3,6,9-Trimethyl-3,3a,4,5,6,6a,7,8-octahydrobenzo[h][1]benzofuran-2-one

Details

• Internal ID: 20f17e52-dfa4-4f92-8fca-4c41c8d1b6ae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 3,6,9-trimethyl-3,3a,4,5,6,6a,7,8-octahydrobenzo[h][1]benzofuran-2-one
• SMILES (Canonical): CC1CCC2C(C(=O)OC23C1CCC(=C3)C)C
• SMILES (Isomeric): CC1CCC2C(C(=O)OC23C1CCC(=C3)C)C
• InChI: InChI=1S/C15H22O2/c1-9-4-6-12-10(2)5-7-13-11(3)14(16)17-15(12,13)8-9/h8,10-13H,4-7H2,1-3H3
• InChI Key: SXDUGGRDNCRRHY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.32
• 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	+	0.9471	94.71%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4562	45.62%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.9423	94.23%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9077	90.77%
P-glycoprotein inhibitior	-	0.8948	89.48%
P-glycoprotein substrate	-	0.8464	84.64%
CYP3A4 substrate	+	0.5839	58.39%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.8355	83.55%
CYP3A4 inhibition	-	0.6379	63.79%
CYP2C9 inhibition	-	0.9241	92.41%
CYP2C19 inhibition	+	0.6859	68.59%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	+	0.7473	74.73%
CYP2C8 inhibition	-	0.8054	80.54%
CYP inhibitory promiscuity	-	0.6781	67.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4769	47.69%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.7353	73.53%
Skin irritation	+	0.5404	54.04%
Skin corrosion	-	0.9535	95.35%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4268	42.68%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	+	0.5321	53.21%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5592	55.92%
Acute Oral Toxicity (c)	III	0.7335	73.35%
Estrogen receptor binding	-	0.5086	50.86%
Androgen receptor binding	+	0.7504	75.04%
Thyroid receptor binding	-	0.5579	55.79%
Glucocorticoid receptor binding	-	0.5254	52.54%
Aromatase binding	-	0.8410	84.10%
PPAR gamma	-	0.8329	83.29%
Honey bee toxicity	-	0.8747	87.47%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9955	99.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.74%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.73%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.26%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.33%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.21%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.13%	86.00%
CHEMBL2581	P07339	Cathepsin D	85.59%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.37%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.80%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.32%	99.23%

Plants that contains it

• Artemisia annua

Cross-Links

• PubChem: 13918041
• LOTUS: LTS0238243
• wikiData: Q105263051