3-[3-(3-Methylbut-2-enyl)-4-sulfooxyphenyl]prop-2-enoic acid

Details

• Internal ID: 5ae34552-f4ec-4c6d-b583-92bb20844937
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acids
• IUPAC Name: 3-[3-(3-methylbut-2-enyl)-4-sulfooxyphenyl]prop-2-enoic acid
• SMILES (Canonical): CC(=CCC1=C(C=CC(=C1)C=CC(=O)O)OS(=O)(=O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC(=C1)C=CC(=O)O)OS(=O)(=O)O)C
• InChI: InChI=1S/C14H16O6S/c1-10(2)3-6-12-9-11(5-8-14(15)16)4-7-13(12)20-21(17,18)19/h3-5,7-9H,6H2,1-2H3,(H,15,16)(H,17,18,19)
• InChI Key: AVUZOEYGJPUQDM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₆S
• Molecular Weight: 312.34 g/mol
• Exact Mass: 312.06675940 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 4
• 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	+	0.9400	94.00%
Caco-2	+	0.5619	56.19%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7324	73.24%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9399	93.99%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7096	70.96%
P-glycoprotein inhibitior	-	0.9269	92.69%
P-glycoprotein substrate	-	0.8413	84.13%
CYP3A4 substrate	-	0.5487	54.87%
CYP2C9 substrate	-	0.5995	59.95%
CYP2D6 substrate	-	0.8772	87.72%
CYP3A4 inhibition	-	0.9705	97.05%
CYP2C9 inhibition	-	0.6458	64.58%
CYP2C19 inhibition	-	0.6523	65.23%
CYP2D6 inhibition	-	0.8778	87.78%
CYP1A2 inhibition	-	0.6274	62.74%
CYP2C8 inhibition	-	0.5626	56.26%
CYP inhibitory promiscuity	-	0.7244	72.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.7861	78.61%
Carcinogenicity (trinary)	Non-required	0.6764	67.64%
Eye corrosion	-	0.8847	88.47%
Eye irritation	+	0.6171	61.71%
Skin irritation	-	0.7466	74.66%
Skin corrosion	-	0.7483	74.83%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6109	61.09%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6666	66.66%
skin sensitisation	-	0.6962	69.62%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7072	70.72%
Acute Oral Toxicity (c)	III	0.6694	66.94%
Estrogen receptor binding	-	0.5113	51.13%
Androgen receptor binding	+	0.7798	77.98%
Thyroid receptor binding	-	0.7074	70.74%
Glucocorticoid receptor binding	+	0.5423	54.23%
Aromatase binding	-	0.5160	51.60%
PPAR gamma	+	0.5552	55.52%
Honey bee toxicity	-	0.9087	90.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7355	73.55%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.98%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.58%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	93.03%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.81%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.92%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.23%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.16%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.45%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.38%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.58%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.47%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.09%	89.00%

Plants that contains it

• Petasites formosanus

Cross-Links

• PubChem: 72952809
• LOTUS: LTS0026593
• wikiData: Q104919853