[(2R,3R,4S,5R,6R)-4-hydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)-2-[(1S,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxan-3-yl] acetate

Details

• Internal ID: 46e5c7aa-074a-4bc0-9800-4bd35817e62a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(2R,3R,4S,5R,6R)-4-hydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)-2-[(1S,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxan-3-yl] acetate
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)OC(=O)C)C)C)C)OC1
• SMILES (Isomeric): C[C@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[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](CO9)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)OC(=O)C)C)C)C)OC1
• InChI: InChI=1S/C52H82O23/c1-21-8-13-52(66-19-21)22(2)34-30(75-52)15-28-26-7-6-24-14-25(9-11-50(24,4)27(26)10-12-51(28,34)5)68-48-44(67-23(3)56)41(64)42(33(18-55)71-48)72-49-45(74-47-40(63)38(61)36(59)31(16-53)69-47)43(37(60)32(17-54)70-49)73-46-39(62)35(58)29(57)20-65-46/h6,21-22,25-49,53-55,57-64H,7-20H2,1-5H3/t21-,22-,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-,50-,51-,52+/m0/s1
• InChI Key: QLNNJPNPPJBURT-XAQADSIASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₂O₂₃
• Molecular Weight: 1075.20 g/mol
• Exact Mass: 1074.52468886 g/mol
• Topological Polar Surface Area (TPSA): 341.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.78
• H-Bond Acceptor: 23
• H-Bond Donor: 11
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8294	82.94%
Caco-2	-	0.8799	87.99%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8220	82.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8775	87.75%
OATP1B3 inhibitior	+	0.8670	86.70%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9635	96.35%
P-glycoprotein inhibitior	+	0.7411	74.11%
P-glycoprotein substrate	+	0.5917	59.17%
CYP3A4 substrate	+	0.7596	75.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.9196	91.96%
CYP2C9 inhibition	-	0.9244	92.44%
CYP2C19 inhibition	-	0.9343	93.43%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	-	0.9172	91.72%
CYP2C8 inhibition	+	0.7737	77.37%
CYP inhibitory promiscuity	-	0.9444	94.44%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5179	51.79%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9048	90.48%
Skin irritation	+	0.5497	54.97%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8535	85.35%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.9500	95.00%
skin sensitisation	-	0.9231	92.31%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8480	84.80%
Acute Oral Toxicity (c)	I	0.4770	47.70%
Estrogen receptor binding	+	0.8684	86.84%
Androgen receptor binding	+	0.7242	72.42%
Thyroid receptor binding	+	0.5354	53.54%
Glucocorticoid receptor binding	+	0.6668	66.68%
Aromatase binding	+	0.6219	62.19%
PPAR gamma	+	0.8027	80.27%
Honey bee toxicity	-	0.5807	58.07%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.9416	94.16%

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	99.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.49%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.03%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	95.34%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	93.32%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.18%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.64%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.21%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.26%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.73%	94.08%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.55%	91.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.99%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.24%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.51%	95.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.41%	89.05%
CHEMBL1914	P06276	Butyrylcholinesterase	85.19%	95.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.68%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.61%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.57%	96.77%
CHEMBL237	P41145	Kappa opioid receptor	83.54%	98.10%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.98%	96.61%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.40%	86.92%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.85%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.84%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.79%	94.00%
CHEMBL5028	O14672	ADAM10	81.17%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.53%	93.56%

Plants that contains it

• Polygonatum sibiricum

Cross-Links

• PubChem: 11665263
• LOTUS: LTS0229951
• wikiData: Q105223678