Epilachnadiene

Details

• Internal ID: 5670a19d-a67f-4c26-bafc-1e105a167730
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (5R,7Z,10Z)-5-propyl-1-oxa-4-azacyclopentadeca-7,10-dien-15-one
• InChI: InChI=1S/C16H27NO2/c1-2-10-15-11-8-6-4-3-5-7-9-12-16(18)19-14-13-17-15/h3,5-6,8,15,17H,2,4,7,9-14H2,1H3/b5-3-,8-6-/t15-/m1/s1
• InChI Key: BXYITUWPJTZYAS-BMRLUTBMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₇NO₂
• Molecular Weight: 265.39 g/mol
• Exact Mass: 265.204179104 g/mol
• Topological Polar Surface Area (TPSA): 38.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 147363-83-5
• (5R,7Z,10Z)-5-propyl-1-oxa-4-azacyclopentadeca-7,10-dien-15-one
• 11-Propyl-12-azacyclotetradec-5,8-dien-14-olide
• 1-Oxa-4-azacyclopentadeca-7,10-dien-15-one, 5-propyl-, (Z,Z)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.8449	84.49%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Lysosomes	0.6204	62.04%
OATP2B1 inhibitior	-	0.8494	84.94%
OATP1B1 inhibitior	+	0.9218	92.18%
OATP1B3 inhibitior	+	0.9347	93.47%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6685	66.85%
P-glycoprotein inhibitior	-	0.8910	89.10%
P-glycoprotein substrate	-	0.7334	73.34%
CYP3A4 substrate	-	0.5171	51.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7737	77.37%
CYP3A4 inhibition	-	0.9527	95.27%
CYP2C9 inhibition	-	0.9282	92.82%
CYP2C19 inhibition	-	0.8702	87.02%
CYP2D6 inhibition	-	0.8220	82.20%
CYP1A2 inhibition	-	0.7454	74.54%
CYP2C8 inhibition	-	0.8712	87.12%
CYP inhibitory promiscuity	-	0.9670	96.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5478	54.78%
Eye corrosion	-	0.8422	84.22%
Eye irritation	-	0.7029	70.29%
Skin irritation	-	0.6529	65.29%
Skin corrosion	-	0.8043	80.43%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6579	65.79%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5803	58.03%
skin sensitisation	-	0.8079	80.79%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5787	57.87%
Acute Oral Toxicity (c)	III	0.6326	63.26%
Estrogen receptor binding	-	0.8419	84.19%
Androgen receptor binding	-	0.8749	87.49%
Thyroid receptor binding	+	0.5895	58.95%
Glucocorticoid receptor binding	-	0.5572	55.72%
Aromatase binding	-	0.6710	67.10%
PPAR gamma	-	0.5294	52.94%
Honey bee toxicity	-	0.9356	93.56%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.7733	77.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.28%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.32%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.48%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.12%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.31%	96.77%
CHEMBL255	P29275	Adenosine A2b receptor	87.12%	98.59%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.26%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.33%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.16%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.94%	90.08%
CHEMBL3401	O75469	Pregnane X receptor	81.91%	94.73%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	80.40%	95.00%
CHEMBL230	P35354	Cyclooxygenase-2	80.39%	89.63%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6443669
• LOTUS: LTS0265514
• wikiData: Q105101746