(4,8a-dimethyl-3,7-dioxo-6-propan-2-yl-2,8-dihydro-1H-naphthalen-2-yl) acetate

Details

• Internal ID: 128ae971-2571-4e0e-bfb5-247fd94582b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (4,8a-dimethyl-3,7-dioxo-6-propan-2-yl-2,8-dihydro-1H-naphthalen-2-yl) acetate
• SMILES (Canonical): CC1=C2C=C(C(=O)CC2(CC(C1=O)OC(=O)C)C)C(C)C
• SMILES (Isomeric): CC1=C2C=C(C(=O)CC2(CC(C1=O)OC(=O)C)C)C(C)C
• InChI: InChI=1S/C17H22O4/c1-9(2)12-6-13-10(3)16(20)15(21-11(4)18)8-17(13,5)7-14(12)19/h6,9,15H,7-8H2,1-5H3
• InChI Key: GFSPNBGKSJFURU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 4
• 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	+	0.9945	99.45%
Caco-2	+	0.7630	76.30%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7996	79.96%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8977	89.77%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	+	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6501	65.01%
P-glycoprotein inhibitior	-	0.8305	83.05%
P-glycoprotein substrate	-	0.7672	76.72%
CYP3A4 substrate	+	0.5889	58.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9075	90.75%
CYP3A4 inhibition	-	0.5649	56.49%
CYP2C9 inhibition	-	0.7838	78.38%
CYP2C19 inhibition	-	0.7953	79.53%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	-	0.8624	86.24%
CYP2C8 inhibition	-	0.8842	88.42%
CYP inhibitory promiscuity	-	0.7359	73.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8786	87.86%
Carcinogenicity (trinary)	Non-required	0.4639	46.39%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.6972	69.72%
Skin irritation	-	0.7285	72.85%
Skin corrosion	-	0.9750	97.50%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6334	63.34%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5619	56.19%
skin sensitisation	+	0.5970	59.70%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6020	60.20%
Acute Oral Toxicity (c)	III	0.6340	63.40%
Estrogen receptor binding	-	0.6597	65.97%
Androgen receptor binding	-	0.5882	58.82%
Thyroid receptor binding	-	0.5866	58.66%
Glucocorticoid receptor binding	-	0.5998	59.98%
Aromatase binding	-	0.6647	66.47%
PPAR gamma	-	0.6707	67.07%
Honey bee toxicity	-	0.7831	78.31%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.9908	99.08%

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	97.19%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.52%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.27%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.87%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.43%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.20%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.43%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.98%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	84.23%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	82.59%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.01%	97.09%
CHEMBL4208	P20618	Proteasome component C5	81.72%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.95%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.68%	93.04%

Plants that contains it

• Isocoma pluriflora

Cross-Links

• PubChem: 162856736
• LOTUS: LTS0072129
• wikiData: Q105007767