(3aS,9aR,9bR)-6,9-dimethyl-3-methylidene-3a,4,9a,9b-tetrahydroazuleno[4,5-b]furan-2,5,7-trione

Details

• Internal ID: 603944c1-362c-47dc-b593-1b4e7aeaf5b4
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3aS,9aR,9bR)-6,9-dimethyl-3-methylidene-3a,4,9a,9b-tetrahydroazuleno[4,5-b]furan-2,5,7-trione
• InChI: InChI=1S/C15H14O4/c1-6-4-11(17)13-8(3)10(16)5-9-7(2)15(18)19-14(9)12(6)13/h4,9,12,14H,2,5H2,1,3H3/t9-,12+,14+/m0/s1
• InChI Key: IVUKXKOGSTXZPY-MRCXROJRSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 4
• 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	+	0.9942	99.42%
Caco-2	+	0.6373	63.73%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5457	54.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9143	91.43%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8777	87.77%
P-glycoprotein inhibitior	-	0.8573	85.73%
P-glycoprotein substrate	-	0.8828	88.28%
CYP3A4 substrate	+	0.5053	50.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8968	89.68%
CYP3A4 inhibition	-	0.8770	87.70%
CYP2C9 inhibition	-	0.9081	90.81%
CYP2C19 inhibition	-	0.8610	86.10%
CYP2D6 inhibition	-	0.9253	92.53%
CYP1A2 inhibition	-	0.5962	59.62%
CYP2C8 inhibition	-	0.8091	80.91%
CYP inhibitory promiscuity	-	0.8976	89.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9242	92.42%
Carcinogenicity (trinary)	Non-required	0.5801	58.01%
Eye corrosion	-	0.8891	88.91%
Eye irritation	-	0.5509	55.09%
Skin irritation	-	0.5403	54.03%
Skin corrosion	-	0.8344	83.44%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5115	51.15%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.5925	59.25%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7275	72.75%
Acute Oral Toxicity (c)	III	0.5011	50.11%
Estrogen receptor binding	-	0.5848	58.48%
Androgen receptor binding	+	0.6696	66.96%
Thyroid receptor binding	-	0.6673	66.73%
Glucocorticoid receptor binding	-	0.6058	60.58%
Aromatase binding	-	0.7929	79.29%
PPAR gamma	-	0.7349	73.49%
Honey bee toxicity	-	0.7790	77.90%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9709	97.09%

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	91.31%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.40%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.69%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.99%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.23%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.86%	94.80%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	85.65%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.33%	97.09%
CHEMBL3038469	P24941	CDK2/Cyclin A	81.12%	91.38%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.11%	86.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.06%	94.45%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.73%	93.65%

Plants that contains it

• Montanoa imbricata

Cross-Links

• PubChem: 134840418
• LOTUS: LTS0276349
• wikiData: Q105121299