Obscurolide-B4

Details

• Internal ID: 3baf6657-2e59-4955-b867-9415a0e3905d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzylethers
• IUPAC Name: 5-[(E)-1-hydroxybut-2-enyl]-4-[4-(methoxymethyl)anilino]oxolan-2-one
• InChI: InChI=1S/C16H21NO4/c1-3-4-14(18)16-13(9-15(19)21-16)17-12-7-5-11(6-8-12)10-20-2/h3-8,13-14,16-18H,9-10H2,1-2H3/b4-3+
• InChI Key: JXVKIPHVVGFYCI-ONEGZZNKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₁NO₄
• Molecular Weight: 291.34 g/mol
• Exact Mass: 291.14705815 g/mol
• Topological Polar Surface Area (TPSA): 67.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• 5-[(E)-1-hydroxybut-2-enyl]-4-[4-(methoxymethyl)anilino]oxolan-2-one
• 5-((E)-1-hydroxybut-2-enyl)-4-(4-(methoxymethyl)anilino)oxolan-2-one
• RefChem:167413
• CHEBI:212628

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6653	66.53%
Caco-2	+	0.5735	57.35%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4920	49.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8771	87.71%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8635	86.35%
P-glycoprotein inhibitior	-	0.7714	77.14%
P-glycoprotein substrate	-	0.7727	77.27%
CYP3A4 substrate	+	0.5787	57.87%
CYP2C9 substrate	-	0.6331	63.31%
CYP2D6 substrate	-	0.7692	76.92%
CYP3A4 inhibition	-	0.8854	88.54%
CYP2C9 inhibition	-	0.8203	82.03%
CYP2C19 inhibition	-	0.7714	77.14%
CYP2D6 inhibition	-	0.8185	81.85%
CYP1A2 inhibition	-	0.7624	76.24%
CYP2C8 inhibition	-	0.6480	64.80%
CYP inhibitory promiscuity	-	0.6968	69.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9107	91.07%
Carcinogenicity (trinary)	Non-required	0.6613	66.13%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9947	99.47%
Skin irritation	-	0.7989	79.89%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4167	41.67%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5898	58.98%
skin sensitisation	-	0.8349	83.49%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4903	49.03%
Acute Oral Toxicity (c)	III	0.6144	61.44%
Estrogen receptor binding	-	0.6434	64.34%
Androgen receptor binding	-	0.5514	55.14%
Thyroid receptor binding	-	0.5361	53.61%
Glucocorticoid receptor binding	-	0.5194	51.94%
Aromatase binding	-	0.6398	63.98%
PPAR gamma	-	0.6565	65.65%
Honey bee toxicity	-	0.7979	79.79%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5553	55.53%
Fish aquatic toxicity	-	0.4239	42.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.82%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.75%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.42%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.04%	95.89%
CHEMBL2581	P07339	Cathepsin D	91.18%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.00%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.92%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.93%	96.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.71%	92.88%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.70%	90.24%
CHEMBL5957	P21589	5'-nucleotidase	85.22%	97.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.69%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.29%	86.92%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.55%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.32%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101656829
• LOTUS: LTS0251079
• wikiData: Q77494666