(3aS,9aS,9bS)-6-methyl-3,9-dimethylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2-one

Details

• Internal ID: 2a729a87-dbac-4350-a20f-8dd1be8beaff
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3aS,9aS,9bS)-6-methyl-3,9-dimethylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1=C2C=CC(=C)C2C3C(CC1)C(=C)C(=O)O3
• SMILES (Isomeric): CC1=C2C=CC(=C)[C@@H]2[C@@H]3[C@@H](CC1)C(=C)C(=O)O3
• InChI: InChI=1S/C15H16O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h5-6,12-14H,2-4,7H2,1H3/t12-,13-,14-/m0/s1
• InChI Key: WDYVHMKJEFMFGL-IHRRRGAJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₂
• Molecular Weight: 228.29 g/mol
• Exact Mass: 228.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.94
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.6962	69.62%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Lysosomes	0.3351	33.51%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9454	94.54%
P-glycoprotein inhibitior	-	0.9089	90.89%
P-glycoprotein substrate	-	0.9157	91.57%
CYP3A4 substrate	+	0.5223	52.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8412	84.12%
CYP3A4 inhibition	-	0.8937	89.37%
CYP2C9 inhibition	-	0.9099	90.99%
CYP2C19 inhibition	-	0.6511	65.11%
CYP2D6 inhibition	-	0.8938	89.38%
CYP1A2 inhibition	+	0.8165	81.65%
CYP2C8 inhibition	-	0.7813	78.13%
CYP inhibitory promiscuity	-	0.7940	79.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4809	48.09%
Eye corrosion	-	0.7749	77.49%
Eye irritation	-	0.7133	71.33%
Skin irritation	+	0.5285	52.85%
Skin corrosion	-	0.8771	87.71%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5698	56.98%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	+	0.5898	58.98%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6057	60.57%
Acute Oral Toxicity (c)	III	0.5674	56.74%
Estrogen receptor binding	-	0.8306	83.06%
Androgen receptor binding	+	0.6481	64.81%
Thyroid receptor binding	-	0.6187	61.87%
Glucocorticoid receptor binding	-	0.7320	73.20%
Aromatase binding	-	0.8068	80.68%
PPAR gamma	-	0.6438	64.38%
Honey bee toxicity	-	0.9108	91.08%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9614	96.14%

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	92.13%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.97%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.97%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.16%	97.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.53%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.32%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.16%	94.80%
CHEMBL2581	P07339	Cathepsin D	80.62%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.51%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.26%	100.00%

Plants that contains it

• Ursinia nudicaulis

Cross-Links

• PubChem: 101625602
• LOTUS: LTS0257236
• wikiData: Q105302765