3-(5-Hydroxymethyl-5-methyl-2-oxo-5h-furan-3-yl)-2-methylpropanoic acid

Details

• Internal ID: ac765fb6-d1f2-44f7-bc9d-2aa93ab63b9b
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 3-[5-(hydroxymethyl)-5-methyl-2-oxofuran-3-yl]-2-methylpropanoic acid
• SMILES (Canonical): CC(CC1=CC(OC1=O)(C)CO)C(=O)O
• SMILES (Isomeric): CC(CC1=CC(OC1=O)(C)CO)C(=O)O
• InChI: InChI=1S/C10H14O5/c1-6(8(12)13)3-7-4-10(2,5-11)15-9(7)14/h4,6,11H,3,5H2,1-2H3,(H,12,13)
• InChI Key: LSXSSWIWLWKOPS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₅
• Molecular Weight: 214.21 g/mol
• Exact Mass: 214.08412354 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.33
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9342	93.42%
Caco-2	-	0.6274	62.74%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8089	80.89%
OATP2B1 inhibitior	-	0.8484	84.84%
OATP1B1 inhibitior	+	0.8717	87.17%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8733	87.33%
P-glycoprotein inhibitior	-	0.9840	98.40%
P-glycoprotein substrate	-	0.9387	93.87%
CYP3A4 substrate	-	0.5773	57.73%
CYP2C9 substrate	+	0.6150	61.50%
CYP2D6 substrate	-	0.9048	90.48%
CYP3A4 inhibition	-	0.9141	91.41%
CYP2C9 inhibition	-	0.8765	87.65%
CYP2C19 inhibition	-	0.9087	90.87%
CYP2D6 inhibition	-	0.9470	94.70%
CYP1A2 inhibition	-	0.8594	85.94%
CYP2C8 inhibition	-	0.9658	96.58%
CYP inhibitory promiscuity	-	0.9162	91.62%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9171	91.71%
Carcinogenicity (trinary)	Non-required	0.5919	59.19%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.6809	68.09%
Skin irritation	-	0.7271	72.71%
Skin corrosion	-	0.9345	93.45%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8529	85.29%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5446	54.46%
skin sensitisation	-	0.7399	73.99%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6052	60.52%
Estrogen receptor binding	-	0.9011	90.11%
Androgen receptor binding	-	0.7491	74.91%
Thyroid receptor binding	-	0.8509	85.09%
Glucocorticoid receptor binding	-	0.7617	76.17%
Aromatase binding	-	0.6981	69.81%
PPAR gamma	-	0.8051	80.51%
Honey bee toxicity	-	0.9661	96.61%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.8579	85.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.40%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.10%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.78%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.74%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.53%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.15%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	82.39%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.28%	86.33%

Plants that contains it

• Crotalaria verrucosa

Cross-Links

• PubChem: 14309420
• LOTUS: LTS0018245
• wikiData: Q105156835