Methyl 3-(5-acetyloxy-2-hydroxy-4-methylphenyl)-4-hydroxybut-2-enoate

Details

• Internal ID: b88b83c0-8ecc-4e0d-a8e7-1224e2835e01
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acids
• IUPAC Name: methyl 3-(5-acetyloxy-2-hydroxy-4-methylphenyl)-4-hydroxybut-2-enoate
• InChI: InChI=1S/C14H16O6/c1-8-4-12(17)11(6-13(8)20-9(2)16)10(7-15)5-14(18)19-3/h4-6,15,17H,7H2,1-3H3
• InChI Key: SXOBQZZICSBNOB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₆
• Molecular Weight: 280.27 g/mol
• Exact Mass: 280.09468823 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.17
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9656	96.56%
Caco-2	+	0.7099	70.99%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8827	88.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9442	94.42%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7946	79.46%
P-glycoprotein inhibitior	-	0.9187	91.87%
P-glycoprotein substrate	-	0.7632	76.32%
CYP3A4 substrate	-	0.5416	54.16%
CYP2C9 substrate	-	0.5894	58.94%
CYP2D6 substrate	-	0.8914	89.14%
CYP3A4 inhibition	-	0.6517	65.17%
CYP2C9 inhibition	+	0.5721	57.21%
CYP2C19 inhibition	+	0.6466	64.66%
CYP2D6 inhibition	-	0.7424	74.24%
CYP1A2 inhibition	+	0.6569	65.69%
CYP2C8 inhibition	-	0.7826	78.26%
CYP inhibitory promiscuity	-	0.5321	53.21%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.6780	67.80%
Carcinogenicity (trinary)	Non-required	0.7604	76.04%
Eye corrosion	-	0.9805	98.05%
Eye irritation	+	0.5969	59.69%
Skin irritation	-	0.7447	74.47%
Skin corrosion	-	0.9703	97.03%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7320	73.20%
Micronuclear	-	0.5126	51.26%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7218	72.18%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.6023	60.23%
Acute Oral Toxicity (c)	III	0.5554	55.54%
Estrogen receptor binding	+	0.8384	83.84%
Androgen receptor binding	-	0.6302	63.02%
Thyroid receptor binding	-	0.6389	63.89%
Glucocorticoid receptor binding	-	0.4735	47.35%
Aromatase binding	+	0.6857	68.57%
PPAR gamma	-	0.6494	64.94%
Honey bee toxicity	-	0.8013	80.13%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9773	97.73%

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	97.94%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	96.16%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	90.58%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.49%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.23%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.08%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.29%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.82%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.22%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.58%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.37%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.13%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.44%	91.07%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.11%	97.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.09%	94.33%

Plants that contains it

• Schizogyne glaberrima

Cross-Links

• PubChem: 162959190
• LOTUS: LTS0188308
• wikiData: Q105263229