(2S)-3-methoxy-2-(2-oxohexyl)-2H-furan-5-one

Details

• Internal ID: ffbffa1a-34b7-403c-82c3-925d9cdcd2a5
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (2S)-3-methoxy-2-(2-oxohexyl)-2H-furan-5-one
• SMILES (Canonical): CCCCC(=O)CC1C(=CC(=O)O1)OC
• SMILES (Isomeric): CCCCC(=O)C[C@H]1C(=CC(=O)O1)OC
• InChI: InChI=1S/C11H16O4/c1-3-4-5-8(12)6-10-9(14-2)7-11(13)15-10/h7,10H,3-6H2,1-2H3/t10-/m0/s1
• InChI Key: NRXBYBVTYYOICP-JTQLQIEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₄
• Molecular Weight: 212.24 g/mol
• Exact Mass: 212.10485899 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9821	98.21%
Caco-2	+	0.8351	83.51%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6995	69.95%
OATP2B1 inhibitior	-	0.8463	84.63%
OATP1B1 inhibitior	+	0.7976	79.76%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8914	89.14%
P-glycoprotein inhibitior	-	0.9514	95.14%
P-glycoprotein substrate	-	0.7791	77.91%
CYP3A4 substrate	-	0.5509	55.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	-	0.8444	84.44%
CYP2C9 inhibition	-	0.9134	91.34%
CYP2C19 inhibition	-	0.5386	53.86%
CYP2D6 inhibition	-	0.9142	91.42%
CYP1A2 inhibition	-	0.6150	61.50%
CYP2C8 inhibition	-	0.7669	76.69%
CYP inhibitory promiscuity	-	0.7975	79.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6871	68.71%
Eye corrosion	-	0.9541	95.41%
Eye irritation	+	0.6877	68.77%
Skin irritation	-	0.5692	56.92%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4673	46.73%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.8904	89.04%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.4509	45.09%
Acute Oral Toxicity (c)	III	0.4988	49.88%
Estrogen receptor binding	-	0.7496	74.96%
Androgen receptor binding	-	0.6346	63.46%
Thyroid receptor binding	-	0.8276	82.76%
Glucocorticoid receptor binding	-	0.5926	59.26%
Aromatase binding	-	0.8644	86.44%
PPAR gamma	-	0.7415	74.15%
Honey bee toxicity	-	0.9783	97.83%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5868	58.68%
Fish aquatic toxicity	+	0.9782	97.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.10%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.06%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.59%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.45%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.70%	97.25%
CHEMBL230	P35354	Cyclooxygenase-2	81.20%	89.63%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.37%	99.23%

Plants that contains it

• Erigeron bonariensis

Cross-Links

• PubChem: 163099412
• LOTUS: LTS0177635
• wikiData: Q105184890