8-hydroxy-3,5,8a-trimethyl-7,8-dihydro-6H-benzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: c3a38f1f-eab2-45dc-8911-3f5a700c920a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 8-hydroxy-3,5,8a-trimethyl-7,8-dihydro-6H-benzo[f][1]benzofuran-4,9-dione
• InChI: InChI=1S/C15H16O4/c1-7-4-5-9(16)15(3)11(7)12(17)10-8(2)6-19-13(10)14(15)18/h6,9,16H,4-5H2,1-3H3
• InChI Key: SSHZULPBHFOUFE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 67.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9975	99.75%
Caco-2	+	0.6863	68.63%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7257	72.57%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9276	92.76%
OATP1B3 inhibitior	+	0.9232	92.32%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6032	60.32%
BSEP inhibitior	-	0.8847	88.47%
P-glycoprotein inhibitior	-	0.9079	90.79%
P-glycoprotein substrate	-	0.9094	90.94%
CYP3A4 substrate	+	0.5891	58.91%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8320	83.20%
CYP3A4 inhibition	-	0.6692	66.92%
CYP2C9 inhibition	-	0.6765	67.65%
CYP2C19 inhibition	-	0.7984	79.84%
CYP2D6 inhibition	-	0.8739	87.39%
CYP1A2 inhibition	+	0.6957	69.57%
CYP2C8 inhibition	-	0.8010	80.10%
CYP inhibitory promiscuity	-	0.8150	81.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4556	45.56%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9003	90.03%
Skin irritation	+	0.4896	48.96%
Skin corrosion	-	0.8719	87.19%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6775	67.75%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	-	0.7563	75.63%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4883	48.83%
Acute Oral Toxicity (c)	III	0.3772	37.72%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5925	59.25%
Thyroid receptor binding	-	0.5437	54.37%
Glucocorticoid receptor binding	-	0.4656	46.56%
Aromatase binding	-	0.7076	70.76%
PPAR gamma	+	0.7260	72.60%
Honey bee toxicity	-	0.9445	94.45%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9770	97.70%

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	93.53%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.53%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.66%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.49%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.11%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.54%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.45%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.19%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.61%	99.23%
CHEMBL1871	P10275	Androgen Receptor	83.48%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.35%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.00%	93.03%

Plants that contains it

• Chloranthus henryi

Cross-Links

• PubChem: 162874169
• LOTUS: LTS0170192
• wikiData: Q105259686