3-(5-Hydroxy-2-methoxyphenyl)prop-2-enoic acid

Details

• Internal ID: a01f1047-15b4-4ed5-8edc-1a777ada5dea
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acids
• IUPAC Name: 3-(5-hydroxy-2-methoxyphenyl)prop-2-enoic acid
• SMILES (Canonical): COC1=C(C=C(C=C1)O)C=CC(=O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)O)C=CC(=O)O
• InChI: InChI=1S/C10H10O4/c1-14-9-4-3-8(11)6-7(9)2-5-10(12)13/h2-6,11H,1H3,(H,12,13)
• InChI Key: IPYNUMHXATWFHF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.18 g/mol
• Exact Mass: 194.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	+	0.6759	67.59%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8994	89.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8795	87.95%
OATP1B3 inhibitior	+	0.9814	98.14%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8648	86.48%
P-glycoprotein inhibitior	-	0.9873	98.73%
P-glycoprotein substrate	-	0.8979	89.79%
CYP3A4 substrate	-	0.5905	59.05%
CYP2C9 substrate	-	0.6110	61.10%
CYP2D6 substrate	-	0.8502	85.02%
CYP3A4 inhibition	-	0.8902	89.02%
CYP2C9 inhibition	+	0.5929	59.29%
CYP2C19 inhibition	+	0.5545	55.45%
CYP2D6 inhibition	-	0.9666	96.66%
CYP1A2 inhibition	-	0.5348	53.48%
CYP2C8 inhibition	+	0.6452	64.52%
CYP inhibitory promiscuity	-	0.7300	73.00%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.6558	65.58%
Carcinogenicity (trinary)	Non-required	0.6194	61.94%
Eye corrosion	-	0.6319	63.19%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.6823	68.23%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7170	71.70%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8160	81.60%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.6063	60.63%
Acute Oral Toxicity (c)	III	0.4762	47.62%
Estrogen receptor binding	-	0.6120	61.20%
Androgen receptor binding	+	0.5990	59.90%
Thyroid receptor binding	-	0.7063	70.63%
Glucocorticoid receptor binding	-	0.5800	58.00%
Aromatase binding	-	0.6389	63.89%
PPAR gamma	-	0.5245	52.45%
Honey bee toxicity	-	0.9401	94.01%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7755	77.55%
Fish aquatic toxicity	+	0.9700	97.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3194	P02766	Transthyretin	94.16%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.15%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.93%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.34%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.25%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.47%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.46%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	88.09%	90.20%
CHEMBL2535	P11166	Glucose transporter	82.94%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.30%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.66%	89.62%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 69143598
• LOTUS: LTS0088510
• wikiData: Q105117590