Methyl 3-(2,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: d4336154-0b98-47b4-97ae-b8d7f28691f8
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acids
• IUPAC Name: methyl 3-(2,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC(=O)C=CC1=C(C=C(C=C1)O)O
• SMILES (Isomeric): COC(=O)C=CC1=C(C=C(C=C1)O)O
• InChI: InChI=1S/C10H10O4/c1-14-10(13)5-3-7-2-4-8(11)6-9(7)12/h2-6,11-12H,1H3
• InChI Key: MAEVSPLUELJOMM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.18 g/mol
• Exact Mass: 194.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.28
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9735	97.35%
Caco-2	+	0.9066	90.66%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8076	80.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8964	89.64%
OATP1B3 inhibitior	+	0.9807	98.07%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9838	98.38%
BSEP inhibitior	-	0.8898	88.98%
P-glycoprotein inhibitior	-	0.9846	98.46%
P-glycoprotein substrate	-	0.9056	90.56%
CYP3A4 substrate	-	0.5641	56.41%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8578	85.78%
CYP3A4 inhibition	-	0.7081	70.81%
CYP2C9 inhibition	+	0.6535	65.35%
CYP2C19 inhibition	+	0.5327	53.27%
CYP2D6 inhibition	-	0.9706	97.06%
CYP1A2 inhibition	-	0.5864	58.64%
CYP2C8 inhibition	+	0.5352	53.52%
CYP inhibitory promiscuity	-	0.6046	60.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7293	72.93%
Carcinogenicity (trinary)	Non-required	0.6958	69.58%
Eye corrosion	-	0.7800	78.00%
Eye irritation	+	0.9935	99.35%
Skin irritation	+	0.6422	64.22%
Skin corrosion	-	0.9141	91.41%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7115	71.15%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5251	52.51%
skin sensitisation	-	0.6287	62.87%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.4676	46.76%
Acute Oral Toxicity (c)	III	0.5417	54.17%
Estrogen receptor binding	-	0.5120	51.20%
Androgen receptor binding	+	0.6450	64.50%
Thyroid receptor binding	-	0.7194	71.94%
Glucocorticoid receptor binding	-	0.6154	61.54%
Aromatase binding	-	0.5158	51.58%
PPAR gamma	-	0.6795	67.95%
Honey bee toxicity	-	0.9348	93.48%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9559	95.59%

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	98.29%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.36%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.73%	96.09%
CHEMBL3194	P02766	Transthyretin	90.28%	90.71%
CHEMBL2581	P07339	Cathepsin D	89.48%	98.95%
CHEMBL4208	P20618	Proteasome component C5	89.41%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.77%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.86%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.09%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.25%	89.00%
CHEMBL2535	P11166	Glucose transporter	81.01%	98.75%

Plants that contains it

• Salvinia molesta

Cross-Links

• PubChem: 70134024
• LOTUS: LTS0242871
• wikiData: Q104888916