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

Details

• Internal ID: d980aa8e-ca03-4999-a9c5-2d57c6d890ea
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(7S,8R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2R,3R)-2-hydroxy-2-[(1R)-1-hydroxyethyl]-3-methylpentanoate
• SMILES (Canonical): CCC(C)C(C(C)O)(C(=O)OCC1=CCN2C1C(CC2)O)O
• SMILES (Isomeric): CC[C@@H](C)[C@@]([C@@H](C)O)(C(=O)OCC1=CCN2[C@H]1[C@H](CC2)O)O
• InChI: InChI=1S/C16H27NO5/c1-4-10(2)16(21,11(3)18)15(20)22-9-12-5-7-17-8-6-13(19)14(12)17/h5,10-11,13-14,18-19,21H,4,6-9H2,1-3H3/t10-,11-,13+,14-,16-/m1/s1
• InChI Key: JEACDFMOGUTDGW-ZLJLCOLESA-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	+	0.8987	89.87%
Caco-2	+	0.7061	70.61%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4854	48.54%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.8886	88.86%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6102	61.02%
P-glycoprotein inhibitior	-	0.9444	94.44%
P-glycoprotein substrate	-	0.5166	51.66%
CYP3A4 substrate	+	0.5682	56.82%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.6570	65.70%
CYP3A4 inhibition	-	0.9396	93.96%
CYP2C9 inhibition	-	0.9008	90.08%
CYP2C19 inhibition	-	0.9040	90.40%
CYP2D6 inhibition	-	0.7773	77.73%
CYP1A2 inhibition	-	0.8783	87.83%
CYP2C8 inhibition	-	0.7924	79.24%
CYP inhibitory promiscuity	-	0.9485	94.85%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.6480	64.80%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9905	99.05%
Skin irritation	-	0.7402	74.02%
Skin corrosion	-	0.9206	92.06%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6606	66.06%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.9625	96.25%
skin sensitisation	-	0.8211	82.11%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7318	73.18%
Acute Oral Toxicity (c)	III	0.5104	51.04%
Estrogen receptor binding	-	0.5056	50.56%
Androgen receptor binding	-	0.5182	51.82%
Thyroid receptor binding	-	0.5307	53.07%
Glucocorticoid receptor binding	+	0.5940	59.40%
Aromatase binding	-	0.6099	60.99%
PPAR gamma	-	0.6040	60.40%
Honey bee toxicity	-	0.9184	91.84%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.4469	44.69%

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	99.06%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.66%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.66%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.03%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.35%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.94%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.04%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.52%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.79%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.84%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.66%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.20%	95.56%

Plants that contains it

• Anchusa milleri

Cross-Links

• PubChem: 162914505
• LOTUS: LTS0183608
• wikiData: Q105125902