4-Ethyl-7-hydroxy-7,14-dimethyl-6-methylidene-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione

Details

• Internal ID: 598a00e5-96ba-4b7a-af9e-c0496cb63e92
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: 4-ethyl-7-hydroxy-7,14-dimethyl-6-methylidene-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione
• SMILES (Canonical): CCC1CC(=C)C(C(=O)OCC2=CCN(CCC(C2=O)OC1=O)C)(C)O
• SMILES (Isomeric): CCC1CC(=C)C(C(=O)OCC2=CCN(CCC(C2=O)OC1=O)C)(C)O
• InChI: InChI=1S/C19H27NO6/c1-5-13-10-12(2)19(3,24)18(23)25-11-14-6-8-20(4)9-7-15(16(14)21)26-17(13)22/h6,13,15,24H,2,5,7-11H2,1,3-4H3
• InChI Key: HISUXXSSPPIDKV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₇NO₆
• Molecular Weight: 365.40 g/mol
• Exact Mass: 365.18383758 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8655	86.55%
Caco-2	+	0.6700	67.00%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5061	50.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.9232	92.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7689	76.89%
P-glycoprotein inhibitior	-	0.7156	71.56%
P-glycoprotein substrate	-	0.5987	59.87%
CYP3A4 substrate	+	0.6144	61.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8356	83.56%
CYP3A4 inhibition	-	0.6738	67.38%
CYP2C9 inhibition	-	0.8560	85.60%
CYP2C19 inhibition	-	0.8672	86.72%
CYP2D6 inhibition	-	0.9247	92.47%
CYP1A2 inhibition	-	0.8490	84.90%
CYP2C8 inhibition	-	0.8899	88.99%
CYP inhibitory promiscuity	-	0.9907	99.07%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.6800	68.00%
Carcinogenicity (trinary)	Danger	0.7076	70.76%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.8840	88.40%
Skin irritation	-	0.7204	72.04%
Skin corrosion	-	0.9112	91.12%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6568	65.68%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.9750	97.50%
skin sensitisation	-	0.8093	80.93%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.7234	72.34%
Acute Oral Toxicity (c)	III	0.4990	49.90%
Estrogen receptor binding	+	0.5354	53.54%
Androgen receptor binding	+	0.6386	63.86%
Thyroid receptor binding	-	0.5820	58.20%
Glucocorticoid receptor binding	+	0.6889	68.89%
Aromatase binding	-	0.5374	53.74%
PPAR gamma	-	0.6011	60.11%
Honey bee toxicity	-	0.8460	84.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8624	86.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.48%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.04%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.52%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.82%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.62%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.37%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.54%	95.89%
CHEMBL4072	P07858	Cathepsin B	84.76%	93.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.93%	99.23%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.86%	97.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.85%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.82%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.55%	97.09%

Plants that contains it

• Emilia sonchifolia

Cross-Links

• PubChem: 159159381
• LOTUS: LTS0105191
• wikiData: Q105029002