[(1R,8R)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-yl] (2S)-2-hydroxy-2,3-dimethylbutanoate

Details

• Internal ID: 7fa5cca3-9561-4169-bfa5-98faaeb43ed1
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1R,8R)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-yl] (2S)-2-hydroxy-2,3-dimethylbutanoate
• SMILES (Canonical): CC(C)C(C)(C(=O)OC1CCN2C1C(=CC2)CO)O
• SMILES (Isomeric): CC(C)[C@@](C)(C(=O)O[C@@H]1CCN2[C@@H]1C(=CC2)CO)O
• InChI: InChI=1S/C14H23NO4/c1-9(2)14(3,18)13(17)19-11-5-7-15-6-4-10(8-16)12(11)15/h4,9,11-12,16,18H,5-8H2,1-3H3/t11-,12-,14+/m1/s1
• InChI Key: RAOAKLAJPBMMLW-BZPMIXESSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₃NO₄
• Molecular Weight: 269.34 g/mol
• Exact Mass: 269.16270821 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.31
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8248	82.48%
Caco-2	+	0.5964	59.64%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7073	70.73%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9254	92.54%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.9409	94.09%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8671	86.71%
P-glycoprotein inhibitior	-	0.9523	95.23%
P-glycoprotein substrate	-	0.6084	60.84%
CYP3A4 substrate	+	0.5313	53.13%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.6598	65.98%
CYP3A4 inhibition	-	0.9487	94.87%
CYP2C9 inhibition	-	0.8901	89.01%
CYP2C19 inhibition	-	0.8744	87.44%
CYP2D6 inhibition	-	0.7508	75.08%
CYP1A2 inhibition	-	0.8689	86.89%
CYP2C8 inhibition	-	0.9339	93.39%
CYP inhibitory promiscuity	-	0.8491	84.91%
UGT catelyzed	-	0.7638	76.38%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.5734	57.34%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.9757	97.57%
Skin irritation	-	0.7471	74.71%
Skin corrosion	-	0.9066	90.66%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5789	57.89%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.9750	97.50%
skin sensitisation	-	0.7944	79.44%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5605	56.05%
Acute Oral Toxicity (c)	III	0.4563	45.63%
Estrogen receptor binding	-	0.8273	82.73%
Androgen receptor binding	-	0.6812	68.12%
Thyroid receptor binding	+	0.6173	61.73%
Glucocorticoid receptor binding	+	0.6472	64.72%
Aromatase binding	-	0.6779	67.79%
PPAR gamma	-	0.8279	82.79%
Honey bee toxicity	-	0.9236	92.36%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.7108	71.08%

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	98.45%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.21%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.10%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.39%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.36%	91.11%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	84.16%	94.97%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.16%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.86%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.96%	93.56%
CHEMBL5028	O14672	ADAM10	81.22%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.69%	100.00%

Plants that contains it

• Ageratum houstonianum

Cross-Links

• PubChem: 162994979
• LOTUS: LTS0032964
• wikiData: Q105232755