Benzoic acid, 2-[1-(acetyloxy)-2,4-hexadiynyl]-6-hydroxy-, methyl ester

Details

• Internal ID: f8f253e8-5aa5-4d5d-891f-94eeb7b733b7
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters > o-Hydroxybenzoic acid esters
• IUPAC Name: methyl 2-(1-acetyloxyhexa-2,4-diynyl)-6-hydroxybenzoate
• InChI: InChI=1S/C16H14O5/c1-4-5-6-10-14(21-11(2)17)12-8-7-9-13(18)15(12)16(19)20-3/h7-9,14,18H,1-3H3
• InChI Key: RPEWNRQJLWWDFE-UHFFFAOYSA-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): 72.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• Benzoic acid, 2-[1-(acetyloxy)-2,4-hexadiynyl]-6-hydroxy-, methyl ester
• DTXSID10439726

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9725	97.25%
Caco-2	-	0.7406	74.06%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.9042	90.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9408	94.08%
OATP1B3 inhibitior	+	0.9263	92.63%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7641	76.41%
P-glycoprotein inhibitior	-	0.7900	79.00%
P-glycoprotein substrate	-	0.7482	74.82%
CYP3A4 substrate	+	0.5884	58.84%
CYP2C9 substrate	-	0.5826	58.26%
CYP2D6 substrate	-	0.8786	87.86%
CYP3A4 inhibition	-	0.8556	85.56%
CYP2C9 inhibition	-	0.9759	97.59%
CYP2C19 inhibition	-	0.9675	96.75%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.8328	83.28%
CYP2C8 inhibition	-	0.6546	65.46%
CYP inhibitory promiscuity	-	0.9272	92.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6005	60.05%
Carcinogenicity (trinary)	Non-required	0.7034	70.34%
Eye corrosion	-	0.7371	73.71%
Eye irritation	-	0.8747	87.47%
Skin irritation	-	0.6360	63.60%
Skin corrosion	-	0.9184	91.84%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5828	58.28%
Micronuclear	+	0.5607	56.07%
Hepatotoxicity	+	0.5056	50.56%
skin sensitisation	-	0.9372	93.72%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.7614	76.14%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.6036	60.36%
Acute Oral Toxicity (c)	II	0.8480	84.80%
Estrogen receptor binding	+	0.6516	65.16%
Androgen receptor binding	+	0.5327	53.27%
Thyroid receptor binding	+	0.6245	62.45%
Glucocorticoid receptor binding	+	0.5974	59.74%
Aromatase binding	-	0.4831	48.31%
PPAR gamma	+	0.5717	57.17%
Honey bee toxicity	-	0.8393	83.93%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9659	96.59%

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	94.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.71%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.52%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.65%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.08%	94.73%
CHEMBL2535	P11166	Glucose transporter	87.86%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.46%	93.56%
CHEMBL4072	P07858	Cathepsin B	84.00%	93.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.57%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.39%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.68%	96.00%
CHEMBL5028	O14672	ADAM10	80.42%	97.50%

Plants that contains it

• Argyranthemum frutescens

Cross-Links

• PubChem: 10424095
• LOTUS: LTS0124709
• wikiData: Q82255770