9a-Methoxy-3,4a,5-trimethyl-4,5,8a,9-tetrahydrobenzo[f][1]benzofuran-2,6-dione

Details

• Internal ID: 9692dba1-7386-4a94-aa8c-9c81ec2ca4a2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 9a-methoxy-3,4a,5-trimethyl-4,5,8a,9-tetrahydrobenzo[f][1]benzofuran-2,6-dione
• SMILES (Canonical): CC1C(=O)C=CC2C1(CC3=C(C(=O)OC3(C2)OC)C)C
• SMILES (Isomeric): CC1C(=O)C=CC2C1(CC3=C(C(=O)OC3(C2)OC)C)C
• InChI: InChI=1S/C16H20O4/c1-9-12-8-15(3)10(2)13(17)6-5-11(15)7-16(12,19-4)20-14(9)18/h5-6,10-11H,7-8H2,1-4H3
• InChI Key: OJVOYGHFOFCKMO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.33 g/mol
• Exact Mass: 276.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 4
• 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	+	0.9958	99.58%
Caco-2	+	0.6372	63.72%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6393	63.93%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8751	87.51%
OATP1B3 inhibitior	+	0.9568	95.68%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6997	69.97%
P-glycoprotein inhibitior	-	0.8617	86.17%
P-glycoprotein substrate	-	0.8112	81.12%
CYP3A4 substrate	+	0.6515	65.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8980	89.80%
CYP3A4 inhibition	-	0.5462	54.62%
CYP2C9 inhibition	-	0.8697	86.97%
CYP2C19 inhibition	-	0.9136	91.36%
CYP2D6 inhibition	-	0.9693	96.93%
CYP1A2 inhibition	-	0.6419	64.19%
CYP2C8 inhibition	-	0.8193	81.93%
CYP inhibitory promiscuity	-	0.7405	74.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4360	43.60%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.9172	91.72%
Skin irritation	-	0.6041	60.41%
Skin corrosion	-	0.9260	92.60%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4830	48.30%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5051	50.51%
skin sensitisation	-	0.7723	77.23%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.7406	74.06%
Acute Oral Toxicity (c)	III	0.5385	53.85%
Estrogen receptor binding	-	0.5246	52.46%
Androgen receptor binding	+	0.5643	56.43%
Thyroid receptor binding	-	0.5931	59.31%
Glucocorticoid receptor binding	-	0.6301	63.01%
Aromatase binding	-	0.7838	78.38%
PPAR gamma	-	0.6011	60.11%
Honey bee toxicity	-	0.8093	80.93%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9923	99.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.01%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.38%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.14%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	85.73%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.58%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	84.52%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.35%	94.00%
CHEMBL1871	P10275	Androgen Receptor	83.71%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.33%	97.09%
CHEMBL2581	P07339	Cathepsin D	80.74%	98.95%

Plants that contains it

• Ligularia fischeri
• Senecio flavus
• Senecio nemorensis
• Senecio pseudoorientalis

Cross-Links

• PubChem: 85078939
• LOTUS: LTS0091619
• wikiData: Q105193325