(3aS,9aR,9bS)-9a-hydroxy-6-methyl-3,9-dimethylidene-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: 2804912e-73f1-4eb0-96e5-f23490741213
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3aS,9aR,9bS)-9a-hydroxy-6-methyl-3,9-dimethylidene-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1=C2C=CC(=C)C2(C3C(CC1)C(=C)C(=O)O3)O
• SMILES (Isomeric): CC1=C2C=CC(=C)[C@@]2([C@@H]3[C@@H](CC1)C(=C)C(=O)O3)O
• InChI: InChI=1S/C15H16O3/c1-8-4-6-11-10(3)14(16)18-13(11)15(17)9(2)5-7-12(8)15/h5,7,11,13,17H,2-4,6H2,1H3/t11-,13-,15+/m0/s1
• InChI Key: FRVKBFCCNPHLBB-CORIIIEPSA-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): 46.50 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	-	0.5487	54.87%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5622	56.22%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9190	91.90%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9515	95.15%
P-glycoprotein inhibitior	-	0.9109	91.09%
P-glycoprotein substrate	-	0.8332	83.32%
CYP3A4 substrate	+	0.5594	55.94%
CYP2C9 substrate	-	0.8223	82.23%
CYP2D6 substrate	-	0.8552	85.52%
CYP3A4 inhibition	-	0.8591	85.91%
CYP2C9 inhibition	-	0.8254	82.54%
CYP2C19 inhibition	-	0.7336	73.36%
CYP2D6 inhibition	-	0.8654	86.54%
CYP1A2 inhibition	+	0.7725	77.25%
CYP2C8 inhibition	-	0.8554	85.54%
CYP inhibitory promiscuity	-	0.8557	85.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4593	45.93%
Eye corrosion	-	0.9360	93.60%
Eye irritation	-	0.6287	62.87%
Skin irritation	+	0.5077	50.77%
Skin corrosion	-	0.7967	79.67%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6847	68.47%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.6195	61.95%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.4596	45.96%
Acute Oral Toxicity (c)	III	0.5130	51.30%
Estrogen receptor binding	-	0.7294	72.94%
Androgen receptor binding	-	0.5231	52.31%
Thyroid receptor binding	-	0.6125	61.25%
Glucocorticoid receptor binding	-	0.5247	52.47%
Aromatase binding	-	0.6187	61.87%
PPAR gamma	-	0.5543	55.43%
Honey bee toxicity	-	0.9412	94.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9545	95.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.30%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.96%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.62%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.38%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.81%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.01%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.73%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.80%	97.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.51%	92.94%
CHEMBL4530	P00488	Coagulation factor XIII	80.32%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.00%	94.45%

Plants that contains it

• Juniperus thurifera
• Ursinia nana

Cross-Links

• PubChem: 162891674
• LOTUS: LTS0141234
• wikiData: Q105142057