Lonijaposide I

Details

• Internal ID: 072ab4c0-790c-4349-ab70-5fa541276872
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2S,3R,4S)-3-ethenyl-4-[(E)-2-[1-(2-hydroxyethyl)pyridin-1-ium-3-yl]ethenyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
• InChI: InChI=1S/C23H29NO10/c1-2-14-15(6-5-13-4-3-7-24(10-13)8-9-25)16(21(30)31)12-32-22(14)34-23-20(29)19(28)18(27)17(11-26)33-23/h2-7,10,12,14-15,17-20,22-23,25-29H,1,8-9,11H2/b6-5+/t14-,15+,17-,18-,19+,20-,22+,23+/m1/s1
• InChI Key: FNYPZWBJPFEVFN-YLCGFITOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₉NO₁₀
• Molecular Weight: 479.50 g/mol
• Exact Mass: 479.17914612 g/mol
• Topological Polar Surface Area (TPSA): 173.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -2.80
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

• CHEBI:69647
• CHEMBL1928047
• Q27137988

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9219	92.19%
Caco-2	-	0.8813	88.13%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.3983	39.83%
OATP2B1 inhibitior	-	0.7075	70.75%
OATP1B1 inhibitior	+	0.7970	79.70%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5064	50.64%
P-glycoprotein inhibitior	-	0.6201	62.01%
P-glycoprotein substrate	-	0.7264	72.64%
CYP3A4 substrate	+	0.6395	63.95%
CYP2C9 substrate	-	0.5999	59.99%
CYP2D6 substrate	-	0.8637	86.37%
CYP3A4 inhibition	-	0.9272	92.72%
CYP2C9 inhibition	-	0.7345	73.45%
CYP2C19 inhibition	-	0.8142	81.42%
CYP2D6 inhibition	-	0.8567	85.67%
CYP1A2 inhibition	-	0.7586	75.86%
CYP2C8 inhibition	+	0.6222	62.22%
CYP inhibitory promiscuity	-	0.8763	87.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6092	60.92%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.9457	94.57%
Skin irritation	-	0.7609	76.09%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5336	53.36%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.7591	75.91%
skin sensitisation	-	0.8434	84.34%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5179	51.79%
Acute Oral Toxicity (c)	III	0.5690	56.90%
Estrogen receptor binding	+	0.6780	67.80%
Androgen receptor binding	+	0.6234	62.34%
Thyroid receptor binding	+	0.5793	57.93%
Glucocorticoid receptor binding	+	0.5645	56.45%
Aromatase binding	+	0.7067	70.67%
PPAR gamma	+	0.7051	70.51%
Honey bee toxicity	-	0.6856	68.56%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.7787	77.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	99.13%	83.57%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.43%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.04%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.03%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.62%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.44%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.84%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.16%	97.36%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	87.19%	88.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.12%	86.92%
CHEMBL220	P22303	Acetylcholinesterase	85.24%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.19%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.37%	91.24%

Plants that contains it

• Lonicera japonica

Cross-Links

• PubChem: 56598336
• LOTUS: LTS0027760
• wikiData: Q27137988