[(3S,3aR,9aR,9bS)-3,6,9-trimethyl-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-3-yl] acetate

Details

• Internal ID: d8c0ae0a-bed6-4ed9-8d61-a68ff40c1b8c
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(3S,3aR,9aR,9bS)-3,6,9-trimethyl-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-3-yl] acetate
• InChI: InChI=1S/C17H20O5/c1-8-5-6-11-15(14-9(2)7-12(19)13(8)14)21-16(20)17(11,4)22-10(3)18/h7,11,14-15H,5-6H2,1-4H3/t11-,14-,15-,17+/m1/s1
• InChI Key: KHZDFZXNVLIMJH-CYHLAULCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.6748	67.48%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5536	55.36%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9115	91.15%
OATP1B3 inhibitior	+	0.9078	90.78%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7114	71.14%
P-glycoprotein inhibitior	-	0.6895	68.95%
P-glycoprotein substrate	-	0.7961	79.61%
CYP3A4 substrate	+	0.6304	63.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9027	90.27%
CYP3A4 inhibition	-	0.7919	79.19%
CYP2C9 inhibition	-	0.8047	80.47%
CYP2C19 inhibition	-	0.8396	83.96%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	+	0.8039	80.39%
CYP2C8 inhibition	-	0.6414	64.14%
CYP inhibitory promiscuity	-	0.8546	85.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4654	46.54%
Eye corrosion	-	0.9673	96.73%
Eye irritation	-	0.8249	82.49%
Skin irritation	-	0.5175	51.75%
Skin corrosion	-	0.8393	83.93%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6689	66.89%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7087	70.87%
skin sensitisation	-	0.7342	73.42%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6378	63.78%
Acute Oral Toxicity (c)	III	0.4706	47.06%
Estrogen receptor binding	+	0.6221	62.21%
Androgen receptor binding	+	0.6393	63.93%
Thyroid receptor binding	-	0.5154	51.54%
Glucocorticoid receptor binding	+	0.5466	54.66%
Aromatase binding	-	0.7697	76.97%
PPAR gamma	-	0.5739	57.39%
Honey bee toxicity	-	0.8528	85.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9710	97.10%

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	94.24%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.70%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.14%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.77%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.01%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.86%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.37%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.70%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.32%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.28%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.22%	97.09%
CHEMBL2581	P07339	Cathepsin D	80.85%	98.95%

Plants that contains it

• Ferula penninervis

Cross-Links

• PubChem: 11748716
• LOTUS: LTS0044472
• wikiData: Q105141393