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

Details

• Internal ID: 771000b1-157e-4b44-a419-96c48c28a3b2
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(4R,7S,8R)-7-hydroxy-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2S)-2-hydroxy-2-[(1R)-1-methoxyethyl]-3-methylbutanoate
• InChI: InChI=1S/C16H27NO6/c1-10(2)16(20,11(3)22-4)15(19)23-9-12-5-7-17(21)8-6-13(18)14(12)17/h5,10-11,13-14,18,20H,6-9H2,1-4H3/t11-,13+,14-,16+,17+/m1/s1
• InChI Key: QSTHEUSPIBEICI-PTBVWIJOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₇NO₆
• Molecular Weight: 329.39 g/mol
• Exact Mass: 329.18383758 g/mol
• Topological Polar Surface Area (TPSA): 94.10 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6587	65.87%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4927	49.27%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.9026	90.26%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7652	76.52%
P-glycoprotein inhibitior	-	0.8819	88.19%
P-glycoprotein substrate	-	0.5672	56.72%
CYP3A4 substrate	+	0.5934	59.34%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.8449	84.49%
CYP3A4 inhibition	-	0.9620	96.20%
CYP2C9 inhibition	-	0.8440	84.40%
CYP2C19 inhibition	-	0.7913	79.13%
CYP2D6 inhibition	-	0.7869	78.69%
CYP1A2 inhibition	-	0.8429	84.29%
CYP2C8 inhibition	-	0.6560	65.60%
CYP inhibitory promiscuity	-	0.9698	96.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Danger	0.5726	57.26%
Eye corrosion	-	0.9768	97.68%
Eye irritation	-	0.9400	94.00%
Skin irritation	-	0.7599	75.99%
Skin corrosion	-	0.9172	91.72%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7476	74.76%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.8257	82.57%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5979	59.79%
Acute Oral Toxicity (c)	III	0.4975	49.75%
Estrogen receptor binding	+	0.6556	65.56%
Androgen receptor binding	+	0.6708	67.08%
Thyroid receptor binding	+	0.5145	51.45%
Glucocorticoid receptor binding	+	0.6935	69.35%
Aromatase binding	+	0.6017	60.17%
PPAR gamma	-	0.5861	58.61%
Honey bee toxicity	-	0.8699	86.99%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.6127	61.27%

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	98.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.88%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.85%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.52%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.61%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.50%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.12%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.55%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.74%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.52%	94.45%

Plants that contains it

• Heliotropium acutiflorum
• Heliotropium dasycarpum subsp. transoxanum

Cross-Links

• PubChem: 124928666
• LOTUS: LTS0221704
• wikiData: Q105227337