5-[2-(Hydroxymethyl)phenyl]pent-4-enoic acid

Details

• Internal ID: 38be107a-1051-403c-a3a6-fdf89ab37a1c
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzyl alcohols
• IUPAC Name: 5-[2-(hydroxymethyl)phenyl]pent-4-enoic acid
• SMILES (Canonical): C1=CC=C(C(=C1)CO)C=CCCC(=O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)CO)C=CCCC(=O)O
• InChI: InChI=1S/C12H14O3/c13-9-11-7-2-1-5-10(11)6-3-4-8-12(14)15/h1-3,5-7,13H,4,8-9H2,(H,14,15)
• InChI Key: VJQGWPRXPTYZQW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.24 g/mol
• Exact Mass: 206.094294304 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 2
• 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	+	0.9895	98.95%
Caco-2	+	0.9122	91.22%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8611	86.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8822	88.22%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7758	77.58%
P-glycoprotein inhibitior	-	0.9846	98.46%
P-glycoprotein substrate	-	0.9695	96.95%
CYP3A4 substrate	-	0.6543	65.43%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	-	0.8316	83.16%
CYP3A4 inhibition	-	0.8917	89.17%
CYP2C9 inhibition	-	0.9267	92.67%
CYP2C19 inhibition	-	0.8693	86.93%
CYP2D6 inhibition	-	0.9195	91.95%
CYP1A2 inhibition	-	0.7619	76.19%
CYP2C8 inhibition	-	0.9212	92.12%
CYP inhibitory promiscuity	-	0.9349	93.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7828	78.28%
Carcinogenicity (trinary)	Non-required	0.7539	75.39%
Eye corrosion	-	0.9225	92.25%
Eye irritation	+	0.9688	96.88%
Skin irritation	+	0.6277	62.77%
Skin corrosion	-	0.8008	80.08%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7354	73.54%
Micronuclear	-	0.8082	80.82%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	+	0.6309	63.09%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8332	83.32%
Acute Oral Toxicity (c)	III	0.7668	76.68%
Estrogen receptor binding	-	0.6952	69.52%
Androgen receptor binding	-	0.8047	80.47%
Thyroid receptor binding	-	0.7381	73.81%
Glucocorticoid receptor binding	-	0.8499	84.99%
Aromatase binding	-	0.5555	55.55%
PPAR gamma	+	0.7221	72.21%
Honey bee toxicity	-	0.9681	96.81%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8174	81.74%

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	97.32%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.40%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.26%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.35%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.02%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.67%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.64%	96.09%
CHEMBL1781	P11387	DNA topoisomerase I	84.74%	97.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.45%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	83.17%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	81.37%	94.73%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.37%	96.25%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.13%	95.50%

Plants that contains it

• Phytolacca americana

Cross-Links

• PubChem: 162973874
• LOTUS: LTS0031849
• wikiData: Q105282716