Eremopetasidione

Details

• Internal ID: b45278b7-e5d9-424c-a485-0f0d10791019
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 3-acetyl-6-hydroxy-4a,5-dimethyl-1,5,6,7,8,8a-hexahydronaphthalen-2-one
• InChI: InChI=1S/C14H20O3/c1-8-12(16)5-4-10-6-13(17)11(9(2)15)7-14(8,10)3/h7-8,10,12,16H,4-6H2,1-3H3
• InChI Key: ZKOZDFWTXYIUDZ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₃
• Molecular Weight: 236.31 g/mol
• Exact Mass: 236.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEBI:174214
• 3-acetyl-6-hydroxy-4a,5-dimethyl-1,5,6,7,8,8a-hexahydronaphthalen-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7447	74.47%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8009	80.09%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9269	92.69%
OATP1B3 inhibitior	+	0.9697	96.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8694	86.94%
P-glycoprotein inhibitior	-	0.9242	92.42%
P-glycoprotein substrate	-	0.7550	75.50%
CYP3A4 substrate	+	0.5595	55.95%
CYP2C9 substrate	-	0.7696	76.96%
CYP2D6 substrate	-	0.8443	84.43%
CYP3A4 inhibition	-	0.6535	65.35%
CYP2C9 inhibition	-	0.8863	88.63%
CYP2C19 inhibition	-	0.8822	88.22%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	-	0.8928	89.28%
CYP2C8 inhibition	-	0.9513	95.13%
CYP inhibitory promiscuity	-	0.9386	93.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4737	47.37%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9203	92.03%
Skin irritation	+	0.5962	59.62%
Skin corrosion	-	0.9307	93.07%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6182	61.82%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6640	66.40%
skin sensitisation	+	0.4846	48.46%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6548	65.48%
Acute Oral Toxicity (c)	III	0.4569	45.69%
Estrogen receptor binding	-	0.5557	55.57%
Androgen receptor binding	-	0.6590	65.90%
Thyroid receptor binding	-	0.6450	64.50%
Glucocorticoid receptor binding	-	0.6523	65.23%
Aromatase binding	-	0.7867	78.67%
PPAR gamma	-	0.6126	61.26%
Honey bee toxicity	-	0.9378	93.78%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9547	95.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.31%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.25%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.81%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.66%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.31%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.24%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.28%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.99%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.91%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.94%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.89%	97.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.68%	85.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.55%	89.00%

Plants that contains it

• Petasites japonicus

Cross-Links

• PubChem: 72755911
• LOTUS: LTS0038664
• wikiData: Q105378615