5-Hydroxy-8,12-dimethyl-4-methylidene-2-oxatricyclo[7.3.1.05,13]tridec-11-en-6-one

Details

• Internal ID: 16250ff9-8337-485c-b8c1-b95e1c0360c2
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: 5-hydroxy-8,12-dimethyl-4-methylidene-2-oxatricyclo[7.3.1.05,13]tridec-11-en-6-one
• SMILES (Canonical): CC1CC(=O)C2(C3C1CC=C(C3OCC2=C)C)O
• SMILES (Isomeric): CC1CC(=O)C2(C3C1CC=C(C3OCC2=C)C)O
• InChI: InChI=1S/C15H20O3/c1-8-4-5-11-9(2)6-12(16)15(17)10(3)7-18-14(8)13(11)15/h4,9,11,13-14,17H,3,5-7H2,1-2H3
• InChI Key: JZVWUKAVQONLKS-UHFFFAOYSA-N
• Popularity: 0 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): 46.50 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.86
• 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	+	0.9908	99.08%
Caco-2	+	0.5876	58.76%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7570	75.70%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9299	92.99%
OATP1B3 inhibitior	+	0.9639	96.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8302	83.02%
BSEP inhibitior	-	0.9174	91.74%
P-glycoprotein inhibitior	-	0.8933	89.33%
P-glycoprotein substrate	-	0.8044	80.44%
CYP3A4 substrate	+	0.5574	55.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8061	80.61%
CYP3A4 inhibition	-	0.7149	71.49%
CYP2C9 inhibition	-	0.8315	83.15%
CYP2C19 inhibition	-	0.6641	66.41%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.6367	63.67%
CYP2C8 inhibition	-	0.8894	88.94%
CYP inhibitory promiscuity	-	0.8982	89.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5928	59.28%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9612	96.12%
Skin irritation	-	0.6322	63.22%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7520	75.20%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.8074	80.74%
skin sensitisation	-	0.7499	74.99%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6921	69.21%
Acute Oral Toxicity (c)	III	0.5341	53.41%
Estrogen receptor binding	-	0.4825	48.25%
Androgen receptor binding	+	0.6183	61.83%
Thyroid receptor binding	+	0.5648	56.48%
Glucocorticoid receptor binding	+	0.6035	60.35%
Aromatase binding	-	0.7365	73.65%
PPAR gamma	-	0.6608	66.08%
Honey bee toxicity	-	0.8441	84.41%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9816	98.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.34%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.91%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.09%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.21%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.08%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.52%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.48%	97.25%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.03%	86.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.12%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.81%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.16%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.23%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.02%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74336653
• LOTUS: LTS0023377
• wikiData: Q104170042