(E)-3-(3-carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid

Details

• Internal ID: 5e7e5a8c-cea8-4cb1-9e38-246792381d71
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acids
• IUPAC Name: (E)-3-(3-carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid
• SMILES (Canonical): C1=CC(=C(C=C1C=CC(=O)O)C(=N)N)O
• SMILES (Isomeric): C1=CC(=C(C=C1/C=C/C(=O)O)C(=N)N)O
• InChI: InChI=1S/C10H10N2O3/c11-10(12)7-5-6(1-3-8(7)13)2-4-9(14)15/h1-5,13H,(H3,11,12)(H,14,15)/b4-2+
• InChI Key: ZCRZQAXCIVXWOD-DUXPYHPUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀N₂O₃
• Molecular Weight: 206.20 g/mol
• Exact Mass: 206.06914219 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.77
• H-Bond Acceptor: 3
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.6209	62.09%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4998	49.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9683	96.83%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	-	0.8343	83.43%
P-glycoprotein inhibitior	-	0.9746	97.46%
P-glycoprotein substrate	-	0.9531	95.31%
CYP3A4 substrate	-	0.7276	72.76%
CYP2C9 substrate	-	0.5992	59.92%
CYP2D6 substrate	-	0.8757	87.57%
CYP3A4 inhibition	-	0.8524	85.24%
CYP2C9 inhibition	-	0.9130	91.30%
CYP2C19 inhibition	-	0.8477	84.77%
CYP2D6 inhibition	-	0.9270	92.70%
CYP1A2 inhibition	-	0.8185	81.85%
CYP2C8 inhibition	-	0.7335	73.35%
CYP inhibitory promiscuity	-	0.9456	94.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6661	66.61%
Carcinogenicity (trinary)	Non-required	0.6541	65.41%
Eye corrosion	-	0.9878	98.78%
Eye irritation	+	0.9482	94.82%
Skin irritation	-	0.6883	68.83%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8155	81.55%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.6476	64.76%
skin sensitisation	-	0.5627	56.27%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8524	85.24%
Acute Oral Toxicity (c)	III	0.5544	55.44%
Estrogen receptor binding	-	0.5821	58.21%
Androgen receptor binding	+	0.8329	83.29%
Thyroid receptor binding	+	0.6683	66.83%
Glucocorticoid receptor binding	-	0.4794	47.94%
Aromatase binding	-	0.6943	69.43%
PPAR gamma	+	0.6197	61.97%
Honey bee toxicity	-	0.9410	94.10%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.7804	78.04%

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	98.38%	91.11%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	95.74%	97.88%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.86%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.76%	95.56%
CHEMBL3194	P02766	Transthyretin	90.63%	90.71%
CHEMBL3959	P16083	Quinone reductase 2	90.25%	89.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.24%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.73%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.97%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.73%	94.45%

Plants that contains it

• Phyllanthus urinaria

Cross-Links

• PubChem: 135427111
• LOTUS: LTS0151027
• wikiData: Q105371411