methyl 2-[(1R)-1-acetyloxyhexa-2,4-diynyl]benzoate

Details

• Internal ID: 817238fa-3a3c-436e-8bb4-ceb14d3dc791
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: methyl 2-[(1R)-1-acetyloxyhexa-2,4-diynyl]benzoate
• SMILES (Canonical): CC#CC#CC(C1=CC=CC=C1C(=O)OC)OC(=O)C
• SMILES (Isomeric): CC#CC#C[C@H](C1=CC=CC=C1C(=O)OC)OC(=O)C
• InChI: InChI=1S/C16H14O4/c1-4-5-6-11-15(20-12(2)17)13-9-7-8-10-14(13)16(18)19-3/h7-10,15H,1-3H3/t15-/m1/s1
• InChI Key: LVKDGFWKAVTZOO-OAHLLOKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.08920892 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.10
• 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	+	0.9745	97.45%
Caco-2	-	0.5454	54.54%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.9048	90.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9464	94.64%
OATP1B3 inhibitior	+	0.9626	96.26%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7100	71.00%
P-glycoprotein inhibitior	-	0.8011	80.11%
P-glycoprotein substrate	-	0.8519	85.19%
CYP3A4 substrate	+	0.5227	52.27%
CYP2C9 substrate	-	0.7571	75.71%
CYP2D6 substrate	-	0.8867	88.67%
CYP3A4 inhibition	-	0.8101	81.01%
CYP2C9 inhibition	-	0.9168	91.68%
CYP2C19 inhibition	-	0.8961	89.61%
CYP2D6 inhibition	-	0.9600	96.00%
CYP1A2 inhibition	-	0.6675	66.75%
CYP2C8 inhibition	-	0.7196	71.96%
CYP inhibitory promiscuity	-	0.6533	65.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5185	51.85%
Carcinogenicity (trinary)	Non-required	0.6795	67.95%
Eye corrosion	-	0.6331	63.31%
Eye irritation	-	0.7935	79.35%
Skin irritation	-	0.8283	82.83%
Skin corrosion	-	0.9743	97.43%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3889	38.89%
Micronuclear	-	0.7326	73.26%
Hepatotoxicity	-	0.5515	55.15%
skin sensitisation	-	0.7252	72.52%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.5608	56.08%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.7056	70.56%
Acute Oral Toxicity (c)	IV	0.4733	47.33%
Estrogen receptor binding	-	0.5562	55.62%
Androgen receptor binding	-	0.5738	57.38%
Thyroid receptor binding	-	0.5180	51.80%
Glucocorticoid receptor binding	+	0.5653	56.53%
Aromatase binding	-	0.5059	50.59%
PPAR gamma	-	0.6627	66.27%
Honey bee toxicity	-	0.7690	76.90%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9687	96.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.45%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.80%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.99%	95.50%
CHEMBL2535	P11166	Glucose transporter	88.12%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	86.78%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.67%	86.33%
CHEMBL5028	O14672	ADAM10	82.76%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.11%	94.45%

Plants that contains it

• Argyranthemum frutescens

Cross-Links

• PubChem: 162866904
• LOTUS: LTS0059345
• wikiData: Q105157880