2-(2-Hydroxy-3-methoxy-5-prop-2-enylphenyl)acetic acid

Details

• Internal ID: fd95e553-bb2e-484f-bc5f-f7fd89ea7e54
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylacetic acids > 2(hydroxyphenyl)acetic acids
• IUPAC Name: 2-(2-hydroxy-3-methoxy-5-prop-2-enylphenyl)acetic acid
• InChI: InChI=1S/C12H14O4/c1-3-4-8-5-9(7-11(13)14)12(15)10(6-8)16-2/h3,5-6,15H,1,4,7H2,2H3,(H,13,14)
• InChI Key: JZSDZJLCXPUULK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24 g/mol
• Exact Mass: 222.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	-	0.6399	63.99%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8361	83.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7719	77.19%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8823	88.23%
P-glycoprotein inhibitior	-	0.9624	96.24%
P-glycoprotein substrate	-	0.9052	90.52%
CYP3A4 substrate	-	0.5513	55.13%
CYP2C9 substrate	-	0.6131	61.31%
CYP2D6 substrate	-	0.7839	78.39%
CYP3A4 inhibition	-	0.8673	86.73%
CYP2C9 inhibition	-	0.8678	86.78%
CYP2C19 inhibition	-	0.8495	84.95%
CYP2D6 inhibition	-	0.9421	94.21%
CYP1A2 inhibition	-	0.8578	85.78%
CYP2C8 inhibition	+	0.6963	69.63%
CYP inhibitory promiscuity	-	0.9212	92.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7893	78.93%
Carcinogenicity (trinary)	Non-required	0.7380	73.80%
Eye corrosion	-	0.9236	92.36%
Eye irritation	+	0.9090	90.90%
Skin irritation	-	0.5381	53.81%
Skin corrosion	-	0.8986	89.86%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7725	77.25%
Micronuclear	+	0.5635	56.35%
Hepatotoxicity	+	0.7536	75.36%
skin sensitisation	-	0.6061	60.61%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8172	81.72%
Acute Oral Toxicity (c)	III	0.6714	67.14%
Estrogen receptor binding	-	0.6532	65.32%
Androgen receptor binding	-	0.7905	79.05%
Thyroid receptor binding	-	0.7340	73.40%
Glucocorticoid receptor binding	+	0.5611	56.11%
Aromatase binding	-	0.5729	57.29%
PPAR gamma	+	0.7379	73.79%
Honey bee toxicity	-	0.8767	87.67%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.91%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	94.51%	90.20%
CHEMBL2581	P07339	Cathepsin D	94.39%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.27%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.42%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.58%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.07%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.07%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.18%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	84.10%	91.19%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.75%	95.17%
CHEMBL4208	P20618	Proteasome component C5	82.97%	90.00%
CHEMBL2216739	Q92523	Carnitine O-palmitoyltransferase 1, muscle isoform	82.89%	88.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.78%	95.89%

Plants that contains it

• Tagetes minuta

Cross-Links

• PubChem: 129640791
• LOTUS: LTS0197035
• wikiData: Q105137562