4-Ethyl-5,7-dihydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione

Details

• Internal ID: 7ce23e96-b522-4f48-b904-bf8299790e65
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: 4-ethyl-5,7-dihydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione
• SMILES (Canonical): CCC1C(C(C(C(=O)OCC2=CCN(CCC(C2=O)OC1=O)C)(C)O)C)O
• SMILES (Isomeric): CCC1C(C(C(C(=O)OCC2=CCN(CCC(C2=O)OC1=O)C)(C)O)C)O
• InChI: InChI=1S/C19H29NO7/c1-5-13-15(21)11(2)19(3,25)18(24)26-10-12-6-8-20(4)9-7-14(16(12)22)27-17(13)23/h6,11,13-15,21,25H,5,7-10H2,1-4H3
• InChI Key: GUCAZZVOPNEPFJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₉NO₇
• Molecular Weight: 383.40 g/mol
• Exact Mass: 383.19440226 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.06
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7723	77.23%
Caco-2	+	0.6401	64.01%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5208	52.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9285	92.85%
OATP1B3 inhibitior	+	0.9237	92.37%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5093	50.93%
P-glycoprotein inhibitior	-	0.6797	67.97%
P-glycoprotein substrate	-	0.5145	51.45%
CYP3A4 substrate	+	0.6136	61.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.8079	80.79%
CYP2C9 inhibition	-	0.8533	85.33%
CYP2C19 inhibition	-	0.8593	85.93%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	-	0.8603	86.03%
CYP2C8 inhibition	-	0.9285	92.85%
CYP inhibitory promiscuity	-	0.9866	98.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Danger	0.7101	71.01%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.9715	97.15%
Skin irritation	-	0.7289	72.89%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7773	77.73%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.9750	97.50%
skin sensitisation	-	0.8307	83.07%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.6534	65.34%
Acute Oral Toxicity (c)	III	0.4812	48.12%
Estrogen receptor binding	+	0.6340	63.40%
Androgen receptor binding	+	0.5262	52.62%
Thyroid receptor binding	-	0.6894	68.94%
Glucocorticoid receptor binding	+	0.7097	70.97%
Aromatase binding	-	0.6436	64.36%
PPAR gamma	-	0.6372	63.72%
Honey bee toxicity	-	0.8771	87.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7394	73.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.14%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.96%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.14%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.77%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.25%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.82%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.50%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.63%	95.89%
CHEMBL1871	P10275	Androgen Receptor	84.79%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.81%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.18%	97.09%
CHEMBL332	P03956	Matrix metalloproteinase-1	81.92%	94.50%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.80%	94.80%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.45%	86.00%

Plants that contains it

• Syneilesis aconitifolia

Cross-Links

• PubChem: 78410037
• LOTUS: LTS0145056
• wikiData: Q105019976