4-Ethylidene-7-hydroxy-7-methyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadecane-3,6,8-trione

Details

• Internal ID: 94ff6290-5e58-4b66-883f-00a667bcc854
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: 4-ethylidene-7-hydroxy-7-methyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadecane-3,6,8-trione
• SMILES (Canonical): CC=C1CC(=O)C(C(=O)OCC2CCN3C2C(CC3)OC1=O)(C)O
• SMILES (Isomeric): CC=C1CC(=O)C(C(=O)OCC2CCN3C2C(CC3)OC1=O)(C)O
• InChI: InChI=1S/C17H23NO6/c1-3-10-8-13(19)17(2,22)16(21)23-9-11-4-6-18-7-5-12(14(11)18)24-15(10)20/h3,11-12,14,22H,4-9H2,1-2H3
• InChI Key: JTYPFYKDYZAATH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO₆
• Molecular Weight: 337.40 g/mol
• Exact Mass: 337.15253745 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.21
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8972	89.72%
Caco-2	+	0.6475	64.75%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5846	58.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9213	92.13%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8081	80.81%
P-glycoprotein inhibitior	-	0.8343	83.43%
P-glycoprotein substrate	-	0.6548	65.48%
CYP3A4 substrate	+	0.5997	59.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8316	83.16%
CYP3A4 inhibition	-	0.9394	93.94%
CYP2C9 inhibition	-	0.9333	93.33%
CYP2C19 inhibition	-	0.9181	91.81%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.8738	87.38%
CYP2C8 inhibition	-	0.8243	82.43%
CYP inhibitory promiscuity	-	0.9891	98.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.6851	68.51%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.9904	99.04%
Skin irritation	-	0.7357	73.57%
Skin corrosion	-	0.9058	90.58%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5429	54.29%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.7826	78.26%
skin sensitisation	-	0.8317	83.17%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.8082	80.82%
Acute Oral Toxicity (c)	III	0.6321	63.21%
Estrogen receptor binding	-	0.5652	56.52%
Androgen receptor binding	-	0.5903	59.03%
Thyroid receptor binding	-	0.6627	66.27%
Glucocorticoid receptor binding	+	0.6719	67.19%
Aromatase binding	-	0.6583	65.83%
PPAR gamma	-	0.6580	65.80%
Honey bee toxicity	-	0.8461	84.61%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.6694	66.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.91%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.26%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.47%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.30%	93.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.07%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.75%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.72%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.63%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.44%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.03%	82.69%

Plants that contains it

• Senecio syringifolius

Cross-Links

• PubChem: 162909583
• LOTUS: LTS0060151
• wikiData: Q105135083