(3R)-7-hydroxy-3-[(1S)-1-hydroxyethyl]-3H-2-benzofuran-1-one

Details

• Internal ID: 1c5d2dd0-7f0d-4c2e-b028-8d7910a70d35
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (3R)-7-hydroxy-3-[(1S)-1-hydroxyethyl]-3H-2-benzofuran-1-one
• SMILES (Canonical): CC(C1C2=C(C(=CC=C2)O)C(=O)O1)O
• SMILES (Isomeric): C[C@@H]([C@H]1C2=C(C(=CC=C2)O)C(=O)O1)O
• InChI: InChI=1S/C10H10O4/c1-5(11)9-6-3-2-4-7(12)8(6)10(13)14-9/h2-5,9,11-12H,1H3/t5-,9-/m0/s1
• InChI Key: OEVSVHJSZJTZDW-CDUCUWFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.18 g/mol
• Exact Mass: 194.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.98
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	-	0.5950	59.50%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7029	70.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9106	91.06%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9822	98.22%
P-glycoprotein inhibitior	-	0.9666	96.66%
P-glycoprotein substrate	-	0.9221	92.21%
CYP3A4 substrate	-	0.5477	54.77%
CYP2C9 substrate	-	0.5744	57.44%
CYP2D6 substrate	-	0.8502	85.02%
CYP3A4 inhibition	-	0.8760	87.60%
CYP2C9 inhibition	-	0.7176	71.76%
CYP2C19 inhibition	-	0.7881	78.81%
CYP2D6 inhibition	-	0.9510	95.10%
CYP1A2 inhibition	+	0.8237	82.37%
CYP2C8 inhibition	-	0.9713	97.13%
CYP inhibitory promiscuity	-	0.7482	74.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9119	91.19%
Carcinogenicity (trinary)	Non-required	0.4713	47.13%
Eye corrosion	-	0.8395	83.95%
Eye irritation	+	0.5883	58.83%
Skin irritation	+	0.6478	64.78%
Skin corrosion	-	0.9285	92.85%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8506	85.06%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.6582	65.82%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6234	62.34%
Acute Oral Toxicity (c)	III	0.5912	59.12%
Estrogen receptor binding	-	0.8704	87.04%
Androgen receptor binding	-	0.6213	62.13%
Thyroid receptor binding	-	0.6245	62.45%
Glucocorticoid receptor binding	-	0.8810	88.10%
Aromatase binding	-	0.9303	93.03%
PPAR gamma	-	0.5472	54.72%
Honey bee toxicity	-	0.9212	92.12%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8436	84.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.99%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.97%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.26%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.24%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.17%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.21%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.60%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.55%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.01%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.08%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.90%	93.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.74%	92.88%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.38%	83.10%

Plants that contains it

• Murraya koenigii

Cross-Links

• PubChem: 162941985
• LOTUS: LTS0151525
• wikiData: Q105190603