5,8-dimethyl-1-methylidene-4,8a,9,9a-tetrahydro-3aH-azuleno[6,5-b]furan-2,6-dione

Details

• Internal ID: 9059d160-4266-47f8-a9e2-2354a85215b8
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 5,8-dimethyl-1-methylidene-4,8a,9,9a-tetrahydro-3aH-azuleno[6,5-b]furan-2,6-dione
• SMILES (Canonical): CC1=C2C(CC3C(C1)OC(=O)C3=C)C(=CC2=O)C
• SMILES (Isomeric): CC1=C2C(CC3C(C1)OC(=O)C3=C)C(=CC2=O)C
• InChI: InChI=1S/C15H16O3/c1-7-4-12(16)14-8(2)5-13-11(6-10(7)14)9(3)15(17)18-13/h4,10-11,13H,3,5-6H2,1-2H3
• InChI Key: QRVNJKUZIQULFW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.34
• 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	+	0.9963	99.63%
Caco-2	+	0.7214	72.14%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5751	57.51%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9466	94.66%
P-glycoprotein inhibitior	-	0.8922	89.22%
P-glycoprotein substrate	-	0.8125	81.25%
CYP3A4 substrate	+	0.5334	53.34%
CYP2C9 substrate	-	0.8285	82.85%
CYP2D6 substrate	-	0.9001	90.01%
CYP3A4 inhibition	-	0.8388	83.88%
CYP2C9 inhibition	-	0.9013	90.13%
CYP2C19 inhibition	-	0.8245	82.45%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	+	0.5603	56.03%
CYP2C8 inhibition	-	0.7713	77.13%
CYP inhibitory promiscuity	-	0.9114	91.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9317	93.17%
Carcinogenicity (trinary)	Non-required	0.5948	59.48%
Eye corrosion	-	0.9368	93.68%
Eye irritation	-	0.6430	64.30%
Skin irritation	-	0.5468	54.68%
Skin corrosion	-	0.9078	90.78%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5970	59.70%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.5599	55.99%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7314	73.14%
Acute Oral Toxicity (c)	III	0.5116	51.16%
Estrogen receptor binding	-	0.6157	61.57%
Androgen receptor binding	-	0.4906	49.06%
Thyroid receptor binding	-	0.6775	67.75%
Glucocorticoid receptor binding	-	0.4637	46.37%
Aromatase binding	-	0.8454	84.54%
PPAR gamma	-	0.6067	60.67%
Honey bee toxicity	-	0.7734	77.34%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9966	99.66%

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	90.81%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.53%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.01%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.62%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.38%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.06%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.72%	94.80%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.36%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.21%	86.33%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.71%	86.00%

Plants that contains it

• Helenium virginicum

Cross-Links

• PubChem: 162959663
• LOTUS: LTS0239329
• wikiData: Q105226686