5,8-dimethyl-1-methylidene-4,5,7,8,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2,6-dione

Details

• Internal ID: 38d38e73-0f97-4e64-9686-9413c6ef19d0
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 5,8-dimethyl-1-methylidene-4,5,7,8,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2,6-dione
• SMILES (Canonical): CC1CC2C(CC3=C1C(=O)CC3C)C(=C)C(=O)O2
• SMILES (Isomeric): CC1CC2C(CC3=C1C(=O)CC3C)C(=C)C(=O)O2
• 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/h7-8,11,13H,3-6H2,1-2H3
• InChI Key: HOIDSLSDZLEMRW-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: 1.80
• Atomic LogP (AlogP): 2.42
• 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	+	0.7984	79.84%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5751	57.51%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9123	91.23%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9417	94.17%
P-glycoprotein inhibitior	-	0.8689	86.89%
P-glycoprotein substrate	-	0.8643	86.43%
CYP3A4 substrate	+	0.5119	51.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8968	89.68%
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	-	0.8616	86.16%
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	+	0.6635	66.35%
Skin irritation	-	0.5468	54.68%
Skin corrosion	-	0.9078	90.78%
Ames mutagenesis	-	0.6524	65.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.6061	60.61%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.8750	87.50%
skin sensitisation	-	0.5599	55.99%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7966	79.66%
Acute Oral Toxicity (c)	III	0.5116	51.16%
Estrogen receptor binding	+	0.5959	59.59%
Androgen receptor binding	-	0.5121	51.21%
Thyroid receptor binding	-	0.6425	64.25%
Glucocorticoid receptor binding	+	0.6054	60.54%
Aromatase binding	-	0.6823	68.23%
PPAR gamma	-	0.6316	63.16%
Honey bee toxicity	-	0.6987	69.87%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.69%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.59%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.86%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.31%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.42%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	83.05%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.59%	91.11%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.41%	96.00%

Plants that contains it

• Decachaeta thieleana

Cross-Links

• PubChem: 75011987
• LOTUS: LTS0171513
• wikiData: Q105031291