Methyl 2,4,5-trimethoxycinnamate

Details

• Internal ID: e279d973-50ce-48da-a774-b6cd8dec37bd
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: methyl 3-(2,4,5-trimethoxyphenyl)prop-2-enoate
• InChI: InChI=1S/C13H16O5/c1-15-10-8-12(17-3)11(16-2)7-9(10)5-6-13(14)18-4/h5-8H,1-4H3
• InChI Key: QIQFLZXAHGVMMF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.26 g/mol
• Exact Mass: 252.09977361 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• QIQFLZXAHGVMMF-UHFFFAOYSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.9238	92.38%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7916	79.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7684	76.84%
OATP1B3 inhibitior	+	0.9815	98.15%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8917	89.17%
P-glycoprotein substrate	-	0.9229	92.29%
CYP3A4 substrate	-	0.6056	60.56%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8434	84.34%
CYP3A4 inhibition	-	0.7622	76.22%
CYP2C9 inhibition	-	0.9836	98.36%
CYP2C19 inhibition	-	0.7858	78.58%
CYP2D6 inhibition	-	0.9693	96.93%
CYP1A2 inhibition	-	0.6343	63.43%
CYP2C8 inhibition	-	0.8073	80.73%
CYP inhibitory promiscuity	-	0.5846	58.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7314	73.14%
Carcinogenicity (trinary)	Non-required	0.5847	58.47%
Eye corrosion	-	0.6517	65.17%
Eye irritation	+	0.8970	89.70%
Skin irritation	-	0.6938	69.38%
Skin corrosion	-	0.9865	98.65%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4936	49.36%
Micronuclear	+	0.5307	53.07%
Hepatotoxicity	-	0.5698	56.98%
skin sensitisation	-	0.9040	90.40%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	+	0.6947	69.47%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	-	0.6234	62.34%
Acute Oral Toxicity (c)	III	0.4667	46.67%
Estrogen receptor binding	+	0.8373	83.73%
Androgen receptor binding	-	0.7946	79.46%
Thyroid receptor binding	-	0.4902	49.02%
Glucocorticoid receptor binding	+	0.5536	55.36%
Aromatase binding	+	0.8338	83.38%
PPAR gamma	-	0.6694	66.94%
Honey bee toxicity	-	0.9396	93.96%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9741	97.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.95%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.29%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.31%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.49%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.47%	99.17%
CHEMBL2535	P11166	Glucose transporter	83.92%	98.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.58%	89.50%

Plants that contains it

• Piper peepuloides

Cross-Links

• PubChem: 68740423
• LOTUS: LTS0096022
• wikiData: Q105221542