(E)-3-(3,4-dihydroxyphenyl)-2-methylbut-2-enoic acid

Details

• Internal ID: cc497407-6b10-43c4-8021-95d46827a900
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acids
• IUPAC Name: (E)-3-(3,4-dihydroxyphenyl)-2-methylbut-2-enoic acid
• InChI: InChI=1S/C11H12O4/c1-6(7(2)11(14)15)8-3-4-9(12)10(13)5-8/h3-5,12-13H,1-2H3,(H,14,15)/b7-6+
• InChI Key: XOFFDJLXORBEJX-VOTSOKGWSA-N
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.21 g/mol
• Exact Mass: 208.07355886 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9822	98.22%
Caco-2	+	0.6205	62.05%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8516	85.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9485	94.85%
OATP1B3 inhibitior	+	0.9692	96.92%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8005	80.05%
P-glycoprotein inhibitior	-	0.9840	98.40%
P-glycoprotein substrate	-	0.9650	96.50%
CYP3A4 substrate	-	0.7283	72.83%
CYP2C9 substrate	-	0.5925	59.25%
CYP2D6 substrate	-	0.9050	90.50%
CYP3A4 inhibition	-	0.8651	86.51%
CYP2C9 inhibition	-	0.5242	52.42%
CYP2C19 inhibition	-	0.6246	62.46%
CYP2D6 inhibition	-	0.8119	81.19%
CYP1A2 inhibition	-	0.5390	53.90%
CYP2C8 inhibition	-	0.7582	75.82%
CYP inhibitory promiscuity	-	0.7087	70.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7241	72.41%
Carcinogenicity (trinary)	Non-required	0.6441	64.41%
Eye corrosion	-	0.8769	87.69%
Eye irritation	+	0.9351	93.51%
Skin irritation	+	0.6576	65.76%
Skin corrosion	-	0.7731	77.31%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7418	74.18%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	+	0.7628	76.28%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.5415	54.15%
Acute Oral Toxicity (c)	III	0.5021	50.21%
Estrogen receptor binding	-	0.5727	57.27%
Androgen receptor binding	+	0.6669	66.69%
Thyroid receptor binding	-	0.5979	59.79%
Glucocorticoid receptor binding	-	0.5749	57.49%
Aromatase binding	-	0.8350	83.50%
PPAR gamma	-	0.5676	56.76%
Honey bee toxicity	-	0.9677	96.77%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9902	99.02%

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	94.56%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	92.50%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.09%	86.33%
CHEMBL4208	P20618	Proteasome component C5	88.33%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.75%	95.56%
CHEMBL3194	P02766	Transthyretin	83.62%	90.71%
CHEMBL2581	P07339	Cathepsin D	82.98%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.44%	99.17%

Plants that contains it

• Populus nigra

Cross-Links

• PubChem: 129643359
• LOTUS: LTS0229673
• wikiData: Q105337725