(1R,15R,16R,17S)-16-ethenyl-4-hydroxy-5-methoxy-15-[(2R,3R,4S,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-14-oxa-10-azatetracyclo[8.8.0.02,7.012,17]octadeca-2,4,6,12-tetraen-11-one

Details

• Internal ID: d3e7bcc5-4b70-4a39-9541-7388ab0e2315
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
• IUPAC Name: (1R,15R,16R,17S)-16-ethenyl-4-hydroxy-5-methoxy-15-[(2R,3R,4S,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-14-oxa-10-azatetracyclo[8.8.0.02,7.012,17]octadeca-2,4,6,12-tetraen-11-one
• InChI: InChI=1S/C25H31NO10/c1-3-12-14-7-16-13-8-17(28)18(33-2)6-11(13)4-5-26(16)23(31)15(14)10-34-25(12)36-22-21(30)20(29)19(9-27)35-24(22)32/h3,6,8,10,12,14,16,19-22,24-25,27-30,32H,1,4-5,7,9H2,2H3/t12-,14+,16-,19-,20-,21+,22-,24-,25-/m1/s1
• InChI Key: SXPMQYHENXDEBF-MVVKKDRBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₁NO₁₀
• Molecular Weight: 505.50 g/mol
• Exact Mass: 505.19479619 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.29
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6722	67.22%
Caco-2	-	0.8161	81.61%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6615	66.15%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8252	82.52%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6910	69.10%
P-glycoprotein inhibitior	-	0.5710	57.10%
P-glycoprotein substrate	+	0.5993	59.93%
CYP3A4 substrate	+	0.7007	70.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8390	83.90%
CYP3A4 inhibition	-	0.9212	92.12%
CYP2C9 inhibition	-	0.8147	81.47%
CYP2C19 inhibition	-	0.8137	81.37%
CYP2D6 inhibition	-	0.7944	79.44%
CYP1A2 inhibition	-	0.7155	71.55%
CYP2C8 inhibition	+	0.5564	55.64%
CYP inhibitory promiscuity	-	0.8334	83.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5383	53.83%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9404	94.04%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9337	93.37%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3788	37.88%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8441	84.41%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7615	76.15%
Acute Oral Toxicity (c)	III	0.6199	61.99%
Estrogen receptor binding	+	0.7868	78.68%
Androgen receptor binding	+	0.6471	64.71%
Thyroid receptor binding	-	0.5256	52.56%
Glucocorticoid receptor binding	+	0.6226	62.26%
Aromatase binding	-	0.5135	51.35%
PPAR gamma	+	0.6502	65.02%
Honey bee toxicity	-	0.7215	72.15%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7603	76.03%

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	99.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.65%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.92%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.38%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.04%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.02%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.78%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.69%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.01%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.43%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.89%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.09%	92.94%
CHEMBL1902	P62942	FK506-binding protein 1A	86.32%	97.05%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.93%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.48%	97.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.44%	90.71%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.12%	90.24%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.63%	95.83%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.14%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.60%	97.09%
CHEMBL3820	P35557	Hexokinase type IV	81.80%	91.96%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.50%	94.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.50%	91.03%
CHEMBL4208	P20618	Proteasome component C5	81.33%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.15%	91.49%

Plants that contains it

• Alangium grisolleoides

Cross-Links

• PubChem: 162950392
• LOTUS: LTS0009433
• wikiData: Q105263263