(1S,4S,9R,13S)-5,5,9-trimethyl-3-oxatricyclo[5.5.1.04,13]tridec-6-ene-2,8-dione

Details

• Internal ID: 78f58b4e-4804-4587-b136-8c2137501a8e
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,4S,9R,13S)-5,5,9-trimethyl-3-oxatricyclo[5.5.1.04,13]tridec-6-ene-2,8-dione
• InChI: InChI=1S/C15H20O3/c1-8-5-4-6-9-11-10(12(8)16)7-15(2,3)13(11)18-14(9)17/h7-9,11,13H,4-6H2,1-3H3/t8-,9+,11+,13+/m1/s1
• InChI Key: SEIUFLHUPFOWPB-KOVQTIFSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.8535	85.35%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6303	63.03%
OATP2B1 inhibitior	-	0.8492	84.92%
OATP1B1 inhibitior	+	0.9091	90.91%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9379	93.79%
P-glycoprotein inhibitior	-	0.8115	81.15%
P-glycoprotein substrate	-	0.8225	82.25%
CYP3A4 substrate	+	0.5286	52.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8908	89.08%
CYP3A4 inhibition	-	0.8825	88.25%
CYP2C9 inhibition	-	0.8750	87.50%
CYP2C19 inhibition	-	0.8875	88.75%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	+	0.8456	84.56%
CYP2C8 inhibition	-	0.9390	93.90%
CYP inhibitory promiscuity	-	0.8259	82.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4887	48.87%
Eye corrosion	-	0.9600	96.00%
Eye irritation	-	0.7537	75.37%
Skin irritation	+	0.5944	59.44%
Skin corrosion	-	0.7417	74.17%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4508	45.08%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	+	0.5922	59.22%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.8869	88.69%
Acute Oral Toxicity (c)	III	0.6929	69.29%
Estrogen receptor binding	+	0.5522	55.22%
Androgen receptor binding	+	0.6519	65.19%
Thyroid receptor binding	-	0.6549	65.49%
Glucocorticoid receptor binding	-	0.6860	68.60%
Aromatase binding	-	0.7804	78.04%
PPAR gamma	-	0.7055	70.55%
Honey bee toxicity	-	0.9299	92.99%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9757	97.57%

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	91.83%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.39%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.52%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.12%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.79%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.45%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.75%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.65%	93.04%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.42%	86.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.36%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.02%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.90%	97.14%
CHEMBL3012	Q13946	Phosphodiesterase 7A	80.80%	99.29%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132602922
• LOTUS: LTS0038776
• wikiData: Q105251220