1,5,8-Trimethyl-1,3a,4,5,5a,9a-hexahydroazuleno[6,5-b]furan-2,6-dione

Details

• Internal ID: b4d84c3b-2c2d-4d74-b682-0a881c1973e3
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 1,5,8-trimethyl-1,3a,4,5,5a,9a-hexahydroazuleno[6,5-b]furan-2,6-dione
• SMILES (Canonical): CC1CC2C(C=C3C1C(=O)C=C3C)C(C(=O)O2)C
• SMILES (Isomeric): CC1CC2C(C=C3C1C(=O)C=C3C)C(C(=O)O2)C
• InChI: InChI=1S/C15H18O3/c1-7-4-12(16)14-8(2)5-13-11(6-10(7)14)9(3)15(17)18-13/h4,6,8-9,11,13-14H,5H2,1-3H3
• InChI Key: YOPJHDKQQYELDA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 3
• 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	+	0.9960	99.60%
Caco-2	+	0.8631	86.31%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5768	57.68%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9135	91.35%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9231	92.31%
P-glycoprotein inhibitior	-	0.8862	88.62%
P-glycoprotein substrate	-	0.8189	81.89%
CYP3A4 substrate	+	0.5421	54.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8968	89.68%
CYP3A4 inhibition	-	0.9170	91.70%
CYP2C9 inhibition	-	0.9067	90.67%
CYP2C19 inhibition	-	0.9019	90.19%
CYP2D6 inhibition	-	0.9542	95.42%
CYP1A2 inhibition	+	0.5091	50.91%
CYP2C8 inhibition	-	0.9058	90.58%
CYP inhibitory promiscuity	-	0.8593	85.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9260	92.60%
Carcinogenicity (trinary)	Non-required	0.4363	43.63%
Eye corrosion	-	0.9106	91.06%
Eye irritation	-	0.8281	82.81%
Skin irritation	-	0.5489	54.89%
Skin corrosion	-	0.8852	88.52%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5278	52.78%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.8033	80.33%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6384	63.84%
Acute Oral Toxicity (c)	III	0.5301	53.01%
Estrogen receptor binding	-	0.6582	65.82%
Androgen receptor binding	+	0.7352	73.52%
Thyroid receptor binding	-	0.6709	67.09%
Glucocorticoid receptor binding	-	0.6913	69.13%
Aromatase binding	-	0.8114	81.14%
PPAR gamma	-	0.8364	83.64%
Honey bee toxicity	-	0.8387	83.87%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9307	93.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.56%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.67%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	89.74%	86.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.90%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.33%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.24%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.55%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.24%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.87%	89.00%

Plants that contains it

• Geigeria ornativa

Cross-Links

• PubChem: 14414290
• LOTUS: LTS0068066
• wikiData: Q105351443