(5R)-5-hydroxy-4-methoxy-5-[(2R)-1-methoxypropan-2-yl]furan-2-one

Details

• Internal ID: 83f30352-6daa-4ad8-93b6-836ff9add9de
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (5R)-5-hydroxy-4-methoxy-5-[(2R)-1-methoxypropan-2-yl]furan-2-one
• SMILES (Canonical): CC(COC)C1(C(=CC(=O)O1)OC)O
• SMILES (Isomeric): C[C@H](COC)[C@@]1(C(=CC(=O)O1)OC)O
• InChI: InChI=1S/C9H14O5/c1-6(5-12-2)9(11)7(13-3)4-8(10)14-9/h4,6,11H,5H2,1-3H3/t6-,9-/m1/s1
• InChI Key: XAVWWBQJIQTIEU-HZGVNTEJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄O₅
• Molecular Weight: 202.20 g/mol
• Exact Mass: 202.08412354 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.04
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9283	92.83%
Caco-2	+	0.5642	56.42%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7038	70.38%
OATP2B1 inhibitior	-	0.8500	85.00%
OATP1B1 inhibitior	+	0.9020	90.20%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9097	90.97%
P-glycoprotein inhibitior	-	0.9253	92.53%
P-glycoprotein substrate	-	0.9308	93.08%
CYP3A4 substrate	-	0.5330	53.30%
CYP2C9 substrate	+	0.5822	58.22%
CYP2D6 substrate	-	0.8856	88.56%
CYP3A4 inhibition	-	0.8948	89.48%
CYP2C9 inhibition	-	0.8789	87.89%
CYP2C19 inhibition	-	0.8505	85.05%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.8394	83.94%
CYP2C8 inhibition	-	0.9676	96.76%
CYP inhibitory promiscuity	-	0.8743	87.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.5622	56.22%
Eye corrosion	-	0.9409	94.09%
Eye irritation	-	0.6560	65.60%
Skin irritation	-	0.7663	76.63%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.6444	64.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.7471	74.71%
Micronuclear	-	0.6826	68.26%
Hepatotoxicity	-	0.5285	52.85%
skin sensitisation	-	0.7257	72.57%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.7324	73.24%
Acute Oral Toxicity (c)	III	0.5118	51.18%
Estrogen receptor binding	-	0.6586	65.86%
Androgen receptor binding	+	0.5502	55.02%
Thyroid receptor binding	-	0.6916	69.16%
Glucocorticoid receptor binding	-	0.8018	80.18%
Aromatase binding	-	0.7306	73.06%
PPAR gamma	-	0.6370	63.70%
Honey bee toxicity	-	0.9181	91.81%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.7139	71.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.92%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.12%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.16%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.18%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	87.89%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.10%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.42%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.12%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.00%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162871382
• LOTUS: LTS0235955
• wikiData: Q105324177