[(1R,8S)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-4-methylpentanoate

Details

• Internal ID: 4a151e85-6c8b-42c8-b9d0-a603644f0f60
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: [(1R,8S)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-4-methylpentanoate
• InChI: InChI=1S/C16H29NO4/c1-11(2)9-16(20,12(3)18)15(19)21-10-13-6-8-17-7-4-5-14(13)17/h11-14,18,20H,4-10H2,1-3H3/t12-,13-,14-,16-/m0/s1
• InChI Key: ZNDZIMBFBJVXSC-YXWQFLTLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₉NO₄
• Molecular Weight: 299.41 g/mol
• Exact Mass: 299.20965841 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.17
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8951	89.51%
Caco-2	+	0.6281	62.81%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5183	51.83%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.9190	91.90%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6600	66.00%
P-glycoprotein inhibitior	-	0.8979	89.79%
P-glycoprotein substrate	-	0.5390	53.90%
CYP3A4 substrate	+	0.5053	50.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3729	37.29%
CYP3A4 inhibition	-	0.9322	93.22%
CYP2C9 inhibition	-	0.8956	89.56%
CYP2C19 inhibition	-	0.8779	87.79%
CYP2D6 inhibition	-	0.8960	89.60%
CYP1A2 inhibition	-	0.8654	86.54%
CYP2C8 inhibition	-	0.8696	86.96%
CYP inhibitory promiscuity	-	0.9770	97.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4793	47.93%
Eye corrosion	-	0.9787	97.87%
Eye irritation	-	0.9886	98.86%
Skin irritation	-	0.7855	78.55%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7838	78.38%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	-	0.7900	79.00%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7405	74.05%
Acute Oral Toxicity (c)	III	0.5963	59.63%
Estrogen receptor binding	-	0.6338	63.38%
Androgen receptor binding	-	0.5839	58.39%
Thyroid receptor binding	-	0.5078	50.78%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7745	77.45%
PPAR gamma	-	0.6717	67.17%
Honey bee toxicity	-	0.9337	93.37%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.5160	51.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.53%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.32%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.80%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	97.78%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.90%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.34%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.34%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.42%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.64%	90.08%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.06%	93.03%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.79%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.32%	93.04%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.84%	98.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.83%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.51%	96.47%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.87%	94.00%

Plants that contains it

• Anchusa strigosa

Cross-Links

• PubChem: 163027974
• LOTUS: LTS0087526
• wikiData: Q105379998