[(1S,8R)-7-methylidene-4-oxido-1,2,3,5,6,8-hexahydropyrrolizin-4-ium-1-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 21ca15db-62a2-4498-a634-6eb40bfcfcd7
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: [(1S,8R)-7-methylidene-4-oxido-1,2,3,5,6,8-hexahydropyrrolizin-4-ium-1-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC[N+]2(C1C(=C)CC2)[O-]
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1CC[N+]2([C@@H]1C(=C)CC2)[O-]
• InChI: InChI=1S/C13H19NO3/c1-4-9(2)13(15)17-11-6-8-14(16)7-5-10(3)12(11)14/h4,11-12H,3,5-8H2,1-2H3/b9-4-/t11-,12+,14?/m0/s1
• InChI Key: GJFCRMLTUOZCDZ-VTLSPQFZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₉NO₃
• Molecular Weight: 237.29 g/mol
• Exact Mass: 237.13649347 g/mol
• Topological Polar Surface Area (TPSA): 44.40 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4774	47.74%
Caco-2	-	0.5525	55.25%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4303	43.03%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9160	91.60%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9433	94.33%
P-glycoprotein inhibitior	-	0.9417	94.17%
P-glycoprotein substrate	-	0.8449	84.49%
CYP3A4 substrate	+	0.5646	56.46%
CYP2C9 substrate	-	0.6032	60.32%
CYP2D6 substrate	-	0.8833	88.33%
CYP3A4 inhibition	-	0.8928	89.28%
CYP2C9 inhibition	-	0.8276	82.76%
CYP2C19 inhibition	-	0.7384	73.84%
CYP2D6 inhibition	-	0.8721	87.21%
CYP1A2 inhibition	-	0.7223	72.23%
CYP2C8 inhibition	-	0.8538	85.38%
CYP inhibitory promiscuity	-	0.9070	90.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.4037	40.37%
Eye corrosion	-	0.9672	96.72%
Eye irritation	-	0.7647	76.47%
Skin irritation	-	0.7536	75.36%
Skin corrosion	-	0.8987	89.87%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5542	55.42%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8197	81.97%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5793	57.93%
Acute Oral Toxicity (c)	III	0.5850	58.50%
Estrogen receptor binding	-	0.7829	78.29%
Androgen receptor binding	+	0.5334	53.34%
Thyroid receptor binding	-	0.5448	54.48%
Glucocorticoid receptor binding	+	0.5735	57.35%
Aromatase binding	-	0.7168	71.68%
PPAR gamma	-	0.7750	77.50%
Honey bee toxicity	-	0.7808	78.08%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.7046	70.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.95%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.86%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	88.70%	91.19%
CHEMBL2581	P07339	Cathepsin D	84.01%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.59%	99.17%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.33%	97.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.35%	93.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.87%	94.97%

Plants that contains it

• Senecio chrysocoma

Cross-Links

• PubChem: 163194927
• LOTUS: LTS0159901
• wikiData: Q105009358