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

Details

• Internal ID: 4b3848c6-773f-4976-bd6f-094c77f71fb5
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 5,8-dimethyl-1-methylidene-4,5,8,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2,7-dione
• SMILES (Canonical): CC1CC2C(CC3C1=CC(=O)C3C)C(=C)C(=O)O2
• SMILES (Isomeric): CC1CC2C(CC3C1=CC(=O)C3C)C(=C)C(=O)O2
• InChI: InChI=1S/C15H18O3/c1-7-4-14-12(9(3)15(17)18-14)5-11-8(2)13(16)6-10(7)11/h6-8,11-12,14H,3-5H2,1-2H3
• InChI Key: WFHQPKSRGIPWQY-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: 1.90
• 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	+	0.9963	99.63%
Caco-2	+	0.7666	76.66%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5751	57.51%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8928	89.28%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9362	93.62%
P-glycoprotein inhibitior	-	0.8565	85.65%
P-glycoprotein substrate	-	0.8428	84.28%
CYP3A4 substrate	+	0.5094	50.94%
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	-	0.8912	89.12%
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	-	0.6537	65.37%
Skin irritation	-	0.5468	54.68%
Skin corrosion	-	0.9078	90.78%
Ames mutagenesis	-	0.7324	73.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.5249	52.49%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.8283	82.83%
skin sensitisation	-	0.5599	55.99%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5562	55.62%
Acute Oral Toxicity (c)	III	0.5116	51.16%
Estrogen receptor binding	+	0.5942	59.42%
Androgen receptor binding	+	0.5383	53.83%
Thyroid receptor binding	-	0.6364	63.64%
Glucocorticoid receptor binding	+	0.5964	59.64%
Aromatase binding	-	0.8089	80.89%
PPAR gamma	-	0.6234	62.34%
Honey bee toxicity	-	0.7738	77.38%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.03%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.41%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.38%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.33%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.37%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.52%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	82.62%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.03%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.90%	97.14%

Plants that contains it

• Decachaeta thieleana

Cross-Links

• PubChem: 73045152
• LOTUS: LTS0045770
• wikiData: Q105303907