(4S,5R)-5-[(Z,3S)-3-hydroxybut-1-enyl]-4-[4-(hydroxymethyl)anilino]oxolan-2-one

Details

• Internal ID: e256dbdc-9118-497e-bfff-c27a6c67919c
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzyl alcohols
• IUPAC Name: (4S,5R)-5-[(Z,3S)-3-hydroxybut-1-enyl]-4-[4-(hydroxymethyl)anilino]oxolan-2-one
• InChI: InChI=1S/C15H19NO4/c1-10(18)2-7-14-13(8-15(19)20-14)16-12-5-3-11(9-17)4-6-12/h2-7,10,13-14,16-18H,8-9H2,1H3/b7-2-/t10-,13-,14+/m0/s1
• InChI Key: SNVFXNDFGJQWAO-KYNWDQPMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₉NO₄
• Molecular Weight: 277.31 g/mol
• Exact Mass: 277.13140809 g/mol
• Topological Polar Surface Area (TPSA): 78.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.21
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9737	97.37%
Caco-2	-	0.5764	57.64%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6290	62.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8986	89.86%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8515	85.15%
P-glycoprotein inhibitior	-	0.9136	91.36%
P-glycoprotein substrate	-	0.7705	77.05%
CYP3A4 substrate	-	0.5085	50.85%
CYP2C9 substrate	-	0.6331	63.31%
CYP2D6 substrate	-	0.7718	77.18%
CYP3A4 inhibition	-	0.9577	95.77%
CYP2C9 inhibition	-	0.8483	84.83%
CYP2C19 inhibition	-	0.7342	73.42%
CYP2D6 inhibition	-	0.9049	90.49%
CYP1A2 inhibition	-	0.8083	80.83%
CYP2C8 inhibition	-	0.9109	91.09%
CYP inhibitory promiscuity	-	0.8311	83.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8807	88.07%
Carcinogenicity (trinary)	Non-required	0.6812	68.12%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9823	98.23%
Skin irritation	-	0.7652	76.52%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6667	66.67%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5682	56.82%
skin sensitisation	-	0.8325	83.25%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7473	74.73%
Acute Oral Toxicity (c)	III	0.6413	64.13%
Estrogen receptor binding	-	0.7938	79.38%
Androgen receptor binding	-	0.5604	56.04%
Thyroid receptor binding	-	0.5263	52.63%
Glucocorticoid receptor binding	-	0.6102	61.02%
Aromatase binding	-	0.5334	53.34%
PPAR gamma	-	0.6264	62.64%
Honey bee toxicity	-	0.8945	89.45%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.5145	51.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.35%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.26%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.82%	95.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	91.12%	92.88%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.95%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.72%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.08%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.24%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.88%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.79%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.38%	90.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.48%	95.83%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.26%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.64%	97.09%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.99%	91.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162962452
• LOTUS: LTS0255430
• wikiData: Q105256703