(4S)-7,8-dimethoxy-3,4,5-trimethyl-4H-benzo[f][1]benzofuran-9-one

Details

• Internal ID: e2973fe9-8faf-4969-8754-43839a14cf4d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (4S)-7,8-dimethoxy-3,4,5-trimethyl-4H-benzo[f][1]benzofuran-9-one
• InChI: InChI=1S/C17H18O4/c1-8-6-11(19-4)16(20-5)14-12(8)10(3)13-9(2)7-21-17(13)15(14)18/h6-7,10H,1-5H3/t10-/m0/s1
• InChI Key: LILKIMUAZWSTDS-JTQLQIEISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₄
• Molecular Weight: 286.32 g/mol
• Exact Mass: 286.12050905 g/mol
• Topological Polar Surface Area (TPSA): 48.70 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.8571	85.71%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6430	64.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9463	94.63%
OATP1B3 inhibitior	+	0.9827	98.27%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6582	65.82%
P-glycoprotein inhibitior	-	0.6063	60.63%
P-glycoprotein substrate	-	0.9029	90.29%
CYP3A4 substrate	+	0.5406	54.06%
CYP2C9 substrate	-	0.7872	78.72%
CYP2D6 substrate	-	0.8140	81.40%
CYP3A4 inhibition	+	0.5651	56.51%
CYP2C9 inhibition	-	0.7654	76.54%
CYP2C19 inhibition	+	0.8435	84.35%
CYP2D6 inhibition	-	0.8657	86.57%
CYP1A2 inhibition	+	0.9832	98.32%
CYP2C8 inhibition	-	0.6408	64.08%
CYP inhibitory promiscuity	+	0.8822	88.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Warning	0.3940	39.40%
Eye corrosion	-	0.9681	96.81%
Eye irritation	-	0.8157	81.57%
Skin irritation	-	0.7863	78.63%
Skin corrosion	-	0.9875	98.75%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4048	40.48%
Micronuclear	+	0.7459	74.59%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8333	83.33%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7375	73.75%
Acute Oral Toxicity (c)	II	0.6059	60.59%
Estrogen receptor binding	+	0.7082	70.82%
Androgen receptor binding	+	0.6283	62.83%
Thyroid receptor binding	+	0.6177	61.77%
Glucocorticoid receptor binding	+	0.6732	67.32%
Aromatase binding	+	0.6635	66.35%
PPAR gamma	+	0.5935	59.35%
Honey bee toxicity	-	0.8436	84.36%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9603	96.03%

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	93.92%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.38%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.50%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.74%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.18%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.83%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.37%	97.14%
CHEMBL4302	P08183	P-glycoprotein 1	81.54%	92.98%
CHEMBL2581	P07339	Cathepsin D	81.28%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.64%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.32%	94.73%

Plants that contains it

• Senecio madagascariensis

Cross-Links

• PubChem: 163026672
• LOTUS: LTS0168118
• wikiData: Q105374977