(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[[(1S,2R,5S,7S,10S,11S,14S,15R,17R,20S,23S)-10,14,20-trimethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracosan-7-yl]oxy]oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: c42b499d-6ea4-489f-9967-91ac31833c02
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[[(1S,2R,5S,7S,10S,11S,14S,15R,17R,20S,23S)-10,14,20-trimethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracosan-7-yl]oxy]oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2CC3C(N2C1)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(O9)CO)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)O)C)C
• SMILES (Isomeric): C[C@H]1CC[C@@H]2C[C@H]3[C@@H](N2C1)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@H](O9)CO)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)C)C
• InChI: InChI=1S/C49H81NO20/c1-20-4-6-22-13-27-28(50(22)15-20)14-26-24-7-5-21-12-23(8-10-48(21,2)25(24)9-11-49(26,27)3)63-44-40(62)37(59)41(32(19-54)67-44)68-47-43(70-46-39(61)36(58)33(55)29(16-51)64-46)42(35(57)31(18-53)66-47)69-45-38(60)34(56)30(17-52)65-45/h20-47,51-62H,4-19H2,1-3H3/t20-,21-,22+,23-,24+,25-,26-,27-,28-,29+,30+,31+,32+,33+,34-,35+,36-,37+,38+,39+,40+,41-,42-,43+,44+,45-,46-,47-,48-,49-/m0/s1
• InChI Key: LZTYBKHXAMRXFA-PEAKMADDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₁NO₂₀
• Molecular Weight: 1004.20 g/mol
• Exact Mass: 1003.53519397 g/mol
• Topological Polar Surface Area (TPSA): 320.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -2.58
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6638	66.38%
Caco-2	-	0.8774	87.74%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Lysosomes	0.5468	54.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8718	87.18%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7185	71.85%
P-glycoprotein inhibitior	+	0.7189	71.89%
P-glycoprotein substrate	-	0.5258	52.58%
CYP3A4 substrate	+	0.7450	74.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7424	74.24%
CYP3A4 inhibition	-	0.9521	95.21%
CYP2C9 inhibition	-	0.9240	92.40%
CYP2C19 inhibition	-	0.9048	90.48%
CYP2D6 inhibition	-	0.9322	93.22%
CYP1A2 inhibition	-	0.9467	94.67%
CYP2C8 inhibition	+	0.4837	48.37%
CYP inhibitory promiscuity	-	0.9201	92.01%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5488	54.88%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.7655	76.55%
Skin corrosion	-	0.9379	93.79%
Ames mutagenesis	-	0.7978	79.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8410	84.10%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8925	89.25%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6685	66.85%
Acute Oral Toxicity (c)	III	0.6093	60.93%
Estrogen receptor binding	+	0.8290	82.90%
Androgen receptor binding	+	0.7238	72.38%
Thyroid receptor binding	-	0.5739	57.39%
Glucocorticoid receptor binding	-	0.5315	53.15%
Aromatase binding	+	0.6464	64.64%
PPAR gamma	+	0.7223	72.23%
Honey bee toxicity	-	0.5611	56.11%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.4570	45.70%

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	97.78%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.75%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.18%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	93.26%	98.10%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	92.77%	89.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.34%	91.11%
CHEMBL204	P00734	Thrombin	92.24%	96.01%
CHEMBL233	P35372	Mu opioid receptor	90.35%	97.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.51%	96.77%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.38%	97.29%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.04%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.02%	95.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.09%	95.58%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.83%	95.89%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.73%	97.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.70%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.27%	92.50%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.88%	98.46%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.74%	96.21%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	83.59%	99.17%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.46%	95.36%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.44%	92.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.26%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.78%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.34%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.09%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.00%	86.33%

Plants that contains it

• Solanum demissum

Cross-Links

• PubChem: 162921190
• LOTUS: LTS0156150
• wikiData: Q105160125