(1S,3aS,5S,8R,8aS,9aR)-1,5,8-trimethyl-1,3a,4,5,8,8a,9,9a-octahydroazuleno[6,5-b]furan-2,7-dione

Details

• Internal ID: 8ab21e6d-312d-47a0-953a-ecc06ae6ecf6
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,3aS,5S,8R,8aS,9aR)-1,5,8-trimethyl-1,3a,4,5,8,8a,9,9a-octahydroazuleno[6,5-b]furan-2,7-dione
• SMILES (Canonical): CC1CC2C(CC3C1=CC(=O)C3C)C(C(=O)O2)C
• SMILES (Isomeric): C[C@H]1C[C@H]2[C@H](C[C@@H]3C1=CC(=O)[C@@H]3C)[C@@H](C(=O)O2)C
• InChI: InChI=1S/C15H20O3/c1-7-4-14-12(9(3)15(17)18-14)5-11-8(2)13(16)6-10(7)11/h6-9,11-12,14H,4-5H2,1-3H3/t7-,8+,9-,11-,12+,14-/m0/s1
• InChI Key: UEEDNJLGWKEDFS-FBEHUXOMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.36
• 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	+	0.9970	99.70%
Caco-2	+	0.8269	82.69%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6003	60.03%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.9204	92.04%
OATP1B3 inhibitior	+	0.9604	96.04%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8629	86.29%
P-glycoprotein inhibitior	-	0.8677	86.77%
P-glycoprotein substrate	-	0.7980	79.80%
CYP3A4 substrate	+	0.5100	51.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8968	89.68%
CYP3A4 inhibition	-	0.8594	85.94%
CYP2C9 inhibition	-	0.9004	90.04%
CYP2C19 inhibition	-	0.8503	85.03%
CYP2D6 inhibition	-	0.9572	95.72%
CYP1A2 inhibition	+	0.5205	52.05%
CYP2C8 inhibition	-	0.9023	90.23%
CYP inhibitory promiscuity	-	0.9136	91.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9317	93.17%
Carcinogenicity (trinary)	Non-required	0.5656	56.56%
Eye corrosion	-	0.9464	94.64%
Eye irritation	-	0.8296	82.96%
Skin irritation	-	0.5276	52.76%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4670	46.70%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7283	72.83%
skin sensitisation	-	0.6161	61.61%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5349	53.49%
Acute Oral Toxicity (c)	III	0.5127	51.27%
Estrogen receptor binding	-	0.5407	54.07%
Androgen receptor binding	+	0.6240	62.40%
Thyroid receptor binding	-	0.6994	69.94%
Glucocorticoid receptor binding	-	0.6475	64.75%
Aromatase binding	-	0.9083	90.83%
PPAR gamma	-	0.7957	79.57%
Honey bee toxicity	-	0.8051	80.51%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9925	99.25%

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	97.26%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.50%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.48%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.64%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.45%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.20%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.56%	94.80%
CHEMBL3974	P25116	Proteinase-activated receptor 1	82.89%	97.78%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.46%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.38%	86.33%

Plants that contains it

• Decachaeta thieleana

Cross-Links

• PubChem: 162901452
• LOTUS: LTS0253856
• wikiData: Q105270833