5-(2,3-Dihydroxybutylidene)-3-prop-1-enylfuran-2-one

Details

• Internal ID: 637236d3-33f3-4177-bc56-647635a74d0a
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 5-(2,3-dihydroxybutylidene)-3-prop-1-enylfuran-2-one
• SMILES (Canonical): CC=CC1=CC(=CC(C(C)O)O)OC1=O
• SMILES (Isomeric): CC=CC1=CC(=CC(C(C)O)O)OC1=O
• InChI: InChI=1S/C11H14O4/c1-3-4-8-5-9(15-11(8)14)6-10(13)7(2)12/h3-7,10,12-13H,1-2H3
• InChI Key: GHAQSPHOVQZZBH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₄
• Molecular Weight: 210.23 g/mol
• Exact Mass: 210.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.67
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9284	92.84%
Caco-2	+	0.5292	52.92%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7026	70.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8786	87.86%
OATP1B3 inhibitior	+	0.9611	96.11%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9085	90.85%
P-glycoprotein inhibitior	-	0.9630	96.30%
P-glycoprotein substrate	-	0.9253	92.53%
CYP3A4 substrate	-	0.6018	60.18%
CYP2C9 substrate	-	0.8106	81.06%
CYP2D6 substrate	-	0.8609	86.09%
CYP3A4 inhibition	-	0.9338	93.38%
CYP2C9 inhibition	-	0.8794	87.94%
CYP2C19 inhibition	-	0.8085	80.85%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.7592	75.92%
CYP2C8 inhibition	-	0.9451	94.51%
CYP inhibitory promiscuity	-	0.7840	78.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4627	46.27%
Eye corrosion	-	0.8822	88.22%
Eye irritation	-	0.7222	72.22%
Skin irritation	-	0.5503	55.03%
Skin corrosion	-	0.8415	84.15%
Ames mutagenesis	-	0.7137	71.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.8030	80.30%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7838	78.38%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.6538	65.38%
Acute Oral Toxicity (c)	IV	0.5490	54.90%
Estrogen receptor binding	-	0.8532	85.32%
Androgen receptor binding	-	0.8482	84.82%
Thyroid receptor binding	-	0.6643	66.43%
Glucocorticoid receptor binding	-	0.7450	74.50%
Aromatase binding	-	0.8165	81.65%
PPAR gamma	-	0.7275	72.75%
Honey bee toxicity	-	0.8896	88.96%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.8078	80.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.63%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.91%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.43%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.39%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	87.13%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.24%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.03%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.23%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.26%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163078366
• LOTUS: LTS0122751
• wikiData: Q104167160