[7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-yl] 2-hydroxy-2-(1-hydroxyethyl)-3-methylpentanoate

Details

• Internal ID: d3646831-f2a1-465d-bc77-09c234e3173c
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-yl] 2-hydroxy-2-(1-hydroxyethyl)-3-methylpentanoate
• InChI: InChI=1S/C16H27NO5/c1-4-10(2)16(21,11(3)19)15(20)22-13-6-8-17-7-5-12(9-18)14(13)17/h5,10-11,13-14,18-19,21H,4,6-9H2,1-3H3
• InChI Key: JBFPDABFNHGRIT-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	+	0.8407	84.07%
Caco-2	-	0.5718	57.18%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4949	49.49%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.8875	88.75%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7223	72.23%
P-glycoprotein inhibitior	-	0.9022	90.22%
P-glycoprotein substrate	+	0.5059	50.59%
CYP3A4 substrate	+	0.5502	55.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6948	69.48%
CYP3A4 inhibition	-	0.9241	92.41%
CYP2C9 inhibition	-	0.8830	88.30%
CYP2C19 inhibition	-	0.9004	90.04%
CYP2D6 inhibition	-	0.8092	80.92%
CYP1A2 inhibition	-	0.8604	86.04%
CYP2C8 inhibition	-	0.8411	84.11%
CYP inhibitory promiscuity	-	0.9175	91.75%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.6439	64.39%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.9938	99.38%
Skin irritation	-	0.7447	74.47%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6096	60.96%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.9500	95.00%
skin sensitisation	-	0.8213	82.13%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6625	66.25%
Acute Oral Toxicity (c)	III	0.5460	54.60%
Estrogen receptor binding	-	0.6652	66.52%
Androgen receptor binding	-	0.5485	54.85%
Thyroid receptor binding	+	0.6527	65.27%
Glucocorticoid receptor binding	-	0.4757	47.57%
Aromatase binding	-	0.6199	61.99%
PPAR gamma	-	0.6781	67.81%
Honey bee toxicity	-	0.9215	92.15%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.4927	49.27%

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	98.53%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.79%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.65%	97.25%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	88.86%	94.97%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.30%	94.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.15%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.90%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.16%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.07%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.14%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.20%	95.56%

Plants that contains it

• Heliotropium curassavicum var. obovatum

Cross-Links

• PubChem: 14845648
• LOTUS: LTS0159491
• wikiData: Q105124312