[(8S)-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate

Details

• Internal ID: fe401349-c5be-4235-8eeb-7fb43cdef0d4
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(8S)-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
• SMILES (Canonical): CC(C)C(C(C)O)(C(=O)OCC1=CC[N+]2(C1CCC2)[O-])O
• SMILES (Isomeric): C[C@@H]([C@@](C(C)C)(C(=O)OCC1=CC[N+]2([C@H]1CCC2)[O-])O)O
• InChI: InChI=1S/C15H25NO5/c1-10(2)15(19,11(3)17)14(18)21-9-12-6-8-16(20)7-4-5-13(12)16/h6,10-11,13,17,19H,4-5,7-9H2,1-3H3/t11-,13-,15-,16?/m0/s1
• InChI Key: ZKRKVSLSTMOPAL-DEUKRALOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₅NO₅
• Molecular Weight: 299.36 g/mol
• Exact Mass: 299.17327290 g/mol
• Topological Polar Surface Area (TPSA): 84.80 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7942	79.42%
Caco-2	+	0.5410	54.10%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5439	54.39%
OATP2B1 inhibitior	-	0.8512	85.12%
OATP1B1 inhibitior	+	0.8950	89.50%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7832	78.32%
P-glycoprotein inhibitior	-	0.9484	94.84%
P-glycoprotein substrate	-	0.6798	67.98%
CYP3A4 substrate	+	0.5430	54.30%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.8451	84.51%
CYP3A4 inhibition	-	0.9646	96.46%
CYP2C9 inhibition	-	0.8384	83.84%
CYP2C19 inhibition	-	0.7879	78.79%
CYP2D6 inhibition	-	0.8427	84.27%
CYP1A2 inhibition	-	0.8209	82.09%
CYP2C8 inhibition	-	0.6150	61.50%
CYP inhibitory promiscuity	-	0.9588	95.88%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Danger	0.5820	58.20%
Eye corrosion	-	0.9760	97.60%
Eye irritation	-	0.8896	88.96%
Skin irritation	-	0.7568	75.68%
Skin corrosion	-	0.9163	91.63%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7199	71.99%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8179	81.79%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8429	84.29%
Acute Oral Toxicity (c)	III	0.5141	51.41%
Estrogen receptor binding	+	0.7394	73.94%
Androgen receptor binding	+	0.5521	55.21%
Thyroid receptor binding	-	0.5922	59.22%
Glucocorticoid receptor binding	+	0.7832	78.32%
Aromatase binding	+	0.5552	55.52%
PPAR gamma	+	0.5184	51.84%
Honey bee toxicity	-	0.9028	90.28%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.6733	67.33%

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	98.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.14%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.56%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.75%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.98%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.83%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.60%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	85.72%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.68%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.57%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.82%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.01%	93.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.45%	98.05%

Plants that contains it

• Garcinia dulcis
• Neatostema apulum

Cross-Links

• PubChem: 101634669
• LOTUS: LTS0232507
• wikiData: Q105208168