[7-(4-hydroxy-3-methylbut-2-enoyl)oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2-(hydroxymethyl)but-2-enoate

Details

• Internal ID: 033ba8ee-bd5f-4867-bf57-08548055781d
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [7-(4-hydroxy-3-methylbut-2-enoyl)oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2-(hydroxymethyl)but-2-enoate
• SMILES (Canonical): CC=C(CO)C(=O)OCC1=CCN2C1C(CC2)OC(=O)C=C(C)CO
• SMILES (Isomeric): CC=C(CO)C(=O)OCC1=CCN2C1C(CC2)OC(=O)C=C(C)CO
• InChI: InChI=1S/C18H25NO6/c1-3-13(10-21)18(23)24-11-14-4-6-19-7-5-15(17(14)19)25-16(22)8-12(2)9-20/h3-4,8,15,17,20-21H,5-7,9-11H2,1-2H3
• InChI Key: UXGHWAJPUICCQU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₅NO₆
• Molecular Weight: 351.40 g/mol
• Exact Mass: 351.16818752 g/mol
• Topological Polar Surface Area (TPSA): 96.30 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.33
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9477	94.77%
Caco-2	-	0.5223	52.23%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6357	63.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9207	92.07%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.8021	80.21%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6456	64.56%
P-glycoprotein inhibitior	-	0.6328	63.28%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6149	61.49%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.7935	79.35%
CYP3A4 inhibition	-	0.9478	94.78%
CYP2C9 inhibition	-	0.9411	94.11%
CYP2C19 inhibition	-	0.9181	91.81%
CYP2D6 inhibition	-	0.8549	85.49%
CYP1A2 inhibition	-	0.7627	76.27%
CYP2C8 inhibition	-	0.7790	77.90%
CYP inhibitory promiscuity	-	0.9633	96.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4751	47.51%
Eye corrosion	-	0.9760	97.60%
Eye irritation	-	0.9643	96.43%
Skin irritation	-	0.7487	74.87%
Skin corrosion	-	0.9165	91.65%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4889	48.89%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.9500	95.00%
skin sensitisation	-	0.8548	85.48%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4818	48.18%
Acute Oral Toxicity (c)	III	0.6135	61.35%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5332	53.32%
Thyroid receptor binding	-	0.5407	54.07%
Glucocorticoid receptor binding	+	0.6920	69.20%
Aromatase binding	-	0.4826	48.26%
PPAR gamma	+	0.5494	54.94%
Honey bee toxicity	-	0.8308	83.08%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	-	0.4076	40.76%

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	98.32%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.92%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.86%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.33%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.12%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.75%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.65%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.07%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.21%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.31%	100.00%

Plants that contains it

• Senecio nemorensis

Cross-Links

• PubChem: 564769
• LOTUS: LTS0251991
• wikiData: Q105280778