4-[5-(2-Carboxyprop-1-enyl)furan-3-yl]cyclohexene-1-carboxylic acid

Details

• Internal ID: d271c037-2eec-40cd-909b-fd5d262666f0
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: 4-[5-(2-carboxyprop-1-enyl)furan-3-yl]cyclohexene-1-carboxylic acid
• SMILES (Canonical): CC(=CC1=CC(=CO1)C2CCC(=CC2)C(=O)O)C(=O)O
• SMILES (Isomeric): CC(=CC1=CC(=CO1)C2CCC(=CC2)C(=O)O)C(=O)O
• InChI: InChI=1S/C15H16O5/c1-9(14(16)17)6-13-7-12(8-20-13)10-2-4-11(5-3-10)15(18)19/h4,6-8,10H,2-3,5H2,1H3,(H,16,17)(H,18,19)
• InChI Key: QOYLXSSNAZJJDH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9710	97.10%
Caco-2	-	0.5813	58.13%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8879	88.79%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8502	85.02%
P-glycoprotein inhibitior	-	0.9662	96.62%
P-glycoprotein substrate	-	0.8779	87.79%
CYP3A4 substrate	-	0.5216	52.16%
CYP2C9 substrate	+	0.6298	62.98%
CYP2D6 substrate	-	0.9100	91.00%
CYP3A4 inhibition	-	0.9280	92.80%
CYP2C9 inhibition	-	0.6697	66.97%
CYP2C19 inhibition	-	0.6767	67.67%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.6776	67.76%
CYP inhibitory promiscuity	-	0.7173	71.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8471	84.71%
Carcinogenicity (trinary)	Non-required	0.5617	56.17%
Eye corrosion	-	0.9303	93.03%
Eye irritation	-	0.4826	48.26%
Skin irritation	-	0.7153	71.53%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3706	37.06%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.7088	70.88%
skin sensitisation	-	0.7826	78.26%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7147	71.47%
Acute Oral Toxicity (c)	III	0.6516	65.16%
Estrogen receptor binding	-	0.5219	52.19%
Androgen receptor binding	+	0.5593	55.93%
Thyroid receptor binding	-	0.6094	60.94%
Glucocorticoid receptor binding	+	0.7216	72.16%
Aromatase binding	-	0.6020	60.20%
PPAR gamma	+	0.7793	77.93%
Honey bee toxicity	-	0.9108	91.08%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9899	98.99%

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	93.93%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.44%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.74%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.52%	93.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.03%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	84.11%	91.19%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.64%	90.24%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	82.22%	95.00%
CHEMBL4208	P20618	Proteasome component C5	82.11%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	80.66%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85078936
• LOTUS: LTS0190330
• wikiData: Q104196044