p-Sulfoxy-cinnamic acid

Details

• Internal ID: a2cc3ddb-4949-467e-bc46-405f695588cb
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acids
• IUPAC Name: 3-(4-sulfooxyphenyl)prop-2-enoic acid
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)O)OS(=O)(=O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC(=O)O)OS(=O)(=O)O
• InChI: InChI=1S/C9H8O6S/c10-9(11)6-3-7-1-4-8(5-2-7)15-16(12,13)14/h1-6H,(H,10,11)(H,12,13,14)
• InChI Key: OYDCCWNLILCHDJ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈O₆S
• Molecular Weight: 244.22 g/mol
• Exact Mass: 244.00415914 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• SCHEMBL1876901
• NCI60_024968

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8322	83.22%
Caco-2	+	0.6805	68.05%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6490	64.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9663	96.63%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9262	92.62%
P-glycoprotein inhibitior	-	0.9748	97.48%
P-glycoprotein substrate	-	0.9860	98.60%
CYP3A4 substrate	-	0.6573	65.73%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8723	87.23%
CYP3A4 inhibition	-	0.9777	97.77%
CYP2C9 inhibition	-	0.7910	79.10%
CYP2C19 inhibition	-	0.8205	82.05%
CYP2D6 inhibition	-	0.9206	92.06%
CYP1A2 inhibition	-	0.7355	73.55%
CYP2C8 inhibition	-	0.7471	74.71%
CYP inhibitory promiscuity	-	0.9607	96.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.6913	69.13%
Carcinogenicity (trinary)	Non-required	0.6499	64.99%
Eye corrosion	+	0.7179	71.79%
Eye irritation	+	0.9751	97.51%
Skin irritation	-	0.6468	64.68%
Skin corrosion	+	0.5266	52.66%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9070	90.70%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6451	64.51%
skin sensitisation	-	0.6918	69.18%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5063	50.63%
Acute Oral Toxicity (c)	III	0.8019	80.19%
Estrogen receptor binding	-	0.6723	67.23%
Androgen receptor binding	+	0.6410	64.10%
Thyroid receptor binding	-	0.8237	82.37%
Glucocorticoid receptor binding	-	0.7032	70.32%
Aromatase binding	-	0.7313	73.13%
PPAR gamma	-	0.6203	62.03%
Honey bee toxicity	-	0.8801	88.01%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9933	99.33%

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	95.38%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.23%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.89%	86.33%
CHEMBL2039	P27338	Monoamine oxidase B	83.34%	92.51%
CHEMBL3194	P02766	Transthyretin	80.53%	90.71%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.33%	85.31%

Plants that contains it

• Zostera marina

Cross-Links

• PubChem: 382943
• LOTUS: LTS0047593
• wikiData: Q105203123