(2R,4S,9R)-9-hydroxy-2,6,6,9-tetramethyl-10-oxatricyclo[6.3.0.02,4]undec-1(8)-en-11-one

Details

• Internal ID: d541037f-6214-43e3-88a4-a82cdefd08f1
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (2R,4S,9R)-9-hydroxy-2,6,6,9-tetramethyl-10-oxatricyclo[6.3.0.02,4]undec-1(8)-en-11-one
• InChI: InChI=1S/C14H20O3/c1-12(2)5-8-6-13(8,3)10-9(7-12)14(4,16)17-11(10)15/h8,16H,5-7H2,1-4H3/t8-,13+,14+/m0/s1
• InChI Key: BCLYZTYBUNEZFV-MCCGJVOXSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₃
• Molecular Weight: 236.31 g/mol
• Exact Mass: 236.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.8394	83.94%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5975	59.75%
OATP2B1 inhibitior	-	0.8470	84.70%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9457	94.57%
P-glycoprotein inhibitior	-	0.9197	91.97%
P-glycoprotein substrate	-	0.9302	93.02%
CYP3A4 substrate	+	0.5572	55.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8755	87.55%
CYP3A4 inhibition	-	0.8438	84.38%
CYP2C9 inhibition	-	0.6582	65.82%
CYP2C19 inhibition	-	0.7067	70.67%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	-	0.5058	50.58%
CYP2C8 inhibition	-	0.9403	94.03%
CYP inhibitory promiscuity	-	0.8801	88.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5247	52.47%
Eye corrosion	-	0.9629	96.29%
Eye irritation	+	0.5412	54.12%
Skin irritation	-	0.5766	57.66%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.6682	66.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.4038	40.38%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6184	61.84%
skin sensitisation	-	0.5969	59.69%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7988	79.88%
Acute Oral Toxicity (c)	III	0.4392	43.92%
Estrogen receptor binding	-	0.7840	78.40%
Androgen receptor binding	-	0.6986	69.86%
Thyroid receptor binding	+	0.5875	58.75%
Glucocorticoid receptor binding	-	0.7747	77.47%
Aromatase binding	-	0.6218	62.18%
PPAR gamma	-	0.8250	82.50%
Honey bee toxicity	-	0.9567	95.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9902	99.02%

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	96.47%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.97%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.57%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.55%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.04%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	86.64%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.26%	96.77%
CHEMBL259	P32245	Melanocortin receptor 4	82.10%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.03%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.13%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.59%	99.23%

Plants that contains it

• Porella swartziana

Cross-Links

• PubChem: 100939650
• LOTUS: LTS0117966
• wikiData: Q104923486