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

Details

• Internal ID: 9729e68f-08ea-4ac5-a06a-48dc7d5ef029
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 8-hydroxy-3,5,8a-trimethyl-5,6,7,8-tetrahydro-4aH-benzo[f][1]benzofuran-4,9-dione
• InChI: InChI=1S/C15H18O4/c1-7-4-5-9(16)15(3)11(7)12(17)10-8(2)6-19-13(10)14(15)18/h6-7,9,11,16H,4-5H2,1-3H3
• InChI Key: JJNFKVZLWYKHPC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 67.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.38
• 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	+	0.9939	99.39%
Caco-2	+	0.5337	53.37%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6805	68.05%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9060	90.60%
OATP1B3 inhibitior	+	0.9093	90.93%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9243	92.43%
P-glycoprotein inhibitior	-	0.8778	87.78%
P-glycoprotein substrate	-	0.8958	89.58%
CYP3A4 substrate	+	0.6481	64.81%
CYP2C9 substrate	-	0.5775	57.75%
CYP2D6 substrate	-	0.8151	81.51%
CYP3A4 inhibition	-	0.7576	75.76%
CYP2C9 inhibition	-	0.8467	84.67%
CYP2C19 inhibition	-	0.9074	90.74%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	+	0.5608	56.08%
CYP2C8 inhibition	-	0.6877	68.77%
CYP inhibitory promiscuity	-	0.9564	95.64%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5237	52.37%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9630	96.30%
Skin irritation	-	0.5495	54.95%
Skin corrosion	-	0.7701	77.01%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7773	77.73%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8063	80.63%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6719	67.19%
Acute Oral Toxicity (c)	III	0.5073	50.73%
Estrogen receptor binding	+	0.5351	53.51%
Androgen receptor binding	+	0.5928	59.28%
Thyroid receptor binding	+	0.5662	56.62%
Glucocorticoid receptor binding	+	0.5762	57.62%
Aromatase binding	-	0.7192	71.92%
PPAR gamma	+	0.7133	71.33%
Honey bee toxicity	-	0.9034	90.34%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9168	91.68%

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	95.12%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.87%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.53%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.70%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	90.43%	86.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.93%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.18%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.74%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.27%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.40%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.80%	86.33%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.42%	96.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.88%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.47%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.24%	96.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163037854
• LOTUS: LTS0056556
• wikiData: Q105129746