(4aR,5S)-3,4a,5-trimethyl-4,5,6,7-tetrahydrobenzo[f][1]benzofuran-2-one

Details

• Internal ID: de48ec34-bd79-4736-b550-5deb7f201bb9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4aR,5S)-3,4a,5-trimethyl-4,5,6,7-tetrahydrobenzo[f][1]benzofuran-2-one
• SMILES (Canonical): CC1CCC=C2C1(CC3=C(C(=O)OC3=C2)C)C
• SMILES (Isomeric): C[C@H]1CCC=C2[C@@]1(CC3=C(C(=O)OC3=C2)C)C
• InChI: InChI=1S/C15H18O2/c1-9-5-4-6-11-7-13-12(8-15(9,11)3)10(2)14(16)17-13/h6-7,9H,4-5,8H2,1-3H3/t9-,15+/m0/s1
• InChI Key: ZRQPXMOBGPJKMQ-BJOHPYRUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.51
• 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	+	1.0000	100.00%
Caco-2	+	0.9504	95.04%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4759	47.59%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9280	92.80%
OATP1B3 inhibitior	+	0.9657	96.57%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.7563	75.63%
P-glycoprotein inhibitior	-	0.9383	93.83%
P-glycoprotein substrate	-	0.8797	87.97%
CYP3A4 substrate	+	0.5411	54.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8803	88.03%
CYP3A4 inhibition	-	0.6793	67.93%
CYP2C9 inhibition	-	0.9086	90.86%
CYP2C19 inhibition	+	0.6018	60.18%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	+	0.7596	75.96%
CYP2C8 inhibition	-	0.7959	79.59%
CYP inhibitory promiscuity	-	0.6859	68.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4540	45.40%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9169	91.69%
Skin irritation	+	0.5267	52.67%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4437	44.37%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	+	0.4902	49.02%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4597	45.97%
Acute Oral Toxicity (c)	III	0.7475	74.75%
Estrogen receptor binding	-	0.7470	74.70%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6563	65.63%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6501	65.01%
PPAR gamma	+	0.6401	64.01%
Honey bee toxicity	-	0.9068	90.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	92.66%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	91.17%	86.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.23%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.58%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.44%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.18%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.13%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.04%	100.00%
CHEMBL1871	P10275	Androgen Receptor	84.55%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.49%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.78%	93.40%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.55%	97.14%
CHEMBL221	P23219	Cyclooxygenase-1	80.20%	90.17%

Plants that contains it

• Packera aurea

Cross-Links

• PubChem: 10059741
• LOTUS: LTS0231970
• wikiData: Q104394106