(2R)-4-Methyl-5-oxo-2-propyl-2,5-dihydrofuran-3-carboxylic acid

Details

• Internal ID: b2f15b4c-5515-47fa-b415-f87d2deb7024
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (2R)-4-methyl-5-oxo-2-propyl-2H-furan-3-carboxylic acid
• SMILES (Canonical): CCCC1C(=C(C(=O)O1)C)C(=O)O
• SMILES (Isomeric): CCC[C@@H]1C(=C(C(=O)O1)C)C(=O)O
• InChI: InChI=1S/C9H12O4/c1-3-4-6-7(8(10)11)5(2)9(12)13-6/h6H,3-4H2,1-2H3,(H,10,11)/t6-/m1/s1
• InChI Key: GMDXRLRSQUTZAT-ZCFIWIBFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₂O₄
• Molecular Weight: 184.19 g/mol
• Exact Mass: 184.07355886 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.11
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 390401-25-9
• DTXSID40784236
• (2R)-4-Methyl-5-oxo-2-propyl-2,5-dihydrofuran-3-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9417	94.17%
Caco-2	+	0.5682	56.82%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7516	75.16%
OATP2B1 inhibitior	-	0.8476	84.76%
OATP1B1 inhibitior	+	0.8817	88.17%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9654	96.54%
P-glycoprotein inhibitior	-	0.9471	94.71%
P-glycoprotein substrate	-	0.9504	95.04%
CYP3A4 substrate	-	0.6819	68.19%
CYP2C9 substrate	+	0.6048	60.48%
CYP2D6 substrate	-	0.9186	91.86%
CYP3A4 inhibition	-	0.7780	77.80%
CYP2C9 inhibition	-	0.8132	81.32%
CYP2C19 inhibition	-	0.7413	74.13%
CYP2D6 inhibition	-	0.9087	90.87%
CYP1A2 inhibition	-	0.7394	73.94%
CYP2C8 inhibition	-	0.9562	95.62%
CYP inhibitory promiscuity	-	0.8185	81.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.5548	55.48%
Eye corrosion	-	0.9511	95.11%
Eye irritation	+	0.8544	85.44%
Skin irritation	+	0.5461	54.61%
Skin corrosion	-	0.7874	78.74%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6327	63.27%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6606	66.06%
skin sensitisation	-	0.7634	76.34%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6620	66.20%
Acute Oral Toxicity (c)	III	0.5440	54.40%
Estrogen receptor binding	-	0.6483	64.83%
Androgen receptor binding	-	0.7158	71.58%
Thyroid receptor binding	-	0.7574	75.74%
Glucocorticoid receptor binding	-	0.8397	83.97%
Aromatase binding	-	0.8794	87.94%
PPAR gamma	-	0.7607	76.07%
Honey bee toxicity	-	0.9877	98.77%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.8832	88.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	89.17%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.29%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.61%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.54%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.78%	99.17%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.74%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.10%	86.33%

Plants that contains it

• Carthamus arborescens

Cross-Links

• PubChem: 71360444
• NPASS: NPC244028
• LOTUS: LTS0145151
• wikiData: Q82749271