(7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 2-hydroxy-2-(1-hydroxyethyl)-4-methylpentanoate

Details

• Internal ID: d0eb6fa3-3c69-4ff3-b30f-029f340a75ae
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: (7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 2-hydroxy-2-(1-hydroxyethyl)-4-methylpentanoate
• SMILES (Canonical): CC(C)CC(C(C)O)(C(=O)OCC1=CCN2C1C(CC2)O)O
• SMILES (Isomeric): CC(C)CC(C(C)O)(C(=O)OCC1=CCN2C1C(CC2)O)O
• InChI: InChI=1S/C16H27NO5/c1-10(2)8-16(21,11(3)18)15(20)22-9-12-4-6-17-7-5-13(19)14(12)17/h4,10-11,13-14,18-19,21H,5-9H2,1-3H3
• InChI Key: GUUJALLPQBZBHH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₇NO₅
• Molecular Weight: 313.39 g/mol
• Exact Mass: 313.18892296 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.06
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9170	91.70%
Caco-2	+	0.5087	50.87%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6216	62.16%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9105	91.05%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5942	59.42%
P-glycoprotein inhibitior	-	0.9246	92.46%
P-glycoprotein substrate	-	0.5098	50.98%
CYP3A4 substrate	+	0.5830	58.30%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.6570	65.70%
CYP3A4 inhibition	-	0.9811	98.11%
CYP2C9 inhibition	-	0.9043	90.43%
CYP2C19 inhibition	-	0.9140	91.40%
CYP2D6 inhibition	-	0.7936	79.36%
CYP1A2 inhibition	-	0.8898	88.98%
CYP2C8 inhibition	-	0.8094	80.94%
CYP inhibitory promiscuity	-	0.9745	97.45%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.6514	65.14%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.9922	99.22%
Skin irritation	-	0.7364	73.64%
Skin corrosion	-	0.9156	91.56%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6502	65.02%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.9500	95.00%
skin sensitisation	-	0.8035	80.35%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6796	67.96%
Acute Oral Toxicity (c)	III	0.4751	47.51%
Estrogen receptor binding	-	0.7813	78.13%
Androgen receptor binding	-	0.5306	53.06%
Thyroid receptor binding	-	0.5648	56.48%
Glucocorticoid receptor binding	+	0.6041	60.41%
Aromatase binding	-	0.6655	66.55%
PPAR gamma	-	0.6569	65.69%
Honey bee toxicity	-	0.9103	91.03%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.6828	68.28%

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	99.27%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.82%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.24%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.16%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.55%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.67%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	85.29%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.07%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.81%	91.11%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.23%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.58%	95.89%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.29%	90.24%
CHEMBL4208	P20618	Proteasome component C5	80.70%	90.00%

Plants that contains it

• Anchusa strigosa

Cross-Links

• PubChem: 72993798
• LOTUS: LTS0005874
• wikiData: Q105020547