3,7-Dimethyl-6-(3-oxobutyl)-3,3a,4,7,8,8a-hexahydrocyclohepta[b]furan-2-one

Details

• Internal ID: 49c9aa6b-7816-4285-ac37-68387ff5e5df
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Xanthanolides
• IUPAC Name: 3,7-dimethyl-6-(3-oxobutyl)-3,3a,4,7,8,8a-hexahydrocyclohepta[b]furan-2-one
• SMILES (Canonical): CC1CC2C(CC=C1CCC(=O)C)C(C(=O)O2)C
• SMILES (Isomeric): CC1CC2C(CC=C1CCC(=O)C)C(C(=O)O2)C
• InChI: InChI=1S/C15H22O3/c1-9-8-14-13(11(3)15(17)18-14)7-6-12(9)5-4-10(2)16/h6,9,11,13-14H,4-5,7-8H2,1-3H3
• InChI Key: KVWUOMNJFDNWQM-UHFFFAOYSA-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): 43.40 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.7752	77.52%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6029	60.29%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9329	93.29%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.7364	73.64%
P-glycoprotein inhibitior	-	0.8993	89.93%
P-glycoprotein substrate	-	0.7165	71.65%
CYP3A4 substrate	+	0.5147	51.47%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.7930	79.30%
CYP2C9 inhibition	-	0.8925	89.25%
CYP2C19 inhibition	-	0.7981	79.81%
CYP2D6 inhibition	-	0.9438	94.38%
CYP1A2 inhibition	+	0.6737	67.37%
CYP2C8 inhibition	-	0.9112	91.12%
CYP inhibitory promiscuity	-	0.8802	88.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6494	64.94%
Eye corrosion	-	0.9607	96.07%
Eye irritation	-	0.5790	57.90%
Skin irritation	+	0.4937	49.37%
Skin corrosion	-	0.9245	92.45%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6455	64.55%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.8681	86.81%
skin sensitisation	-	0.6256	62.56%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4753	47.53%
Acute Oral Toxicity (c)	III	0.6021	60.21%
Estrogen receptor binding	-	0.6018	60.18%
Androgen receptor binding	-	0.6075	60.75%
Thyroid receptor binding	-	0.7275	72.75%
Glucocorticoid receptor binding	-	0.5451	54.51%
Aromatase binding	-	0.8872	88.72%
PPAR gamma	-	0.8135	81.35%
Honey bee toxicity	-	0.9049	90.49%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9878	98.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.27%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.92%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.66%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.31%	96.95%
CHEMBL2581	P07339	Cathepsin D	83.96%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.96%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.45%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.91%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.92%	99.17%

Plants that contains it

• Arnica lanceolata subsp. prima
• Dittrichia graveolens
• Helichrysum splendidum
• Tithonia diversifolia

Cross-Links

• PubChem: 14282662
• LOTUS: LTS0134174
• wikiData: Q105146777