(1-Acetyloxy-5,8-dimethyl-3-prop-1-en-2-ylnaphthalen-2-yl) acetate

Details

• Internal ID: 0c32c42e-0ef0-4b09-867a-5a0f97adf1de
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: (1-acetyloxy-5,8-dimethyl-3-prop-1-en-2-ylnaphthalen-2-yl) acetate
• SMILES (Canonical): CC1=C2C=C(C(=C(C2=C(C=C1)C)OC(=O)C)OC(=O)C)C(=C)C
• SMILES (Isomeric): CC1=C2C=C(C(=C(C2=C(C=C1)C)OC(=O)C)OC(=O)C)C(=C)C
• InChI: InChI=1S/C19H20O4/c1-10(2)15-9-16-11(3)7-8-12(4)17(16)19(23-14(6)21)18(15)22-13(5)20/h7-9H,1H2,2-6H3
• InChI Key: RKLGPDCGMPEFGB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.34
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.7006	70.06%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7773	77.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9594	95.94%
OATP1B3 inhibitior	+	0.9352	93.52%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6398	63.98%
P-glycoprotein inhibitior	-	0.6898	68.98%
P-glycoprotein substrate	-	0.9375	93.75%
CYP3A4 substrate	-	0.5838	58.38%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.8542	85.42%
CYP3A4 inhibition	+	0.6220	62.20%
CYP2C9 inhibition	-	0.5280	52.80%
CYP2C19 inhibition	+	0.6792	67.92%
CYP2D6 inhibition	-	0.8579	85.79%
CYP1A2 inhibition	+	0.8448	84.48%
CYP2C8 inhibition	-	0.7015	70.15%
CYP inhibitory promiscuity	+	0.7257	72.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8997	89.97%
Carcinogenicity (trinary)	Non-required	0.5349	53.49%
Eye corrosion	-	0.9909	99.09%
Eye irritation	+	0.8081	80.81%
Skin irritation	-	0.7871	78.71%
Skin corrosion	-	0.9834	98.34%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5932	59.32%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	+	0.6305	63.05%
skin sensitisation	-	0.6342	63.42%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.5700	57.00%
Acute Oral Toxicity (c)	III	0.5011	50.11%
Estrogen receptor binding	+	0.7143	71.43%
Androgen receptor binding	+	0.5903	59.03%
Thyroid receptor binding	+	0.5547	55.47%
Glucocorticoid receptor binding	-	0.5394	53.94%
Aromatase binding	+	0.6156	61.56%
PPAR gamma	+	0.5174	51.74%
Honey bee toxicity	-	0.8216	82.16%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	93.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.52%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.88%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.11%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.24%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.00%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.42%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.31%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.03%	94.80%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.21%	93.65%

Plants that contains it

• Emmotum nitens

Cross-Links

• PubChem: 162820503
• LOTUS: LTS0017351
• wikiData: Q105238491