[(2R,3R,4S,5R,6R)-4-hydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3S,4R,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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: 2996ca95-ffbb-494b-99ba-d3459ea4d805
• 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)-4-[(2S,3S,4R,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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(C(O9)O)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]([C@@H](O9)O)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/C52H82O24/c1-20-8-13-52(66-19-20)21(2)32-28(76-52)15-27-25-7-6-23-14-24(9-11-50(23,4)26(25)10-12-51(27,32)5)68-48-43(67-22(3)56)40(64)41(31(18-55)71-48)72-49-44(74-46-38(62)35(59)33(57)29(16-53)69-46)42(34(58)30(17-54)70-49)73-47-39(63)36(60)37(61)45(65)75-47/h6,20-21,24-49,53-55,57-65H,7-19H2,1-5H3/t20-,21-,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-,50-,51-,52+/m0/s1
• InChI Key: UQBDEGMOSPAEDQ-BZDGVTJVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₂O₂₄
• Molecular Weight: 1091.20 g/mol
• Exact Mass: 1090.51960348 g/mol
• Topological Polar Surface Area (TPSA): 361.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -2.46
• H-Bond Acceptor: 24
• 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	+	0.7987	79.87%
Caco-2	-	0.8801	88.01%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8435	84.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8766	87.66%
OATP1B3 inhibitior	+	0.8241	82.41%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9618	96.18%
P-glycoprotein inhibitior	+	0.7407	74.07%
P-glycoprotein substrate	+	0.5579	55.79%
CYP3A4 substrate	+	0.7578	75.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8727	87.27%
CYP3A4 inhibition	-	0.9461	94.61%
CYP2C9 inhibition	-	0.9193	91.93%
CYP2C19 inhibition	-	0.9230	92.30%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	-	0.8912	89.12%
CYP2C8 inhibition	+	0.7698	76.98%
CYP inhibitory promiscuity	-	0.9029	90.29%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5372	53.72%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.5152	51.52%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8504	85.04%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.9625	96.25%
skin sensitisation	-	0.9246	92.46%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7684	76.84%
Acute Oral Toxicity (c)	III	0.5348	53.48%
Estrogen receptor binding	+	0.8671	86.71%
Androgen receptor binding	+	0.7286	72.86%
Thyroid receptor binding	+	0.5398	53.98%
Glucocorticoid receptor binding	+	0.6751	67.51%
Aromatase binding	+	0.6269	62.69%
PPAR gamma	+	0.8054	80.54%
Honey bee toxicity	-	0.5805	58.05%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9609	96.09%

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	99.28%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.84%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.09%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.29%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	94.15%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	93.28%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.07%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.76%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.16%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.94%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.83%	91.24%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.14%	94.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.86%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.27%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.09%	86.92%
CHEMBL237	P41145	Kappa opioid receptor	85.65%	98.10%
CHEMBL2581	P07339	Cathepsin D	85.17%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.08%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.64%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.03%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.91%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.39%	94.00%
CHEMBL1914	P06276	Butyrylcholinesterase	81.16%	95.00%
CHEMBL5028	O14672	ADAM10	81.13%	97.50%

Plants that contains it

• Polygonatum sibiricum

Cross-Links

• PubChem: 44575242
• LOTUS: LTS0024159
• wikiData: Q105277120