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

Details

• Internal ID: b2953fd1-69ed-4e8e-8734-ed451a6329b7
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: 3-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-carboxylic acid
• InChI: InChI=1S/C12H14O5/c1-12(2,16)10-9(13)7-5-6(11(14)15)3-4-8(7)17-10/h3-5,9-10,13,16H,1-2H3,(H,14,15)
• InChI Key: BKQRTTBOEMTMAD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₅
• Molecular Weight: 238.24 g/mol
• Exact Mass: 238.08412354 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.95
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9628	96.28%
Caco-2	-	0.7609	76.09%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6977	69.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9475	94.75%
OATP1B3 inhibitior	+	0.8964	89.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9786	97.86%
P-glycoprotein inhibitior	-	0.9081	90.81%
P-glycoprotein substrate	-	0.9250	92.50%
CYP3A4 substrate	-	0.6239	62.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8380	83.80%
CYP3A4 inhibition	-	0.7423	74.23%
CYP2C9 inhibition	-	0.6811	68.11%
CYP2C19 inhibition	-	0.8233	82.33%
CYP2D6 inhibition	-	0.8849	88.49%
CYP1A2 inhibition	+	0.5271	52.71%
CYP2C8 inhibition	-	0.6215	62.15%
CYP inhibitory promiscuity	-	0.6473	64.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5685	56.85%
Eye corrosion	-	0.9596	95.96%
Eye irritation	+	0.7459	74.59%
Skin irritation	-	0.5377	53.77%
Skin corrosion	-	0.8442	84.42%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7826	78.26%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.6591	65.91%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6033	60.33%
Acute Oral Toxicity (c)	III	0.6246	62.46%
Estrogen receptor binding	+	0.5720	57.20%
Androgen receptor binding	-	0.7740	77.40%
Thyroid receptor binding	-	0.5898	58.98%
Glucocorticoid receptor binding	-	0.5776	57.76%
Aromatase binding	-	0.5422	54.22%
PPAR gamma	+	0.5750	57.50%
Honey bee toxicity	-	0.9630	96.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7952	79.52%
Fish aquatic toxicity	+	0.9338	93.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293294	P51151	Ras-related protein Rab-9A	97.33%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.88%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.95%	81.11%
CHEMBL1811	P34995	Prostanoid EP1 receptor	86.62%	95.71%
CHEMBL2581	P07339	Cathepsin D	86.60%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.36%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.75%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.28%	95.56%
CHEMBL3194	P02766	Transthyretin	83.82%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.23%	89.00%

Plants that contains it

• Piper hispidum

Cross-Links

• PubChem: 68842885
• LOTUS: LTS0081500
• wikiData: Q104937734