[2-Hydroxy-3-(5-oxofuran-2-ylidene)propyl] benzoate

Details

• Internal ID: e59ac738-e8fe-4f87-9018-8937dfee6e26
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [2-hydroxy-3-(5-oxofuran-2-ylidene)propyl] benzoate
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)OCC(C=C2C=CC(=O)O2)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)OCC(C=C2C=CC(=O)O2)O
• InChI: InChI=1S/C14H12O5/c15-11(8-12-6-7-13(16)19-12)9-18-14(17)10-4-2-1-3-5-10/h1-8,11,15H,9H2
• InChI Key: WQHRXHYOKDRIRR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₅
• Molecular Weight: 260.24 g/mol
• Exact Mass: 260.06847348 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9793	97.93%
Caco-2	-	0.5267	52.67%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8229	82.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9246	92.46%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8074	80.74%
P-glycoprotein inhibitior	-	0.9342	93.42%
P-glycoprotein substrate	-	0.9584	95.84%
CYP3A4 substrate	-	0.5797	57.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.9565	95.65%
CYP2C9 inhibition	-	0.9122	91.22%
CYP2C19 inhibition	-	0.8626	86.26%
CYP2D6 inhibition	-	0.9284	92.84%
CYP1A2 inhibition	-	0.6961	69.61%
CYP2C8 inhibition	-	0.6795	67.95%
CYP inhibitory promiscuity	-	0.8049	80.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.5724	57.24%
Eye corrosion	-	0.9259	92.59%
Eye irritation	+	0.8262	82.62%
Skin irritation	-	0.6121	61.21%
Skin corrosion	-	0.9031	90.31%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7751	77.51%
Micronuclear	-	0.5049	50.49%
Hepatotoxicity	-	0.6196	61.96%
skin sensitisation	-	0.6647	66.47%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.7019	70.19%
Acute Oral Toxicity (c)	III	0.6433	64.33%
Estrogen receptor binding	+	0.7611	76.11%
Androgen receptor binding	-	0.7160	71.60%
Thyroid receptor binding	-	0.7558	75.58%
Glucocorticoid receptor binding	-	0.8322	83.22%
Aromatase binding	-	0.5152	51.52%
PPAR gamma	-	0.8098	80.98%
Honey bee toxicity	-	0.9192	91.92%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7721	77.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.25%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.73%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.45%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.07%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.14%	91.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.46%	83.00%
CHEMBL3401	O75469	Pregnane X receptor	86.09%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.96%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	83.70%	83.82%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.34%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	80.05%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 367556
• LOTUS: LTS0043389
• wikiData: Q105310726