[(8S)-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2R)-2-hydroxy-2-[(1R)-1-methoxyethyl]-3-methylbutanoate

Details

• Internal ID: ac7b1b49-737a-4f03-8856-bb98a7d8812e
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(8S)-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2R)-2-hydroxy-2-[(1R)-1-methoxyethyl]-3-methylbutanoate
• InChI: InChI=1S/C16H27NO5/c1-11(2)16(19,12(3)21-4)15(18)22-10-13-7-9-17(20)8-5-6-14(13)17/h7,11-12,14,19H,5-6,8-10H2,1-4H3/t12-,14+,16-,17?/m1/s1
• InChI Key: JOPJYQKWCBEYGN-NOCHINKJSA-N
• Popularity: 2 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): 73.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7690	76.90%
Caco-2	+	0.6297	62.97%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5246	52.46%
OATP2B1 inhibitior	-	0.8502	85.02%
OATP1B1 inhibitior	+	0.8923	89.23%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7938	79.38%
P-glycoprotein inhibitior	-	0.8838	88.38%
P-glycoprotein substrate	-	0.6305	63.05%
CYP3A4 substrate	+	0.5635	56.35%
CYP2C9 substrate	-	0.7832	78.32%
CYP2D6 substrate	-	0.8521	85.21%
CYP3A4 inhibition	-	0.9645	96.45%
CYP2C9 inhibition	-	0.8439	84.39%
CYP2C19 inhibition	-	0.7949	79.49%
CYP2D6 inhibition	-	0.8292	82.92%
CYP1A2 inhibition	-	0.8377	83.77%
CYP2C8 inhibition	-	0.6226	62.26%
CYP inhibitory promiscuity	-	0.9607	96.07%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Danger	0.5407	54.07%
Eye corrosion	-	0.9754	97.54%
Eye irritation	-	0.9196	91.96%
Skin irritation	-	0.7607	76.07%
Skin corrosion	-	0.9165	91.65%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6685	66.85%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8214	82.14%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7738	77.38%
Acute Oral Toxicity (c)	III	0.5395	53.95%
Estrogen receptor binding	+	0.7821	78.21%
Androgen receptor binding	+	0.5776	57.76%
Thyroid receptor binding	-	0.5530	55.30%
Glucocorticoid receptor binding	+	0.7514	75.14%
Aromatase binding	+	0.6014	60.14%
PPAR gamma	-	0.5287	52.87%
Honey bee toxicity	-	0.9031	90.31%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.35%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.92%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.46%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.86%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.37%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.37%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.36%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.02%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.95%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	80.36%	91.19%

Plants that contains it

• Heliotropium disciforme
• Heliotropium hirsutissimum

Cross-Links

• PubChem: 102122200
• LOTUS: LTS0132826
• wikiData: Q104402230