3-Hydroxy-4-(1,3-benzodioxole-5-ylmethyl)furan-2(5H)-one

Details

• Internal ID: 239f50c8-2df4-4c6e-ad86-1143ae6a3bc7
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 3-(1,3-benzodioxol-5-ylmethyl)-4-hydroxy-2H-furan-5-one
• SMILES (Canonical): C1C(=C(C(=O)O1)O)CC2=CC3=C(C=C2)OCO3
• SMILES (Isomeric): C1C(=C(C(=O)O1)O)CC2=CC3=C(C=C2)OCO3
• InChI: InChI=1S/C12H10O5/c13-11-8(5-15-12(11)14)3-7-1-2-9-10(4-7)17-6-16-9/h1-2,4,13H,3,5-6H2
• InChI Key: BUCANRHPLQVXCB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₅
• Molecular Weight: 234.20 g/mol
• Exact Mass: 234.05282342 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9856	98.56%
Caco-2	+	0.6976	69.76%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7645	76.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9261	92.61%
OATP1B3 inhibitior	+	0.9654	96.54%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6120	61.20%
P-glycoprotein inhibitior	-	0.9669	96.69%
P-glycoprotein substrate	-	0.9460	94.60%
CYP3A4 substrate	-	0.5860	58.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8710	87.10%
CYP3A4 inhibition	-	0.5834	58.34%
CYP2C9 inhibition	+	0.5500	55.00%
CYP2C19 inhibition	+	0.5267	52.67%
CYP2D6 inhibition	-	0.7737	77.37%
CYP1A2 inhibition	+	0.5668	56.68%
CYP2C8 inhibition	-	0.9201	92.01%
CYP inhibitory promiscuity	+	0.5979	59.79%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5076	50.76%
Eye corrosion	-	0.9746	97.46%
Eye irritation	+	0.8969	89.69%
Skin irritation	-	0.6050	60.50%
Skin corrosion	-	0.9172	91.72%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7181	71.81%
Micronuclear	+	0.6355	63.55%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.5683	56.83%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6262	62.62%
Acute Oral Toxicity (c)	III	0.3890	38.90%
Estrogen receptor binding	+	0.7443	74.43%
Androgen receptor binding	+	0.6375	63.75%
Thyroid receptor binding	+	0.6067	60.67%
Glucocorticoid receptor binding	+	0.7582	75.82%
Aromatase binding	+	0.7009	70.09%
PPAR gamma	+	0.8383	83.83%
Honey bee toxicity	-	0.8737	87.37%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9544	95.44%

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	98.03%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.60%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.11%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.88%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.87%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.72%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.14%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	86.51%	94.73%
CHEMBL2039	P27338	Monoamine oxidase B	85.77%	92.51%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.01%	94.80%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	83.70%	93.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.54%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.83%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.55%	96.09%
CHEMBL4208	P20618	Proteasome component C5	80.51%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.02%	99.17%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 100935363
• LOTUS: LTS0021552
• wikiData: Q104946016