(1R,4E,7R,11S,17R)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadecane-3,8-dione

Details

• Internal ID: b4883b56-a1f3-4179-8f5e-fea6999ff5e8
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: (1R,4E,7R,11S,17R)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadecane-3,8-dione
• SMILES (Canonical): CC=C1CC(=C)C(C(=O)OCC2CCN3C2C(CC3)OC1=O)(C)O
• SMILES (Isomeric): C/C=C/1\CC(=C)[C@@](C(=O)OC[C@H]2CCN3[C@H]2[C@@H](CC3)OC1=O)(C)O
• InChI: InChI=1S/C18H25NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4,13-15,22H,2,5-10H2,1,3H3/b12-4+/t13-,14-,15-,18-/m1/s1
• InChI Key: CKFXJHJHEXJESP-SDRHEMSVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₅NO₅
• Molecular Weight: 335.40 g/mol
• Exact Mass: 335.17327290 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 6
• 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	+	0.8713	87.13%
Caco-2	+	0.6357	63.57%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5735	57.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9071	90.71%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	0.9009	90.09%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8279	82.79%
P-glycoprotein inhibitior	-	0.8618	86.18%
P-glycoprotein substrate	-	0.6821	68.21%
CYP3A4 substrate	+	0.6178	61.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7917	79.17%
CYP3A4 inhibition	-	0.8457	84.57%
CYP2C9 inhibition	-	0.9126	91.26%
CYP2C19 inhibition	-	0.8919	89.19%
CYP2D6 inhibition	-	0.9319	93.19%
CYP1A2 inhibition	-	0.8865	88.65%
CYP2C8 inhibition	-	0.8099	80.99%
CYP inhibitory promiscuity	-	0.9850	98.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Danger	0.6143	61.43%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.9758	97.58%
Skin irritation	-	0.7302	73.02%
Skin corrosion	-	0.8956	89.56%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5315	53.15%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.8062	80.62%
skin sensitisation	-	0.8147	81.47%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.8144	81.44%
Acute Oral Toxicity (c)	III	0.6385	63.85%
Estrogen receptor binding	-	0.5792	57.92%
Androgen receptor binding	-	0.5578	55.78%
Thyroid receptor binding	-	0.5993	59.93%
Glucocorticoid receptor binding	+	0.5976	59.76%
Aromatase binding	-	0.6555	65.55%
PPAR gamma	-	0.6387	63.87%
Honey bee toxicity	-	0.7884	78.84%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8162	81.62%

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	91.62%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.46%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.33%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.13%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.98%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.79%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.25%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.97%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.78%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.75%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.91%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	80.53%	91.19%

Plants that contains it

• Senecio syringifolius

Cross-Links

• PubChem: 162976168
• LOTUS: LTS0105898
• wikiData: Q104962287