4-(1,2-dihydroxybut-3-enyl)-3-pent-1-enyl-2H-furan-5-one

Details

• Internal ID: 04377224-1454-4171-808b-965c8f8c52a8
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 4-(1,2-dihydroxybut-3-enyl)-3-pent-1-enyl-2H-furan-5-one
• SMILES (Canonical): CCCC=CC1=C(C(=O)OC1)C(C(C=C)O)O
• SMILES (Isomeric): CCCC=CC1=C(C(=O)OC1)C(C(C=C)O)O
• InChI: InChI=1S/C13H18O4/c1-3-5-6-7-9-8-17-13(16)11(9)12(15)10(14)4-2/h4,6-7,10,12,14-15H,2-3,5,8H2,1H3
• InChI Key: COIHTPZGABOQCQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₄
• Molecular Weight: 238.28 g/mol
• Exact Mass: 238.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8733	87.33%
Caco-2	+	0.5462	54.62%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7127	71.27%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9030	90.30%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8176	81.76%
P-glycoprotein inhibitior	-	0.9663	96.63%
P-glycoprotein substrate	-	0.8852	88.52%
CYP3A4 substrate	-	0.5277	52.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8668	86.68%
CYP3A4 inhibition	-	0.8665	86.65%
CYP2C9 inhibition	-	0.7490	74.90%
CYP2C19 inhibition	-	0.6966	69.66%
CYP2D6 inhibition	-	0.8636	86.36%
CYP1A2 inhibition	-	0.6115	61.15%
CYP2C8 inhibition	-	0.9394	93.94%
CYP inhibitory promiscuity	-	0.8201	82.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6631	66.31%
Eye corrosion	-	0.9608	96.08%
Eye irritation	-	0.7411	74.11%
Skin irritation	-	0.6247	62.47%
Skin corrosion	-	0.9059	90.59%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5684	56.84%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5033	50.33%
skin sensitisation	-	0.8054	80.54%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.4676	46.76%
Acute Oral Toxicity (c)	III	0.6426	64.26%
Estrogen receptor binding	-	0.7798	77.98%
Androgen receptor binding	-	0.7290	72.90%
Thyroid receptor binding	+	0.5411	54.11%
Glucocorticoid receptor binding	-	0.5256	52.56%
Aromatase binding	-	0.8538	85.38%
PPAR gamma	+	0.5508	55.08%
Honey bee toxicity	-	0.9028	90.28%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9654	96.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.84%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.44%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.55%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.00%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	86.10%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.04%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.11%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.71%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163019194
• LOTUS: LTS0025477
• wikiData: Q103817901