(2S)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-carboxylic acid

Details

• Internal ID: b3d26b4e-3463-45b1-b7b7-9207a1cbe0a8
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: (2S)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-carboxylic acid
• SMILES (Canonical): CC(C)(C1CC2=C(O1)C=CC(=C2)C(=O)O)O
• SMILES (Isomeric): CC(C)([C@@H]1CC2=C(O1)C=CC(=C2)C(=O)O)O
• InChI: InChI=1S/C12H14O4/c1-12(2,15)10-6-8-5-7(11(13)14)3-4-9(8)16-10/h3-5,10,15H,6H2,1-2H3,(H,13,14)/t10-/m0/s1
• InChI Key: SJPHNOVSXSGUAF-JTQLQIEISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24 g/mol
• Exact Mass: 222.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.46
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	-	0.5617	56.17%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8045	80.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9508	95.08%
OATP1B3 inhibitior	+	0.9046	90.46%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9661	96.61%
P-glycoprotein inhibitior	-	0.9446	94.46%
P-glycoprotein substrate	-	0.9370	93.70%
CYP3A4 substrate	-	0.6109	61.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8305	83.05%
CYP3A4 inhibition	-	0.8906	89.06%
CYP2C9 inhibition	-	0.8353	83.53%
CYP2C19 inhibition	-	0.8689	86.89%
CYP2D6 inhibition	-	0.9156	91.56%
CYP1A2 inhibition	+	0.5221	52.21%
CYP2C8 inhibition	-	0.6893	68.93%
CYP inhibitory promiscuity	-	0.8601	86.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8319	83.19%
Carcinogenicity (trinary)	Non-required	0.5448	54.48%
Eye corrosion	-	0.9654	96.54%
Eye irritation	+	0.7400	74.00%
Skin irritation	-	0.6084	60.84%
Skin corrosion	-	0.8795	87.95%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7465	74.65%
Micronuclear	-	0.5882	58.82%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.6384	63.84%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7235	72.35%
Acute Oral Toxicity (c)	III	0.7295	72.95%
Estrogen receptor binding	-	0.5161	51.61%
Androgen receptor binding	-	0.7338	73.38%
Thyroid receptor binding	-	0.7248	72.48%
Glucocorticoid receptor binding	-	0.7789	77.89%
Aromatase binding	-	0.5993	59.93%
PPAR gamma	+	0.6264	62.64%
Honey bee toxicity	-	0.9674	96.74%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7452	74.52%
Fish aquatic toxicity	+	0.9249	92.49%

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	93.86%	86.33%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	92.85%	87.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.07%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.19%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.88%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.06%	99.17%
CHEMBL2581	P07339	Cathepsin D	84.03%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.98%	93.99%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.90%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.35%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.86%	100.00%

Plants that contains it

• Zanthoxylum wutaiense

Cross-Links

• PubChem: 163082295
• LOTUS: LTS0000296
• wikiData: Q105254465