(5R,10R)-5,9,9-trimethyl-11-oxabicyclo[8.2.1]tridec-1(13)-ene-6,12-dione

Details

• Internal ID: bb4aebd3-9946-4fa0-a788-de126246b02f
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (5R,10R)-5,9,9-trimethyl-11-oxabicyclo[8.2.1]tridec-1(13)-ene-6,12-dione
• InChI: InChI=1S/C15H22O3/c1-10-5-4-6-11-9-13(18-14(11)17)15(2,3)8-7-12(10)16/h9-10,13H,4-8H2,1-3H3/t10-,13-/m1/s1
• InChI Key: LLGOQLGIEBQDFP-ZWNOBZJWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.03
• 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	+	0.9951	99.51%
Caco-2	+	0.8352	83.52%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7436	74.36%
OATP2B1 inhibitior	-	0.8508	85.08%
OATP1B1 inhibitior	+	0.8218	82.18%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.7945	79.45%
P-glycoprotein inhibitior	-	0.8681	86.81%
P-glycoprotein substrate	-	0.9279	92.79%
CYP3A4 substrate	+	0.5554	55.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9003	90.03%
CYP3A4 inhibition	-	0.8150	81.50%
CYP2C9 inhibition	-	0.8861	88.61%
CYP2C19 inhibition	-	0.7747	77.47%
CYP2D6 inhibition	-	0.9481	94.81%
CYP1A2 inhibition	+	0.5451	54.51%
CYP2C8 inhibition	-	0.8568	85.68%
CYP inhibitory promiscuity	-	0.9218	92.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5662	56.62%
Eye corrosion	-	0.9745	97.45%
Eye irritation	-	0.6297	62.97%
Skin irritation	+	0.5774	57.74%
Skin corrosion	-	0.8790	87.90%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5528	55.28%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5396	53.96%
skin sensitisation	+	0.4785	47.85%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5633	56.33%
Acute Oral Toxicity (c)	III	0.6754	67.54%
Estrogen receptor binding	-	0.6218	62.18%
Androgen receptor binding	-	0.6584	65.84%
Thyroid receptor binding	-	0.6967	69.67%
Glucocorticoid receptor binding	-	0.6667	66.67%
Aromatase binding	-	0.7404	74.04%
PPAR gamma	-	0.5319	53.19%
Honey bee toxicity	-	0.9143	91.43%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9898	98.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.12%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.50%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.04%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.65%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.32%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.50%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.43%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.33%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.43%	86.33%

Plants that contains it

• Asteriscus daltonii subsp. vogelii

Cross-Links

• PubChem: 162923215
• LOTUS: LTS0091353
• wikiData: Q105153510