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

Details

• Internal ID: 5caab659-3ca6-403e-b8cc-5d728a8c9c3b
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (3R)-3-[(2R,3S)-2,3-dihydroxybutyl]-7-hydroxy-3H-2-benzofuran-1-one
• InChI: InChI=1S/C12H14O5/c1-6(13)9(15)5-10-7-3-2-4-8(14)11(7)12(16)17-10/h2-4,6,9-10,13-15H,5H2,1H3/t6-,9+,10+/m0/s1
• InChI Key: OZCHPBNVKNAWHM-WQGWLQIFSA-N
• Popularity: 2 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: 1.10
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	-	0.6621	66.21%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6661	66.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9069	90.69%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9681	96.81%
P-glycoprotein inhibitior	-	0.9774	97.74%
P-glycoprotein substrate	-	0.8701	87.01%
CYP3A4 substrate	-	0.5254	52.54%
CYP2C9 substrate	-	0.5565	55.65%
CYP2D6 substrate	-	0.8307	83.07%
CYP3A4 inhibition	-	0.9510	95.10%
CYP2C9 inhibition	-	0.9517	95.17%
CYP2C19 inhibition	-	0.8733	87.33%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.6114	61.14%
CYP2C8 inhibition	-	0.8907	89.07%
CYP inhibitory promiscuity	-	0.9477	94.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9019	90.19%
Carcinogenicity (trinary)	Non-required	0.5413	54.13%
Eye corrosion	-	0.9635	96.35%
Eye irritation	-	0.8922	89.22%
Skin irritation	-	0.5194	51.94%
Skin corrosion	-	0.8946	89.46%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7572	75.72%
Micronuclear	+	0.5777	57.77%
Hepatotoxicity	+	0.6784	67.84%
skin sensitisation	-	0.6403	64.03%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5787	57.87%
Acute Oral Toxicity (c)	III	0.5483	54.83%
Estrogen receptor binding	-	0.6807	68.07%
Androgen receptor binding	-	0.5512	55.12%
Thyroid receptor binding	+	0.5428	54.28%
Glucocorticoid receptor binding	-	0.4866	48.66%
Aromatase binding	-	0.8074	80.74%
PPAR gamma	+	0.5197	51.97%
Honey bee toxicity	-	0.9376	93.76%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.8295	82.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.13%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.22%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.67%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.97%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.62%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.55%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.27%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.59%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.38%	99.15%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.71%	83.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.37%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.36%	85.14%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.48%	96.37%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.35%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162995048
• LOTUS: LTS0121008
• wikiData: Q105203678