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

Details

• Internal ID: d130045d-bdad-4b5d-bf19-6c45426a68b7
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(7S,8R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-(1-hydroxyethyl)-3-methylbutanoate
• SMILES (Canonical): CC(C)C(C(C)O)(C(=O)OCC1=CCN2C1C(CC2)O)O
• SMILES (Isomeric): CC(C)[C@](C(C)O)(C(=O)OCC1=CCN2[C@H]1[C@H](CC2)O)O
• InChI: InChI=1S/C15H25NO5/c1-9(2)15(20,10(3)17)14(19)21-8-11-4-6-16-7-5-12(18)13(11)16/h4,9-10,12-13,17-18,20H,5-8H2,1-3H3/t10?,12-,13+,15-/m0/s1
• InChI Key: SFVVQRJOGUKCEG-LLTIUZATSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₅NO₅
• Molecular Weight: 299.36 g/mol
• Exact Mass: 299.17327290 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.33
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8806	88.06%
Caco-2	+	0.5995	59.95%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6994	69.94%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9088	90.88%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6097	60.97%
P-glycoprotein inhibitior	-	0.9568	95.68%
P-glycoprotein substrate	-	0.5359	53.59%
CYP3A4 substrate	+	0.5630	56.30%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.6570	65.70%
CYP3A4 inhibition	-	0.9801	98.01%
CYP2C9 inhibition	-	0.9020	90.20%
CYP2C19 inhibition	-	0.9040	90.40%
CYP2D6 inhibition	-	0.7063	70.63%
CYP1A2 inhibition	-	0.8746	87.46%
CYP2C8 inhibition	-	0.8620	86.20%
CYP inhibitory promiscuity	-	0.9646	96.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.6767	67.67%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.9737	97.37%
Skin irritation	-	0.7514	75.14%
Skin corrosion	-	0.9160	91.60%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7496	74.96%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	1.0000	100.00%
skin sensitisation	-	0.8114	81.14%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6221	62.21%
Acute Oral Toxicity (c)	II	0.4619	46.19%
Estrogen receptor binding	-	0.6079	60.79%
Androgen receptor binding	-	0.5676	56.76%
Thyroid receptor binding	-	0.6094	60.94%
Glucocorticoid receptor binding	+	0.5955	59.55%
Aromatase binding	-	0.5690	56.90%
PPAR gamma	-	0.6117	61.17%
Honey bee toxicity	-	0.9047	90.47%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.6162	61.62%

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	99.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.19%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.34%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.20%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.12%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.88%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.25%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.12%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.99%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.67%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.31%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.31%	95.56%

Plants that contains it

• Artemisia argyi
• Eupatorium cannabinum

Cross-Links

• PubChem: 6419475
• NPASS: NPC273619