4,8-Dihydroxy-7-methoxy-3,4,5-trimethylbenzo[f][1]benzofuran-9-one

Details

• Internal ID: b97c4196-9f2b-4343-a978-6ae95dcb0911
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 4,8-dihydroxy-7-methoxy-3,4,5-trimethylbenzo[f][1]benzofuran-9-one
• InChI: InChI=1S/C16H16O5/c1-7-5-9(20-4)13(17)10-11(7)16(3,19)12-8(2)6-21-15(12)14(10)18/h5-6,17,19H,1-4H3
• InChI Key: ZTOXIEZTDIRBOB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	+	0.7066	70.66%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7448	74.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9075	90.75%
OATP1B3 inhibitior	+	0.9236	92.36%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8367	83.67%
P-glycoprotein inhibitior	-	0.7739	77.39%
P-glycoprotein substrate	-	0.8960	89.60%
CYP3A4 substrate	+	0.6038	60.38%
CYP2C9 substrate	-	0.6289	62.89%
CYP2D6 substrate	-	0.8355	83.55%
CYP3A4 inhibition	-	0.5777	57.77%
CYP2C9 inhibition	-	0.7785	77.85%
CYP2C19 inhibition	-	0.5734	57.34%
CYP2D6 inhibition	-	0.7998	79.98%
CYP1A2 inhibition	+	0.7005	70.05%
CYP2C8 inhibition	-	0.6001	60.01%
CYP inhibitory promiscuity	+	0.7153	71.53%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.3730	37.30%
Eye corrosion	-	0.9869	98.69%
Eye irritation	+	0.5515	55.15%
Skin irritation	-	0.7502	75.02%
Skin corrosion	-	0.9661	96.61%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6566	65.66%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8827	88.27%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6881	68.81%
Acute Oral Toxicity (c)	III	0.4643	46.43%
Estrogen receptor binding	+	0.6549	65.49%
Androgen receptor binding	+	0.5268	52.68%
Thyroid receptor binding	+	0.5233	52.33%
Glucocorticoid receptor binding	+	0.5697	56.97%
Aromatase binding	+	0.6645	66.45%
PPAR gamma	+	0.7201	72.01%
Honey bee toxicity	-	0.8740	87.40%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9487	94.87%

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	98.37%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.97%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.29%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.71%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.96%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	91.91%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.95%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.75%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.08%	96.21%
CHEMBL2581	P07339	Cathepsin D	86.09%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.58%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.01%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.75%	97.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.00%	99.15%

Plants that contains it

• Senecio madagascariensis

Cross-Links

• PubChem: 10613317
• LOTUS: LTS0203447
• wikiData: Q105383081