2-[(1S)-5-chloro-4-hydroxy-1,3-dihydro-2-benzouran-1-yl]acetic acid

Details

• Internal ID: a8d5ac55-f1dd-4c81-84ca-6dc03ac7b96e
• Taxonomy: Organoheterocyclic compounds > Isocoumarans
• IUPAC Name: 2-[(1S)-5-chloro-4-hydroxy-1,3-dihydro-2-benzofuran-1-yl]acetic acid
• InChI: InChI=1S/C10H9ClO4/c11-7-2-1-5-6(10(7)14)4-15-8(5)3-9(12)13/h1-2,8,14H,3-4H2,(H,12,13)/t8-/m0/s1
• InChI Key: FIBDEOAAVUUOQH-QMMMGPOBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₉ClO₄
• Molecular Weight: 228.63 g/mol
• Exact Mass: 228.0189365 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.09
• 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	+	0.9952	99.52%
Caco-2	-	0.7739	77.39%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7486	74.86%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9041	90.41%
OATP1B3 inhibitior	+	0.9159	91.59%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8856	88.56%
P-glycoprotein inhibitior	-	0.9878	98.78%
P-glycoprotein substrate	-	0.8997	89.97%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.7938	79.38%
CYP3A4 inhibition	-	0.8396	83.96%
CYP2C9 inhibition	-	0.8737	87.37%
CYP2C19 inhibition	-	0.8749	87.49%
CYP2D6 inhibition	-	0.9165	91.65%
CYP1A2 inhibition	-	0.6776	67.76%
CYP2C8 inhibition	-	0.5589	55.89%
CYP inhibitory promiscuity	-	0.8146	81.46%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.7705	77.05%
Carcinogenicity (trinary)	Non-required	0.5261	52.61%
Eye corrosion	-	0.9806	98.06%
Eye irritation	+	0.7438	74.38%
Skin irritation	-	0.7243	72.43%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7338	73.38%
Micronuclear	-	0.5749	57.49%
Hepatotoxicity	+	0.7635	76.35%
skin sensitisation	-	0.6665	66.65%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8061	80.61%
Acute Oral Toxicity (c)	III	0.4821	48.21%
Estrogen receptor binding	-	0.4754	47.54%
Androgen receptor binding	-	0.6624	66.24%
Thyroid receptor binding	-	0.5649	56.49%
Glucocorticoid receptor binding	-	0.5874	58.74%
Aromatase binding	-	0.8261	82.61%
PPAR gamma	+	0.7206	72.06%
Honey bee toxicity	-	0.9731	97.31%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6904	69.04%
Fish aquatic toxicity	+	0.9817	98.17%

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	97.49%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.70%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.41%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.39%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.34%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.51%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.81%	86.33%
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	83.64%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	80.82%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591664
• LOTUS: LTS0081641
• wikiData: Q104995604