7-Angelyl-1-methylene-pyrrolizidine

Details

• Internal ID: 32e76c83-2c7d-46b7-8ec0-a7568b16e02f
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: [(1R,8R)-7-methylidene-1,2,3,5,6,8-hexahydropyrrolizin-1-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CCN2C1C(=C)CC2
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1CCN2[C@@H]1C(=C)CC2
• InChI: InChI=1S/C13H19NO2/c1-4-9(2)13(15)16-11-6-8-14-7-5-10(3)12(11)14/h4,11-12H,3,5-8H2,1-2H3/b9-4-/t11-,12-/m1/s1
• InChI Key: DUWDHZAOPSTHFG-LYWJNLOJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₉NO₂
• Molecular Weight: 221.29 g/mol
• Exact Mass: 221.141578849 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• CHEMBL1995367
• 7-Angelyl-1-methylene-pyrrolizidine
• NSC-669362

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.8101	81.01%
Blood Brain Barrier	+	0.8129	81.29%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5565	55.65%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9354	93.54%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	0.7809	78.09%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.9082	90.82%
P-glycoprotein inhibitior	-	0.9612	96.12%
P-glycoprotein substrate	-	0.8764	87.64%
CYP3A4 substrate	+	0.5337	53.37%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7303	73.03%
CYP3A4 inhibition	-	0.8867	88.67%
CYP2C9 inhibition	-	0.8683	86.83%
CYP2C19 inhibition	-	0.7764	77.64%
CYP2D6 inhibition	-	0.8175	81.75%
CYP1A2 inhibition	-	0.6465	64.65%
CYP2C8 inhibition	-	0.9528	95.28%
CYP inhibitory promiscuity	-	0.8382	83.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4951	49.51%
Eye corrosion	-	0.9405	94.05%
Eye irritation	-	0.9304	93.04%
Skin irritation	-	0.7410	74.10%
Skin corrosion	-	0.8451	84.51%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6140	61.40%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.8500	85.00%
skin sensitisation	-	0.7818	78.18%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6714	67.14%
Acute Oral Toxicity (c)	III	0.6053	60.53%
Estrogen receptor binding	-	0.9649	96.49%
Androgen receptor binding	-	0.7396	73.96%
Thyroid receptor binding	-	0.5828	58.28%
Glucocorticoid receptor binding	-	0.6134	61.34%
Aromatase binding	-	0.7691	76.91%
PPAR gamma	-	0.8264	82.64%
Honey bee toxicity	-	0.7968	79.68%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	-	0.5665	56.65%

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	92.68%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.99%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	87.81%	91.19%
CHEMBL2581	P07339	Cathepsin D	84.67%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.63%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.99%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.98%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.30%	94.45%
CHEMBL217	P14416	Dopamine D2 receptor	81.00%	95.62%

Plants that contains it

• Senecio chrysocoma

Cross-Links

• PubChem: 5468382
• LOTUS: LTS0237079
• wikiData: Q104989513