5,8a-dimethyl-3-propan-2-yl-7,8-dihydro-1H-naphthalene-2,6-dione

Details

• Internal ID: fdeecd2a-db35-4489-bdc4-b85dad5f22fd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 5,8a-dimethyl-3-propan-2-yl-7,8-dihydro-1H-naphthalene-2,6-dione
• SMILES (Canonical): CC1=C2C=C(C(=O)CC2(CCC1=O)C)C(C)C
• SMILES (Isomeric): CC1=C2C=C(C(=O)CC2(CCC1=O)C)C(C)C
• InChI: InChI=1S/C15H20O2/c1-9(2)11-7-12-10(3)13(16)5-6-15(12,4)8-14(11)17/h7,9H,5-6,8H2,1-4H3
• InChI Key: LLOYUVLMNHQEFN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9029	90.29%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7388	73.88%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9082	90.82%
OATP1B3 inhibitior	+	0.9657	96.57%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5538	55.38%
P-glycoprotein inhibitior	-	0.9171	91.71%
P-glycoprotein substrate	-	0.9131	91.31%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.7424	74.24%
CYP2C9 inhibition	-	0.8104	81.04%
CYP2C19 inhibition	-	0.5526	55.26%
CYP2D6 inhibition	-	0.9126	91.26%
CYP1A2 inhibition	-	0.8281	82.81%
CYP2C8 inhibition	-	0.9695	96.95%
CYP inhibitory promiscuity	-	0.7548	75.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4939	49.39%
Eye corrosion	-	0.9868	98.68%
Eye irritation	+	0.5978	59.78%
Skin irritation	+	0.5232	52.32%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6499	64.99%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5510	55.10%
skin sensitisation	+	0.7763	77.63%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5484	54.84%
Acute Oral Toxicity (c)	III	0.7678	76.78%
Estrogen receptor binding	-	0.9384	93.84%
Androgen receptor binding	-	0.6429	64.29%
Thyroid receptor binding	-	0.5122	51.22%
Glucocorticoid receptor binding	-	0.6938	69.38%
Aromatase binding	-	0.7126	71.26%
PPAR gamma	-	0.7983	79.83%
Honey bee toxicity	-	0.8892	88.92%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9857	98.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.37%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.52%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.32%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	90.86%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.34%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.19%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.65%	90.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.59%	96.77%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.74%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.83%	96.09%
CHEMBL4072	P07858	Cathepsin B	81.57%	93.67%
CHEMBL221	P23219	Cyclooxygenase-1	81.01%	90.17%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.17%	93.04%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 85316807
• LOTUS: LTS0067504
• wikiData: Q104402260