9a-Methoxy-3,4a,5-trimethyl-5,6,7,8,8a,9-hexahydrobenzo[f][1]benzofuran-2,4-dione

Details

• Internal ID: e2df6f85-be30-481f-bd9a-55f6d6096a17
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 9a-methoxy-3,4a,5-trimethyl-5,6,7,8,8a,9-hexahydrobenzo[f][1]benzofuran-2,4-dione
• SMILES (Canonical): CC1CCCC2C1(C(=O)C3=C(C(=O)OC3(C2)OC)C)C
• SMILES (Isomeric): CC1CCCC2C1(C(=O)C3=C(C(=O)OC3(C2)OC)C)C
• InChI: InChI=1S/C16H22O4/c1-9-6-5-7-11-8-16(19-4)12(10(2)14(18)20-16)13(17)15(9,11)3/h9,11H,5-8H2,1-4H3
• InChI Key: LUIIRJUFOIHUHC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34 g/mol
• Exact Mass: 278.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.62
• 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	+	0.9946	99.46%
Caco-2	+	0.9147	91.47%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7161	71.61%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9053	90.53%
OATP1B3 inhibitior	+	0.9716	97.16%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9171	91.71%
P-glycoprotein inhibitior	-	0.7773	77.73%
P-glycoprotein substrate	-	0.8788	87.88%
CYP3A4 substrate	+	0.6300	63.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8823	88.23%
CYP3A4 inhibition	-	0.7116	71.16%
CYP2C9 inhibition	-	0.8583	85.83%
CYP2C19 inhibition	-	0.8939	89.39%
CYP2D6 inhibition	-	0.9647	96.47%
CYP1A2 inhibition	-	0.5497	54.97%
CYP2C8 inhibition	-	0.7561	75.61%
CYP inhibitory promiscuity	-	0.8654	86.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5505	55.05%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.7932	79.32%
Skin irritation	-	0.5206	52.06%
Skin corrosion	-	0.9093	90.93%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5502	55.02%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8352	83.52%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.6942	69.42%
Acute Oral Toxicity (c)	III	0.4856	48.56%
Estrogen receptor binding	+	0.6853	68.53%
Androgen receptor binding	-	0.6001	60.01%
Thyroid receptor binding	+	0.7023	70.23%
Glucocorticoid receptor binding	+	0.5979	59.79%
Aromatase binding	-	0.6094	60.94%
PPAR gamma	-	0.5312	53.12%
Honey bee toxicity	-	0.8696	86.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9936	99.36%

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	94.49%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.19%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.48%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.29%	97.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.26%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.24%	96.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.23%	92.94%
CHEMBL1871	P10275	Androgen Receptor	81.21%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.13%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.01%	86.33%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.92%	82.38%
CHEMBL5255	O00206	Toll-like receptor 4	80.35%	92.50%

Plants that contains it

• Ligularia fischeri

Cross-Links

• PubChem: 85078973
• LOTUS: LTS0112536
• wikiData: Q105157451