(1S,2S,4S)-3,3,7,12-tetramethyl-10-oxatricyclo[6.4.0.02,4]dodeca-7,11-dien-9-one

Details

• Internal ID: 8c707cce-5db2-4232-a7f9-b5b6dc9ab612
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,2S,4S)-3,3,7,12-tetramethyl-10-oxatricyclo[6.4.0.02,4]dodeca-7,11-dien-9-one
• SMILES (Canonical): CC1=C2C(C3C(C3(C)C)CC1)C(=COC2=O)C
• SMILES (Isomeric): CC1=C2[C@@H]([C@@H]3[C@@H](C3(C)C)CC1)C(=COC2=O)C
• InChI: InChI=1S/C15H20O2/c1-8-5-6-10-13(15(10,3)4)11-9(2)7-17-14(16)12(8)11/h7,10-11,13H,5-6H2,1-4H3/t10-,11-,13-/m0/s1
• InChI Key: IEOQPTYTLIVFRB-GVXVVHGQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 2
• 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	+	0.9940	99.40%
Caco-2	+	0.7893	78.93%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Lysosomes	0.4088	40.88%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.8945	89.45%
OATP1B3 inhibitior	+	0.9609	96.09%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8974	89.74%
P-glycoprotein inhibitior	-	0.8821	88.21%
P-glycoprotein substrate	-	0.9188	91.88%
CYP3A4 substrate	+	0.5682	56.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8803	88.03%
CYP3A4 inhibition	-	0.9281	92.81%
CYP2C9 inhibition	-	0.7773	77.73%
CYP2C19 inhibition	-	0.5756	57.56%
CYP2D6 inhibition	-	0.8643	86.43%
CYP1A2 inhibition	+	0.5217	52.17%
CYP2C8 inhibition	-	0.7055	70.55%
CYP inhibitory promiscuity	-	0.9205	92.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5790	57.90%
Eye corrosion	-	0.9557	95.57%
Eye irritation	+	0.6839	68.39%
Skin irritation	+	0.5509	55.09%
Skin corrosion	-	0.8903	89.03%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4075	40.75%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	+	0.6244	62.44%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.7530	75.30%
Acute Oral Toxicity (c)	III	0.7057	70.57%
Estrogen receptor binding	-	0.5166	51.66%
Androgen receptor binding	+	0.5938	59.38%
Thyroid receptor binding	-	0.5696	56.96%
Glucocorticoid receptor binding	-	0.6463	64.63%
Aromatase binding	-	0.8709	87.09%
PPAR gamma	-	0.5105	51.05%
Honey bee toxicity	-	0.8848	88.48%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.9395	93.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.61%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.54%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.02%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.87%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.66%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.71%	93.03%
CHEMBL2581	P07339	Cathepsin D	85.28%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.09%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.82%	96.09%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	82.23%	80.96%
CHEMBL1871	P10275	Androgen Receptor	81.33%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.12%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.76%	92.94%

Plants that contains it

• Plagiochila elegans
• Plagiochila squamulosa

Cross-Links

• PubChem: 10657217
• LOTUS: LTS0083836
• wikiData: Q105111900