3-[(1-Carboxyvinyl)oxy]benzoic acid

Details

• Internal ID: 03b66f53-c2e2-4837-96f3-fe9db6db9971
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenoxyacetic acid derivatives
• IUPAC Name: 3-(1-carboxyethenoxy)benzoic acid
• SMILES (Canonical): C=C(C(=O)O)OC1=CC=CC(=C1)C(=O)O
• SMILES (Isomeric): C=C(C(=O)O)OC1=CC=CC(=C1)C(=O)O
• InChI: InChI=1S/C10H8O5/c1-6(9(11)12)15-8-4-2-3-7(5-8)10(13)14/h2-5H,1H2,(H,11,12)(H,13,14)
• InChI Key: HGVAHYJMDVROLE-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈O₅
• Molecular Weight: 208.17 g/mol
• Exact Mass: 208.03717335 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 16929-37-6
• 3-(1-carboxyethenoxy)benzoic acid
• 3-(1-Carboxyvinyloxy)benzoic acid
• 3-[(1-Carboxyethenyl)oxy]benzoic acid
• 3-[(1-carboxyvinyl)oxy]benzoate
• RDH
• MEGxm0_000050
• SCHEMBL11404776
• ACon1_000626
• CHEBI:77107
• DTXSID30635905
• 3-(1-carboxy-vinyloxy)-benzoic acid
• AKOS040735593
• NCGC00168900-01
• C20772
• Deoxydehydrochorismic acid, >=95% (LC/MS-UV)
• BRD-K94692633-001-01-9
• Q27146651
• 3-(3-oxidanyl-3-oxidanylidene-prop-1-en-2-yl)oxybenzoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9721	97.21%
Caco-2	-	0.7182	71.82%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8513	85.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9681	96.81%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8965	89.65%
P-glycoprotein inhibitior	-	0.9694	96.94%
P-glycoprotein substrate	-	0.9838	98.38%
CYP3A4 substrate	-	0.6645	66.45%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8867	88.67%
CYP3A4 inhibition	-	0.8461	84.61%
CYP2C9 inhibition	-	0.8327	83.27%
CYP2C19 inhibition	-	0.8369	83.69%
CYP2D6 inhibition	-	0.9433	94.33%
CYP1A2 inhibition	-	0.8844	88.44%
CYP2C8 inhibition	-	0.6090	60.90%
CYP inhibitory promiscuity	-	0.9089	90.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6697	66.97%
Carcinogenicity (trinary)	Non-required	0.5513	55.13%
Eye corrosion	-	0.8404	84.04%
Eye irritation	+	0.9907	99.07%
Skin irritation	+	0.5152	51.52%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9008	90.08%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.6656	66.56%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.4655	46.55%
Acute Oral Toxicity (c)	IV	0.4989	49.89%
Estrogen receptor binding	-	0.6191	61.91%
Androgen receptor binding	-	0.8837	88.37%
Thyroid receptor binding	-	0.6649	66.49%
Glucocorticoid receptor binding	-	0.7447	74.47%
Aromatase binding	-	0.7444	74.44%
PPAR gamma	+	0.6646	66.46%
Honey bee toxicity	-	0.8141	81.41%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9887	98.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.90%	95.56%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	91.36%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.29%	86.33%
CHEMBL2535	P11166	Glucose transporter	87.47%	98.75%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.31%	81.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.05%	99.17%
CHEMBL1811	P34995	Prostanoid EP1 receptor	84.80%	95.71%
CHEMBL3194	P02766	Transthyretin	82.59%	90.71%
CHEMBL3902	P09211	Glutathione S-transferase Pi	82.06%	93.81%
CHEMBL2581	P07339	Cathepsin D	81.04%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23844017
• LOTUS: LTS0000731
• wikiData: Q27146651