methyl 2-[(1R)-1-acetyloxypenta-2,4-diynyl]-6-methoxybenzoate

Details

• Internal ID: 7423ad1f-3394-4c4b-a287-4bbdab0876c1
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Methoxybenzoic acids and derivatives > O-methoxybenzoic acids and derivatives
• IUPAC Name: methyl 2-[(1R)-1-acetyloxypenta-2,4-diynyl]-6-methoxybenzoate
• SMILES (Canonical): CC(=O)OC(C#CC#C)C1=C(C(=CC=C1)OC)C(=O)OC
• SMILES (Isomeric): CC(=O)O[C@H](C#CC#C)C1=C(C(=CC=C1)OC)C(=O)OC
• InChI: InChI=1S/C16H14O5/c1-5-6-9-13(21-11(2)17)12-8-7-10-14(19-3)15(12)16(18)20-4/h1,7-8,10,13H,2-4H3/t13-/m1/s1
• InChI Key: PMHQPEQGSYZDCV-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	-	0.5677	56.77%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8753	87.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9404	94.04%
OATP1B3 inhibitior	+	0.9638	96.38%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5622	56.22%
P-glycoprotein inhibitior	-	0.7911	79.11%
P-glycoprotein substrate	-	0.7074	70.74%
CYP3A4 substrate	+	0.5907	59.07%
CYP2C9 substrate	-	0.5665	56.65%
CYP2D6 substrate	-	0.8665	86.65%
CYP3A4 inhibition	-	0.7867	78.67%
CYP2C9 inhibition	-	0.9615	96.15%
CYP2C19 inhibition	-	0.9295	92.95%
CYP2D6 inhibition	-	0.9606	96.06%
CYP1A2 inhibition	+	0.5621	56.21%
CYP2C8 inhibition	+	0.4574	45.74%
CYP inhibitory promiscuity	-	0.7899	78.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6079	60.79%
Carcinogenicity (trinary)	Non-required	0.6818	68.18%
Eye corrosion	-	0.6094	60.94%
Eye irritation	-	0.7674	76.74%
Skin irritation	-	0.7646	76.46%
Skin corrosion	-	0.9182	91.82%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5396	53.96%
Micronuclear	+	0.5207	52.07%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9361	93.61%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.7281	72.81%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.6102	61.02%
Acute Oral Toxicity (c)	II	0.6302	63.02%
Estrogen receptor binding	+	0.7748	77.48%
Androgen receptor binding	-	0.5527	55.27%
Thyroid receptor binding	+	0.5885	58.85%
Glucocorticoid receptor binding	+	0.7483	74.83%
Aromatase binding	-	0.5914	59.14%
PPAR gamma	+	0.6153	61.53%
Honey bee toxicity	-	0.8132	81.32%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9760	97.60%

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	96.54%	96.09%
CHEMBL2535	P11166	Glucose transporter	92.08%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.59%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	90.91%	90.20%
CHEMBL2581	P07339	Cathepsin D	88.85%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.63%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.49%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.94%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.33%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.31%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.70%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.74%	85.14%
CHEMBL5028	O14672	ADAM10	82.20%	97.50%

Plants that contains it

• Argyranthemum frutescens

Cross-Links

• PubChem: 163003923
• LOTUS: LTS0009874
• wikiData: Q105211469