[(1R,9aR)-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-1-yl]methyl (E)-3-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate

Details

• Internal ID: b67632b9-d64e-47f1-b5c6-b13c6364bcd5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(1R,9aR)-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-1-yl]methyl (E)-3-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC2CCCN3C2CCCC3)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)OC[C@@H]2CCCN3[C@@H]2CCCC3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C26H37NO9/c1-33-20-13-16(7-9-19(20)35-26-25(32)24(31)23(30)21(14-28)36-26)8-10-22(29)34-15-17-5-4-12-27-11-3-2-6-18(17)27/h7-10,13,17-18,21,23-26,28,30-32H,2-6,11-12,14-15H2,1H3/b10-8+/t17-,18+,21+,23+,24-,25+,26+/m0/s1
• InChI Key: UIUMTDMMSXIVGO-JGOCJQAFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₇NO₉
• Molecular Weight: 507.60 g/mol
• Exact Mass: 507.24683176 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.69
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5742	57.42%
Caco-2	-	0.8312	83.12%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5472	54.72%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8793	87.93%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8745	87.45%
P-glycoprotein inhibitior	+	0.5904	59.04%
P-glycoprotein substrate	-	0.5820	58.20%
CYP3A4 substrate	+	0.6329	63.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8111	81.11%
CYP3A4 inhibition	-	0.9501	95.01%
CYP2C9 inhibition	-	0.8321	83.21%
CYP2C19 inhibition	-	0.8332	83.32%
CYP2D6 inhibition	-	0.7065	70.65%
CYP1A2 inhibition	-	0.6348	63.48%
CYP2C8 inhibition	+	0.6008	60.08%
CYP inhibitory promiscuity	-	0.9045	90.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5668	56.68%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9567	95.67%
Skin irritation	-	0.7727	77.27%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.7740	77.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7121	71.21%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5942	59.42%
skin sensitisation	-	0.8456	84.56%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8961	89.61%
Acute Oral Toxicity (c)	III	0.6478	64.78%
Estrogen receptor binding	+	0.6207	62.07%
Androgen receptor binding	+	0.6262	62.62%
Thyroid receptor binding	-	0.5954	59.54%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5434	54.34%
PPAR gamma	-	0.5585	55.85%
Honey bee toxicity	-	0.8503	85.03%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.5503	55.03%

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	98.92%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.13%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.00%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.96%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.79%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.51%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.10%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.17%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.30%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.58%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.25%	89.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.06%	91.11%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.27%	97.28%
CHEMBL5255	O00206	Toll-like receptor 4	87.67%	92.50%
CHEMBL4208	P20618	Proteasome component C5	85.15%	90.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.93%	95.83%
CHEMBL2535	P11166	Glucose transporter	83.45%	98.75%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.06%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.84%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.50%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.05%	92.62%

Plants that contains it

• Lupinus luteus

Cross-Links

• PubChem: 163189508
• LOTUS: LTS0182977
• wikiData: Q105273603