(3S,3aS,5aR,9bS)-3,5a,9-trimethyl-3a,5,5a,9b-tetrahydronaphtho[1,2-b]furan-2,6(3H,4H)-dione

Details

• Internal ID: 9ee0ee4c-c30b-4405-8735-e3877e2fbd2f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (3R,3aS,5aR,9bS)-3,5a,9-trimethyl-3a,4,5,9b-tetrahydro-3H-benzo[g][1]benzofuran-2,6-dione
• InChI: InChI=1S/C15H18O3/c1-8-4-5-11(16)15(3)7-6-10-9(2)14(17)18-13(10)12(8)15/h4-5,9-10,13H,6-7H2,1-3H3/t9-,10+,13+,15+/m1/s1
• InChI Key: CHUWSGRBMLBSSX-BILRFKGYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• InChI=1/C15H18O3/c1-8-4-5-11(16)15(3)7-6-10-9(2)14(17)18-13(10)12(8)15/h4-5,9-10,13H,6-7H2,1-3H3/t9-,10-,13-,15-/m0/s
• naphtho[1,2-b]furan-2,6(3H,4H)-dione, 3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-, (3S,3aS,5aR,9bS)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.7200	72.00%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6498	64.98%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9258	92.58%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8499	84.99%
P-glycoprotein inhibitior	-	0.9050	90.50%
P-glycoprotein substrate	-	0.8477	84.77%
CYP3A4 substrate	+	0.5615	56.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8965	89.65%
CYP3A4 inhibition	-	0.8016	80.16%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	-	0.9259	92.59%
CYP inhibitory promiscuity	-	0.6579	65.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4133	41.33%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.8728	87.28%
Skin irritation	+	0.5926	59.26%
Skin corrosion	-	0.7839	78.39%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5547	55.47%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.8875	88.75%
skin sensitisation	-	0.5349	53.49%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6229	62.29%
Acute Oral Toxicity (c)	III	0.7190	71.90%
Estrogen receptor binding	-	0.6555	65.55%
Androgen receptor binding	+	0.6264	62.64%
Thyroid receptor binding	-	0.5705	57.05%
Glucocorticoid receptor binding	-	0.7046	70.46%
Aromatase binding	-	0.8873	88.73%
PPAR gamma	-	0.7223	72.23%
Honey bee toxicity	-	0.8294	82.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9906	99.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.05%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.74%	97.25%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.19%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.54%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.96%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.69%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.59%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.70%	93.40%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.61%	86.00%
CHEMBL2581	P07339	Cathepsin D	80.69%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.60%	97.14%

Plants that contains it

• Artemisia herba-alba

Cross-Links

• PubChem: 642924
• LOTUS: LTS0263657
• wikiData: Q104959340