5-Ethenyl-3-hydroxy-2,2,9-trimethyl-1-oxaspiro[5.5]undec-9-ene-8,11-dione

Details

• Internal ID: 72677f75-af5b-4538-ab68-a284724fedf6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 5-ethenyl-3-hydroxy-2,2,9-trimethyl-1-oxaspiro[5.5]undec-9-ene-8,11-dione
• SMILES (Canonical): CC1=CC(=O)C2(CC1=O)C(CC(C(O2)(C)C)O)C=C
• SMILES (Isomeric): CC1=CC(=O)C2(CC1=O)C(CC(C(O2)(C)C)O)C=C
• InChI: InChI=1S/C15H20O4/c1-5-10-7-12(17)14(3,4)19-15(10)8-11(16)9(2)6-13(15)18/h5-6,10,12,17H,1,7-8H2,2-4H3
• InChI Key: SXBKVOJWZAWOIQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9781	97.81%
Caco-2	+	0.5133	51.33%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6804	68.04%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8895	88.95%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8660	86.60%
P-glycoprotein inhibitior	-	0.9462	94.62%
P-glycoprotein substrate	-	0.8634	86.34%
CYP3A4 substrate	+	0.6126	61.26%
CYP2C9 substrate	-	0.7853	78.53%
CYP2D6 substrate	-	0.8550	85.50%
CYP3A4 inhibition	-	0.5052	50.52%
CYP2C9 inhibition	-	0.9140	91.40%
CYP2C19 inhibition	-	0.8268	82.68%
CYP2D6 inhibition	-	0.9336	93.36%
CYP1A2 inhibition	-	0.8777	87.77%
CYP2C8 inhibition	-	0.8371	83.71%
CYP inhibitory promiscuity	-	0.9593	95.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6273	62.73%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.9193	91.93%
Skin irritation	-	0.5346	53.46%
Skin corrosion	-	0.9047	90.47%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5127	51.27%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.5621	56.21%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6164	61.64%
Acute Oral Toxicity (c)	III	0.5961	59.61%
Estrogen receptor binding	-	0.4745	47.45%
Androgen receptor binding	-	0.5517	55.17%
Thyroid receptor binding	-	0.5318	53.18%
Glucocorticoid receptor binding	+	0.5582	55.82%
Aromatase binding	-	0.6977	69.77%
PPAR gamma	-	0.5717	57.17%
Honey bee toxicity	-	0.7593	75.93%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9507	95.07%

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	92.63%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.00%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.51%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	90.24%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.87%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.11%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.24%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.38%	94.73%
CHEMBL4530	P00488	Coagulation factor XIII	83.78%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.57%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.46%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.15%	86.33%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 85280867
• LOTUS: LTS0137549
• wikiData: Q105263030