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

Details

• Internal ID: 1aecb4d2-e88c-4ec7-97ef-35fe119fd4dd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 7-methoxy-5,8a-dimethyl-3-propan-2-yl-1H-naphthalene-2,6-dione
• SMILES (Canonical): CC1=C2C=C(C(=O)CC2(C=C(C1=O)OC)C)C(C)C
• SMILES (Isomeric): CC1=C2C=C(C(=O)CC2(C=C(C1=O)OC)C)C(C)C
• InChI: InChI=1S/C16H20O3/c1-9(2)11-6-12-10(3)15(18)14(19-5)8-16(12,4)7-13(11)17/h6,8-9H,7H2,1-5H3
• InChI Key: DRMIXJGFDXRPMS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₃
• Molecular Weight: 260.33 g/mol
• Exact Mass: 260.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.98
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

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	+	0.8386	83.86%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8169	81.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9399	93.99%
OATP1B3 inhibitior	+	0.9689	96.89%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6462	64.62%
P-glycoprotein inhibitior	-	0.8988	89.88%
P-glycoprotein substrate	-	0.8664	86.64%
CYP3A4 substrate	+	0.5130	51.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8705	87.05%
CYP3A4 inhibition	+	0.5357	53.57%
CYP2C9 inhibition	-	0.7017	70.17%
CYP2C19 inhibition	-	0.6366	63.66%
CYP2D6 inhibition	-	0.8948	89.48%
CYP1A2 inhibition	-	0.8059	80.59%
CYP2C8 inhibition	-	0.9258	92.58%
CYP inhibitory promiscuity	-	0.6033	60.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8806	88.06%
Carcinogenicity (trinary)	Non-required	0.4368	43.68%
Eye corrosion	-	0.9835	98.35%
Eye irritation	+	0.7724	77.24%
Skin irritation	-	0.7577	75.77%
Skin corrosion	-	0.9770	97.70%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5641	56.41%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5785	57.85%
skin sensitisation	+	0.5843	58.43%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7402	74.02%
Acute Oral Toxicity (c)	III	0.6762	67.62%
Estrogen receptor binding	-	0.6220	62.20%
Androgen receptor binding	-	0.6511	65.11%
Thyroid receptor binding	-	0.6318	63.18%
Glucocorticoid receptor binding	-	0.6323	63.23%
Aromatase binding	-	0.4864	48.64%
PPAR gamma	-	0.7094	70.94%
Honey bee toxicity	-	0.7547	75.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9570	95.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.73%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.99%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.44%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	91.66%	94.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.00%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.05%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.33%	97.14%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.26%	85.30%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.39%	85.31%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.49%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.40%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.01%	94.00%

Plants that contains it

• Parthenium argentatum

Cross-Links

• PubChem: 85239798
• LOTUS: LTS0048882
• wikiData: Q104987508