(S)-isoochracinate A1

Details

• Internal ID: 39cb1c18-ea72-491e-9f57-d7a0f2da0e63
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: methyl 2-[(1S)-4-hydroxy-3-oxo-1H-2-benzofuran-1-yl]acetate
• InChI: InChI=1S/C11H10O5/c1-15-9(13)5-8-6-3-2-4-7(12)10(6)11(14)16-8/h2-4,8,12H,5H2,1H3/t8-/m0/s1
• InChI Key: XJDPLHFMBSHYTB-QMMMGPOBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₅
• Molecular Weight: 222.19 g/mol
• Exact Mass: 222.05282342 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.17
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• methyl 2-((1S)-4-hydroxy-3-oxo-1H-2-benzofuran-1-yl)acetate
• methyl 2-[(1S)-4-hydroxy-3-oxo-1H-2-benzofuran-1-yl]acetate
• Methyl 2-((1S)-4-hydroxy-3-oxo-1,3-dihydro-2-benzofuran-1-yl)acetic acid
• Methyl 2-[(1S)-4-hydroxy-3-oxo-1,3-dihydro-2-benzofuran-1-yl]acetic acid
• RefChem:70489
• (S)-Isoochracinic acid a1
• CHEBI:213952
• methyl 2-[(1S)-4-hydroxy-3-oxo-1H-2-benzouran-1-yl]acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	-	0.5545	55.45%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7027	70.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8456	84.56%
OATP1B3 inhibitior	+	0.9648	96.48%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8367	83.67%
P-glycoprotein inhibitior	-	0.9754	97.54%
P-glycoprotein substrate	-	0.8243	82.43%
CYP3A4 substrate	+	0.5338	53.38%
CYP2C9 substrate	+	0.6157	61.57%
CYP2D6 substrate	-	0.8525	85.25%
CYP3A4 inhibition	-	0.9379	93.79%
CYP2C9 inhibition	-	0.6982	69.82%
CYP2C19 inhibition	-	0.7938	79.38%
CYP2D6 inhibition	-	0.9233	92.33%
CYP1A2 inhibition	+	0.6363	63.63%
CYP2C8 inhibition	-	0.6023	60.23%
CYP inhibitory promiscuity	-	0.8739	87.39%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.8719	87.19%
Carcinogenicity (trinary)	Non-required	0.5211	52.11%
Eye corrosion	-	0.8968	89.68%
Eye irritation	+	0.8266	82.66%
Skin irritation	-	0.6917	69.17%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7795	77.95%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	+	0.5619	56.19%
skin sensitisation	-	0.8318	83.18%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6645	66.45%
Acute Oral Toxicity (c)	III	0.4627	46.27%
Estrogen receptor binding	-	0.6514	65.14%
Androgen receptor binding	+	0.5499	54.99%
Thyroid receptor binding	-	0.5898	58.98%
Glucocorticoid receptor binding	-	0.6018	60.18%
Aromatase binding	-	0.6170	61.70%
PPAR gamma	+	0.5501	55.01%
Honey bee toxicity	-	0.9549	95.49%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8488	84.88%

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	98.07%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.34%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.40%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.09%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.09%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.28%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.18%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.82%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.66%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.57%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.55%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590693
• LOTUS: LTS0184154
• wikiData: Q105328894