(2R)-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-carboxylic acid

Details

• Internal ID: 903c2aee-47cf-4f38-bc72-504ec2c6b8a3
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: (2R)-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-carboxylic acid
• SMILES (Canonical): CC(=C)C1CC2=C(O1)C=CC(=C2)C(=O)O
• SMILES (Isomeric): CC(=C)[C@H]1CC2=C(O1)C=CC(=C2)C(=O)O
• InChI: InChI=1S/C12H12O3/c1-7(2)11-6-9-5-8(12(13)14)3-4-10(9)15-11/h3-5,11H,1,6H2,2H3,(H,13,14)/t11-/m1/s1
• InChI Key: PDOQMNZGRZWFOX-LLVKDONJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₃
• Molecular Weight: 204.22 g/mol
• Exact Mass: 204.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.26
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5378	53.78%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4931	49.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9454	94.54%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8815	88.15%
P-glycoprotein inhibitior	-	0.9632	96.32%
P-glycoprotein substrate	-	0.9104	91.04%
CYP3A4 substrate	-	0.6323	63.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8400	84.00%
CYP3A4 inhibition	-	0.8147	81.47%
CYP2C9 inhibition	-	0.7402	74.02%
CYP2C19 inhibition	-	0.6112	61.12%
CYP2D6 inhibition	-	0.9369	93.69%
CYP1A2 inhibition	+	0.7094	70.94%
CYP2C8 inhibition	-	0.8656	86.56%
CYP inhibitory promiscuity	-	0.6290	62.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8119	81.19%
Carcinogenicity (trinary)	Non-required	0.5300	53.00%
Eye corrosion	-	0.8818	88.18%
Eye irritation	+	0.9449	94.49%
Skin irritation	+	0.5835	58.35%
Skin corrosion	-	0.8782	87.82%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6963	69.63%
Micronuclear	-	0.5760	57.60%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	+	0.7093	70.93%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.4676	46.76%
Acute Oral Toxicity (c)	III	0.7066	70.66%
Estrogen receptor binding	-	0.8318	83.18%
Androgen receptor binding	-	0.7564	75.64%
Thyroid receptor binding	-	0.7445	74.45%
Glucocorticoid receptor binding	-	0.9123	91.23%
Aromatase binding	-	0.5431	54.31%
PPAR gamma	-	0.6684	66.84%
Honey bee toxicity	-	0.9130	91.30%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7552	75.52%
Fish aquatic toxicity	+	0.9819	98.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.64%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.12%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.63%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.37%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.93%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.66%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.57%	94.80%
CHEMBL340	P08684	Cytochrome P450 3A4	83.21%	91.19%
CHEMBL2581	P07339	Cathepsin D	82.21%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.22%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.36%	96.95%

Plants that contains it

• Gentiana algida

Cross-Links

• PubChem: 162964493
• LOTUS: LTS0019285
• wikiData: Q105206634