[(8R)-7-[(E)-2-methylbut-2-enoyl]oxy-5,8-dihydro-3H-pyrrolizin-1-yl]methyl (2R)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate

Details

• Internal ID: ee626c51-88b3-4e2f-8960-0f3fd4b038d1
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(8R)-7-[(E)-2-methylbut-2-enoyl]oxy-5,8-dihydro-3H-pyrrolizin-1-yl]methyl (2R)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
• InChI: InChI=1S/C20H29NO6/c1-6-13(4)18(23)27-16-8-10-21-9-7-15(17(16)21)11-26-19(24)20(25,12(2)3)14(5)22/h6-8,12,14,17,22,25H,9-11H2,1-5H3/b13-6+/t14-,17+,20+/m0/s1
• InChI Key: JOWKECGITZUSRI-SKIKBCPBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₉NO₆
• Molecular Weight: 379.40 g/mol
• Exact Mass: 379.19948764 g/mol
• Topological Polar Surface Area (TPSA): 96.30 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.31
• 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	+	0.6606	66.06%
Caco-2	+	0.5228	52.28%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7242	72.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8820	88.20%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9199	91.99%
P-glycoprotein inhibitior	-	0.6531	65.31%
P-glycoprotein substrate	-	0.6019	60.19%
CYP3A4 substrate	+	0.5819	58.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8162	81.62%
CYP3A4 inhibition	-	0.9598	95.98%
CYP2C9 inhibition	-	0.8338	83.38%
CYP2C19 inhibition	-	0.8188	81.88%
CYP2D6 inhibition	-	0.7976	79.76%
CYP1A2 inhibition	-	0.7602	76.02%
CYP2C8 inhibition	-	0.7092	70.92%
CYP inhibitory promiscuity	-	0.8933	89.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.5940	59.40%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.9716	97.16%
Skin irritation	-	0.7429	74.29%
Skin corrosion	-	0.9232	92.32%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6246	62.46%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.9125	91.25%
skin sensitisation	-	0.8113	81.13%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6146	61.46%
Acute Oral Toxicity (c)	II	0.4193	41.93%
Estrogen receptor binding	+	0.6906	69.06%
Androgen receptor binding	+	0.5300	53.00%
Thyroid receptor binding	+	0.5974	59.74%
Glucocorticoid receptor binding	+	0.6321	63.21%
Aromatase binding	+	0.5740	57.40%
PPAR gamma	+	0.5582	55.82%
Honey bee toxicity	-	0.7137	71.37%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8209	82.09%

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	99.34%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.63%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.91%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.46%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.43%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.09%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.84%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.17%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.04%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.81%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.28%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	80.10%	94.73%

Plants that contains it

• Symphytum orientale

Cross-Links

• PubChem: 162936605
• LOTUS: LTS0056577
• wikiData: Q105132559