(2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[[(1R,2S,4S,6Z,7R,8R,9S,12S,13S,16S,18S)-7-hydroxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutylidene]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 89e94a87-7fbd-410b-adde-9333bcaad8fb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[[(1R,2S,4S,6Z,7R,8R,9S,12S,13S,16S,18S)-7-hydroxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutylidene]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C(C4)CCC6C5CCC7(C6CC8C7C(C(=CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O8)(C)O)C)C)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O[C@H]4CC[C@]5([C@H](C4)CC[C@@H]6[C@@H]5CC[C@]7([C@H]6C[C@H]8[C@@H]7[C@@](/C(=C/C[C@H](C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)/O8)(C)O)C)C)CO)O)O)O
• InChI: InChI=1S/C51H84O22/c1-20(19-65-45-38(60)37(59)34(56)29(17-52)70-45)7-10-31-51(6,64)44-28(69-31)16-27-25-9-8-23-15-24(11-13-49(23,4)26(25)12-14-50(27,44)5)68-48-43(73-47-40(62)36(58)33(55)22(3)67-47)41(63)42(30(18-53)71-48)72-46-39(61)35(57)32(54)21(2)66-46/h10,20-30,32-48,52-64H,7-9,11-19H2,1-6H3/b31-10-/t20-,21-,22-,23-,24-,25+,26-,27-,28-,29+,30+,32-,33-,34+,35+,36+,37-,38+,39+,40+,41-,42+,43+,44-,45+,46-,47-,48+,49-,50-,51-/m0/s1
• InChI Key: LBLFKZKGYZPTGD-ALRPXIOKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₄O₂₂
• Molecular Weight: 1049.20 g/mol
• Exact Mass: 1048.54542430 g/mol
• Topological Polar Surface Area (TPSA): 346.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.98
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5875	58.75%
Caco-2	-	0.8875	88.75%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7216	72.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8606	86.06%
OATP1B3 inhibitior	+	0.9144	91.44%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.6619	66.19%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	+	0.5486	54.86%
CYP3A4 substrate	+	0.7385	73.85%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8373	83.73%
CYP3A4 inhibition	-	0.9613	96.13%
CYP2C9 inhibition	-	0.9218	92.18%
CYP2C19 inhibition	-	0.9033	90.33%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.8963	89.63%
CYP2C8 inhibition	+	0.6303	63.03%
CYP inhibitory promiscuity	-	0.8822	88.22%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6057	60.57%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9048	90.48%
Skin irritation	-	0.6218	62.18%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.7432	74.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.8152	81.52%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9314	93.14%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9505	95.05%
Acute Oral Toxicity (c)	I	0.7336	73.36%
Estrogen receptor binding	+	0.8472	84.72%
Androgen receptor binding	+	0.7154	71.54%
Thyroid receptor binding	+	0.5454	54.54%
Glucocorticoid receptor binding	+	0.7342	73.42%
Aromatase binding	+	0.6932	69.32%
PPAR gamma	+	0.7993	79.93%
Honey bee toxicity	-	0.5853	58.53%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9307	93.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.40%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.52%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.07%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.94%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.46%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.11%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.92%	92.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.37%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.14%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.33%	95.89%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.00%	97.29%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.78%	91.71%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.55%	89.05%
CHEMBL4581	P52732	Kinesin-like protein 1	84.37%	93.18%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.07%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	83.92%	98.10%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.55%	96.21%
CHEMBL2996	Q05655	Protein kinase C delta	83.32%	97.79%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.61%	95.58%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.95%	96.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.64%	98.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.60%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.52%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.08%	92.94%

Plants that contains it

• Allium tuberosum

Cross-Links

• PubChem: 101715931
• LOTUS: LTS0163849
• wikiData: Q105149427