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

Details

• Internal ID: 02da8241-876b-4dfc-bc76-909d9c6a73df
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3S,3aS,6R,9S,9aS,9bS)-3,6,9-trimethyl-3,3a,4,5,6,9,9a,9b-octahydroazuleno[4,5-b]furan-2,8-dione
• SMILES (Canonical): CC1CCC2C(C(=O)OC2C3C1=CC(=O)C3C)C
• SMILES (Isomeric): C[C@@H]1CC[C@H]2[C@@H](C(=O)O[C@@H]2[C@@H]3C1=CC(=O)[C@H]3C)C
• InChI: InChI=1S/C15H20O3/c1-7-4-5-10-8(2)15(17)18-14(10)13-9(3)12(16)6-11(7)13/h6-10,13-14H,4-5H2,1-3H3/t7-,8+,9-,10+,13+,14+/m1/s1
• InChI Key: NRLAITKLHLDNSZ-KNUVPAIGSA-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: 2.20
• 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	+	0.9957	99.57%
Caco-2	+	0.8849	88.49%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5310	53.10%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9075	90.75%
OATP1B3 inhibitior	+	0.9621	96.21%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9354	93.54%
P-glycoprotein inhibitior	-	0.8804	88.04%
P-glycoprotein substrate	-	0.7965	79.65%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8968	89.68%
CYP3A4 inhibition	-	0.9333	93.33%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.9107	91.07%
CYP2C8 inhibition	-	0.9579	95.79%
CYP inhibitory promiscuity	-	0.8681	86.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5058	50.58%
Eye corrosion	-	0.9296	92.96%
Eye irritation	-	0.8560	85.60%
Skin irritation	+	0.5607	56.07%
Skin corrosion	-	0.8245	82.45%
Ames mutagenesis	-	0.7337	73.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4349	43.49%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.7783	77.83%
skin sensitisation	-	0.5816	58.16%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5965	59.65%
Acute Oral Toxicity (c)	III	0.5827	58.27%
Estrogen receptor binding	-	0.5108	51.08%
Androgen receptor binding	+	0.5580	55.80%
Thyroid receptor binding	-	0.5925	59.25%
Glucocorticoid receptor binding	-	0.6434	64.34%
Aromatase binding	-	0.8341	83.41%
PPAR gamma	-	0.8224	82.24%
Honey bee toxicity	-	0.8210	82.10%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9713	97.13%

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	96.42%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.82%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.72%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.40%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.28%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	86.90%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.34%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.25%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.49%	100.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.02%	94.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.79%	89.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.07%	98.46%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101316785
• LOTUS: LTS0201150
• wikiData: Q105184635