Debilisone E

Details

• Internal ID: 6339982a-234d-4f45-ab0f-04163da04aad
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3S,5S)-5-(hydroxymethyl)-3-[(15E)-icosa-15,19-dien-11,13-diynyl]oxolan-2-one
• SMILES (Canonical): C=CCCC=CC#CC#CCCCCCCCCCCC1CC(OC1=O)CO
• SMILES (Isomeric): C=CCC/C=C/C#CC#CCCCCCCCCCC[C@H]1C[C@H](OC1=O)CO
• InChI: InChI=1S/C25H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23-21-24(22-26)28-25(23)27/h2,5-6,23-24,26H,1,3-4,11-22H2/b6-5+/t23-,24-/m0/s1
• InChI Key: JOOSDMFXDYLQBI-PESMWXFUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₃
• Molecular Weight: 384.60 g/mol
• Exact Mass: 384.26644501 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 5.34
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

• CHEMBL1215995

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9753	97.53%
Caco-2	-	0.8282	82.82%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7679	76.79%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8871	88.71%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5506	55.06%
P-glycoprotein inhibitior	-	0.5884	58.84%
P-glycoprotein substrate	-	0.6720	67.20%
CYP3A4 substrate	+	0.5952	59.52%
CYP2C9 substrate	-	0.8185	81.85%
CYP2D6 substrate	-	0.8567	85.67%
CYP3A4 inhibition	-	0.8375	83.75%
CYP2C9 inhibition	-	0.8892	88.92%
CYP2C19 inhibition	-	0.7906	79.06%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.7932	79.32%
CYP2C8 inhibition	-	0.6870	68.70%
CYP inhibitory promiscuity	-	0.9169	91.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.7062	70.62%
Eye corrosion	-	0.7743	77.43%
Eye irritation	-	0.8258	82.58%
Skin irritation	-	0.7026	70.26%
Skin corrosion	-	0.7317	73.17%
Ames mutagenesis	-	0.6907	69.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.6810	68.10%
Micronuclear	-	0.9141	91.41%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.7941	79.41%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.7755	77.55%
Acute Oral Toxicity (c)	III	0.5948	59.48%
Estrogen receptor binding	+	0.6480	64.80%
Androgen receptor binding	+	0.5805	58.05%
Thyroid receptor binding	+	0.5785	57.85%
Glucocorticoid receptor binding	+	0.5408	54.08%
Aromatase binding	-	0.5920	59.20%
PPAR gamma	-	0.5168	51.68%
Honey bee toxicity	-	0.7404	74.04%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5288	52.88%
Fish aquatic toxicity	+	0.7667	76.67%

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	94.80%	91.11%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	89.41%	92.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.75%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.93%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.30%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.69%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.11%	97.09%
CHEMBL325	Q13547	Histone deacetylase 1	85.79%	95.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.75%	95.56%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.15%	97.47%
CHEMBL2996	Q05655	Protein kinase C delta	80.85%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.60%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.22%	95.89%

Plants that contains it

• Polyalthia debilis

Cross-Links

• PubChem: 46919678
• LOTUS: LTS0118086
• wikiData: Q105132449