(8E)-4,9,12-trimethyl-3,14-dioxatricyclo[9.3.0.02,4]tetradec-8-en-13-one

Details

• Internal ID: 821e0447-0808-47ea-83a7-8edd441b5bf1
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (8E)-4,9,12-trimethyl-3,14-dioxatricyclo[9.3.0.02,4]tetradec-8-en-13-one
• SMILES (Canonical): CC1C2CC(=CCCCC3(C(C2OC1=O)O3)C)C
• SMILES (Isomeric): CC1C2C/C(=C/CCCC3(C(C2OC1=O)O3)C)/C
• InChI: InChI=1S/C15H22O3/c1-9-6-4-5-7-15(3)13(18-15)12-11(8-9)10(2)14(16)17-12/h6,10-13H,4-5,7-8H2,1-3H3/b9-6+
• InChI Key: CIGIQOGMEIBBRJ-RMKNXTFCSA-N
• Popularity: 0 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): 38.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• NSC-113091

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.9072	90.72%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5944	59.44%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9497	94.97%
OATP1B3 inhibitior	+	0.9691	96.91%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.9132	91.32%
P-glycoprotein inhibitior	-	0.8558	85.58%
P-glycoprotein substrate	-	0.8572	85.72%
CYP3A4 substrate	+	0.5712	57.12%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	-	0.8701	87.01%
CYP2C9 inhibition	-	0.8934	89.34%
CYP2C19 inhibition	-	0.8650	86.50%
CYP2D6 inhibition	-	0.9460	94.60%
CYP1A2 inhibition	+	0.8362	83.62%
CYP2C8 inhibition	-	0.8966	89.66%
CYP inhibitory promiscuity	-	0.9276	92.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4957	49.57%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.9282	92.82%
Skin irritation	+	0.5084	50.84%
Skin corrosion	-	0.8866	88.66%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4159	41.59%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5930	59.30%
skin sensitisation	-	0.6601	66.01%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6548	65.48%
Acute Oral Toxicity (c)	III	0.4734	47.34%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5437	54.37%
Thyroid receptor binding	+	0.5278	52.78%
Glucocorticoid receptor binding	-	0.5362	53.62%
Aromatase binding	-	0.7805	78.05%
PPAR gamma	-	0.6631	66.31%
Honey bee toxicity	-	0.7496	74.96%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9610	96.10%

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	92.52%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.45%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.02%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.67%	86.33%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.41%	86.00%
CHEMBL1914	P06276	Butyrylcholinesterase	85.56%	95.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.84%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.63%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.42%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.24%	96.09%
CHEMBL2581	P07339	Cathepsin D	81.41%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.26%	99.23%

Plants that contains it

• Magnolia compressa

Cross-Links

• PubChem: 5381212
• LOTUS: LTS0273098
• wikiData: Q105102606