(1R,3aR,8aS,9aR)-1,5,8-trimethyl-3a,4,6,8a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-2-one

Details

• Internal ID: daf444d5-0ee9-4cc2-89ea-9a14bf701bf3
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1R,3aR,8aS,9aR)-1,5,8-trimethyl-3a,4,6,8a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-2-one
• SMILES (Canonical): CC1C2CC3C(=CCC3=C(CC2OC1=O)C)C
• SMILES (Isomeric): C[C@@H]1[C@H]2C[C@H]3C(=CCC3=C(C[C@H]2OC1=O)C)C
• InChI: InChI=1S/C15H20O2/c1-8-4-5-11-9(2)6-14-13(7-12(8)11)10(3)15(16)17-14/h4,10,12-14H,5-7H2,1-3H3/t10-,12+,13-,14-/m1/s1
• InChI Key: YISJXQMPYGFTOW-YXCITZCRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.24
• 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	+	0.8977	89.77%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4077	40.77%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.9411	94.11%
OATP1B3 inhibitior	+	0.9608	96.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7876	78.76%
P-glycoprotein inhibitior	-	0.8785	87.85%
P-glycoprotein substrate	-	0.7277	72.77%
CYP3A4 substrate	+	0.5289	52.89%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8423	84.23%
CYP3A4 inhibition	-	0.8327	83.27%
CYP2C9 inhibition	-	0.9236	92.36%
CYP2C19 inhibition	-	0.7420	74.20%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	+	0.5469	54.69%
CYP2C8 inhibition	-	0.8891	88.91%
CYP inhibitory promiscuity	-	0.8729	87.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9217	92.17%
Carcinogenicity (trinary)	Non-required	0.5264	52.64%
Eye corrosion	-	0.9360	93.60%
Eye irritation	-	0.7220	72.20%
Skin irritation	+	0.4914	49.14%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5359	53.59%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7718	77.18%
Acute Oral Toxicity (c)	III	0.5818	58.18%
Estrogen receptor binding	-	0.8340	83.40%
Androgen receptor binding	+	0.5582	55.82%
Thyroid receptor binding	-	0.7724	77.24%
Glucocorticoid receptor binding	-	0.5296	52.96%
Aromatase binding	-	0.8917	89.17%
PPAR gamma	-	0.7496	74.96%
Honey bee toxicity	-	0.6461	64.61%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9831	98.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	92.86%	86.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.35%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.16%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.05%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.81%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.29%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	80.95%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.69%	97.21%

Plants that contains it

• Stevia samaipatensis

Cross-Links

• PubChem: 162851410
• LOTUS: LTS0204471
• wikiData: Q105349018