(2R)-5-(furan-3-yl)-2-methyl-2-(4-methyl-2-oxopent-3-enyl)furan-3-one

Details

• Internal ID: eb0539e1-0ac5-4887-9c00-fd8ebd739d8c
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones
• IUPAC Name: (2R)-5-(furan-3-yl)-2-methyl-2-(4-methyl-2-oxopent-3-enyl)furan-3-one
• SMILES (Canonical): CC(=CC(=O)CC1(C(=O)C=C(O1)C2=COC=C2)C)C
• SMILES (Isomeric): CC(=CC(=O)C[C@@]1(C(=O)C=C(O1)C2=COC=C2)C)C
• InChI: InChI=1S/C15H16O4/c1-10(2)6-12(16)8-15(3)14(17)7-13(19-15)11-4-5-18-9-11/h4-7,9H,8H2,1-3H3/t15-/m1/s1
• InChI Key: UWVQKUQCCZIUHK-OAHLLOKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	+	0.8847	88.47%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7108	71.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8031	80.31%
OATP1B3 inhibitior	+	0.9011	90.11%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6969	69.69%
P-glycoprotein inhibitior	-	0.8765	87.65%
P-glycoprotein substrate	-	0.7081	70.81%
CYP3A4 substrate	+	0.5691	56.91%
CYP2C9 substrate	-	0.6007	60.07%
CYP2D6 substrate	-	0.8528	85.28%
CYP3A4 inhibition	-	0.6732	67.32%
CYP2C9 inhibition	-	0.6574	65.74%
CYP2C19 inhibition	-	0.6452	64.52%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.7473	74.73%
CYP2C8 inhibition	-	0.7110	71.10%
CYP inhibitory promiscuity	-	0.5407	54.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8171	81.71%
Carcinogenicity (trinary)	Non-required	0.3836	38.36%
Eye corrosion	-	0.9683	96.83%
Eye irritation	-	0.8116	81.16%
Skin irritation	-	0.7248	72.48%
Skin corrosion	-	0.9159	91.59%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4013	40.13%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	+	0.5365	53.65%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5558	55.58%
Acute Oral Toxicity (c)	III	0.6323	63.23%
Estrogen receptor binding	-	0.5413	54.13%
Androgen receptor binding	-	0.5995	59.95%
Thyroid receptor binding	-	0.6840	68.40%
Glucocorticoid receptor binding	-	0.6833	68.33%
Aromatase binding	+	0.6542	65.42%
PPAR gamma	-	0.6664	66.64%
Honey bee toxicity	-	0.9399	93.99%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9408	94.08%

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	96.70%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.12%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.40%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.81%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	89.54%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.78%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	88.04%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.94%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.44%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.94%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.23%	99.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.84%	97.28%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.63%	94.80%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.16%	96.00%

Plants that contains it

• Distimake kentrocaulos

Cross-Links

• PubChem: 162903717
• LOTUS: LTS0098700
• wikiData: Q105280580