3-(3,4-Dimethoxyphenyl)-2-(3-hydroxy-4-methoxycarbonylphenyl)prop-2-enoic acid

Details

• Internal ID: e31a68c7-8560-40de-8de4-de0c711c3107
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 3-(3,4-dimethoxyphenyl)-2-(3-hydroxy-4-methoxycarbonylphenyl)prop-2-enoic acid
• InChI: InChI=1S/C19H18O7/c1-24-16-7-4-11(9-17(16)25-2)8-14(18(21)22)12-5-6-13(15(20)10-12)19(23)26-3/h4-10,20H,1-3H3,(H,21,22)
• InChI Key: FIZFMQMREPLBIE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₇
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.10525291 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	+	0.6292	62.92%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7900	79.00%
OATP2B1 inhibitior	-	0.7220	72.20%
OATP1B1 inhibitior	+	0.9111	91.11%
OATP1B3 inhibitior	+	0.7916	79.16%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4918	49.18%
P-glycoprotein inhibitior	+	0.6448	64.48%
P-glycoprotein substrate	-	0.7829	78.29%
CYP3A4 substrate	-	0.5257	52.57%
CYP2C9 substrate	-	0.6225	62.25%
CYP2D6 substrate	-	0.8865	88.65%
CYP3A4 inhibition	-	0.8703	87.03%
CYP2C9 inhibition	-	0.6499	64.99%
CYP2C19 inhibition	+	0.6231	62.31%
CYP2D6 inhibition	-	0.8132	81.32%
CYP1A2 inhibition	+	0.5554	55.54%
CYP2C8 inhibition	+	0.7742	77.42%
CYP inhibitory promiscuity	-	0.5366	53.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7278	72.78%
Carcinogenicity (trinary)	Non-required	0.5546	55.46%
Eye corrosion	-	0.9908	99.08%
Eye irritation	+	0.5274	52.74%
Skin irritation	-	0.7913	79.13%
Skin corrosion	-	0.9765	97.65%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7534	75.34%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5046	50.46%
skin sensitisation	-	0.8178	81.78%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6250	62.50%
Acute Oral Toxicity (c)	IV	0.4440	44.40%
Estrogen receptor binding	+	0.8399	83.99%
Androgen receptor binding	+	0.8052	80.52%
Thyroid receptor binding	+	0.6648	66.48%
Glucocorticoid receptor binding	+	0.8056	80.56%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.8023	80.23%
Honey bee toxicity	-	0.9284	92.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9963	99.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	94.94%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.63%	86.33%
CHEMBL2535	P11166	Glucose transporter	93.13%	98.75%
CHEMBL4208	P20618	Proteasome component C5	93.01%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	92.93%	90.20%
CHEMBL3194	P02766	Transthyretin	91.99%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.40%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.73%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.71%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.08%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.66%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.29%	96.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.25%	94.42%
CHEMBL340	P08684	Cytochrome P450 3A4	82.18%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.70%	91.07%
CHEMBL2581	P07339	Cathepsin D	80.07%	98.95%

Plants that contains it

• Hortia oreadica

Cross-Links

• PubChem: 91461204
• LOTUS: LTS0143990
• wikiData: Q103819048