye corrosion	-	0.9347	93.47%
Eye irritation	-	0.5424	54.24%
Skin irritation	-	0.6545	65.45%
Skin corrosion	-	0.9007	90.07%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6407	64.07%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.5692	56.92%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.8400	84.00%
Acute Oral Toxicity (c)	III	0.7138	71.38%
Estrogen receptor binding	+	0.7667	76.67%
Androgen receptor binding	+	0.7012	70.12%
Thyroid receptor binding	-	0.7593	75.93%
Glucocorticoid receptor binding	-	0.5673	56.73%
Aromatase binding	+	0.7706	77.06%
PPAR gamma	-	0.6475	64.75%
Honey bee toxicity	-	0.8666	86.66%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9848	98.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.66%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.61%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.87%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.50%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	91.14%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.07%	94.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.61%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.72%	99.23%
CHEMBL2039	P27338	Monoamine oxidase B	83.99%	92.51%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.57%	95.50%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.17%	96.25%
CHEMBL1951	P21397	Monoamine oxidase A	81.97%	91.49%

Plants that contains it

• Cratoxylum cochinchinense
• Hypericum monogynum

Cross-Links

• PubChem: 72756217
• LOTUS: LTS0012309
• wikiData: Q105184097