CID 44559289

Details

• Internal ID: 66bef3d3-b324-43d6-9305-077dd2ff6ba8
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(7R,8R)-7-acetyloxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-3-methyl-2-[(1S)-1-[(E)-2-methylbut-2-enoyl]oxyethyl]butanoate
• InChI: InChI=1S/C22H33NO7/c1-7-14(4)20(25)29-15(5)22(27,13(2)3)21(26)28-12-17-8-10-23-11-9-18(19(17)23)30-16(6)24/h7-8,13,15,18-19,27H,9-12H2,1-6H3/b14-7+/t15-,18+,19+,22-/m0/s1
• InChI Key: YYQUGDOAQAPTLK-PSNPPMOJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₃NO₇
• Molecular Weight: 423.50 g/mol
• Exact Mass: 423.22570239 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• CHEMBL485797
• 80405-17-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7623	76.23%
Caco-2	-	0.5230	52.30%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7292	72.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8885	88.85%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8353	83.53%
P-glycoprotein inhibitior	+	0.5900	59.00%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6307	63.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8232	82.32%
CYP3A4 inhibition	-	0.9226	92.26%
CYP2C9 inhibition	-	0.9048	90.48%
CYP2C19 inhibition	-	0.8984	89.84%
CYP2D6 inhibition	-	0.8015	80.15%
CYP1A2 inhibition	-	0.8766	87.66%
CYP2C8 inhibition	-	0.6726	67.26%
CYP inhibitory promiscuity	-	0.9322	93.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.6750	67.50%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.9475	94.75%
Skin irritation	-	0.7360	73.60%
Skin corrosion	-	0.9111	91.11%
Ames mutagenesis	+	0.5446	54.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6107	61.07%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	1.0000	100.00%
skin sensitisation	-	0.7974	79.74%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6134	61.34%
Acute Oral Toxicity (c)	III	0.5208	52.08%
Estrogen receptor binding	+	0.5348	53.48%
Androgen receptor binding	+	0.5217	52.17%
Thyroid receptor binding	-	0.5288	52.88%
Glucocorticoid receptor binding	+	0.6288	62.88%
Aromatase binding	-	0.4885	48.85%
PPAR gamma	-	0.4877	48.77%
Honey bee toxicity	-	0.8288	82.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	99.07%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.37%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.33%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.93%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.86%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.85%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.69%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.78%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.43%	95.89%
CHEMBL217	P14416	Dopamine D2 receptor	83.41%	95.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.70%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.90%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.48%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.15%	97.21%

Plants that contains it

• Myosotis scorpioides

Cross-Links

• PubChem: 44559289
• LOTUS: LTS0138504
• wikiData: Q104396570