9a-ethoxy-4-hydroxy-3,4a,5-trimethyl-5,6,7,9-tetrahydro-4H-benzo[f][1]benzofuran-2-one

Details

• Internal ID: 6f4484f5-7d80-4bdc-be67-64654562124c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 9a-ethoxy-4-hydroxy-3,4a,5-trimethyl-5,6,7,9-tetrahydro-4H-benzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C17H24O4/c1-5-20-17-9-12-8-6-7-10(2)16(12,4)14(18)13(17)11(3)15(19)21-17/h8,10,14,18H,5-7,9H2,1-4H3
• InChI Key: VOXRQHWTXHNOMY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.8659	86.59%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6912	69.12%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8763	87.63%
OATP1B3 inhibitior	+	0.9667	96.67%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5278	52.78%
P-glycoprotein inhibitior	-	0.8123	81.23%
P-glycoprotein substrate	-	0.6962	69.62%
CYP3A4 substrate	+	0.6427	64.27%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.5826	58.26%
CYP2C9 inhibition	-	0.7739	77.39%
CYP2C19 inhibition	-	0.7675	76.75%
CYP2D6 inhibition	-	0.9108	91.08%
CYP1A2 inhibition	-	0.6214	62.14%
CYP2C8 inhibition	+	0.4715	47.15%
CYP inhibitory promiscuity	-	0.5846	58.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5446	54.46%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9090	90.90%
Skin irritation	+	0.6497	64.97%
Skin corrosion	-	0.9496	94.96%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5258	52.58%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5925	59.25%
skin sensitisation	-	0.8937	89.37%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6880	68.80%
Acute Oral Toxicity (c)	III	0.7344	73.44%
Estrogen receptor binding	-	0.4928	49.28%
Androgen receptor binding	+	0.5405	54.05%
Thyroid receptor binding	+	0.5941	59.41%
Glucocorticoid receptor binding	+	0.5862	58.62%
Aromatase binding	-	0.6032	60.32%
PPAR gamma	+	0.6117	61.17%
Honey bee toxicity	-	0.8203	82.03%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.9955	99.55%

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	95.24%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.72%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.09%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.08%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.91%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.60%	100.00%
CHEMBL4208	P20618	Proteasome component C5	84.50%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.45%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.88%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	83.63%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	83.12%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.08%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.93%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.45%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.36%	95.89%

Plants that contains it

• Packera toluccana

Cross-Links

• PubChem: 14890402
• LOTUS: LTS0265236
• wikiData: Q105290513