2-(N-vinylacetamide)-4-hydroxymethyl-3-ene-butyrolactone

Details

• Internal ID: 9dde977d-ee68-44ce-98e2-aba395671cd3
• Taxonomy: Organoheterocyclic compounds > Heteroaromatic compounds
• IUPAC Name: N-[[2-hydroxy-5-(hydroxymethyl)furan-3-yl]methylidene]acetamide
• InChI: InChI=1S/C8H9NO4/c1-5(11)9-3-6-2-7(4-10)13-8(6)12/h2-3,10,12H,4H2,1H3
• InChI Key: ZLNZZZDPBDQATD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₉NO₄
• Molecular Weight: 183.16 g/mol
• Exact Mass: 183.05315777 g/mol
• Topological Polar Surface Area (TPSA): 83.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.44
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8089	80.89%
Caco-2	-	0.8107	81.07%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8308	83.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8382	83.82%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9006	90.06%
P-glycoprotein inhibitior	-	0.9769	97.69%
P-glycoprotein substrate	-	0.9145	91.45%
CYP3A4 substrate	-	0.6625	66.25%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8715	87.15%
CYP3A4 inhibition	-	0.9157	91.57%
CYP2C9 inhibition	-	0.8632	86.32%
CYP2C19 inhibition	-	0.8672	86.72%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	-	0.6590	65.90%
CYP2C8 inhibition	-	0.8511	85.11%
CYP inhibitory promiscuity	-	0.7983	79.83%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6117	61.17%
Eye corrosion	-	0.9812	98.12%
Eye irritation	+	0.7743	77.43%
Skin irritation	-	0.7533	75.33%
Skin corrosion	-	0.9183	91.83%
Ames mutagenesis	+	0.6163	61.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6904	69.04%
Micronuclear	+	0.6381	63.81%
Hepatotoxicity	+	0.5428	54.28%
skin sensitisation	-	0.7650	76.50%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7785	77.85%
Acute Oral Toxicity (c)	III	0.6031	60.31%
Estrogen receptor binding	-	0.6689	66.89%
Androgen receptor binding	-	0.6966	69.66%
Thyroid receptor binding	-	0.7575	75.75%
Glucocorticoid receptor binding	+	0.6376	63.76%
Aromatase binding	+	0.6187	61.87%
PPAR gamma	+	0.5664	56.64%
Honey bee toxicity	-	0.9555	95.55%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.7148	71.48%

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	96.54%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.39%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.50%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.48%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.18%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.89%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.26%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.17%	86.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.74%	89.67%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.91%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.57%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.56%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.95%	83.57%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.41%	86.92%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590450
• LOTUS: LTS0161478
• wikiData: Q104202518