[(1S,2S,4S,5'S,6R,7S,8R,9S,12S,13R,14R,16R)-16-[(2R,3R,4S,5R,6R)-3,4-dihydroxy-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)oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl] acetate

Details

• Internal ID: 75091dd4-f91e-40fc-8544-69ac8addda09
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(1S,2S,4S,5'S,6R,7S,8R,9S,12S,13R,14R,16R)-16-[(2R,3R,4S,5R,6R)-3,4-dihydroxy-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)oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl] acetate
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(C(CC(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)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([C@@H](C[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)O)OC(=O)C)C)C)C)OC1
• InChI: InChI=1S/C52H82O24/c1-20-8-11-52(67-18-20)21(2)34-29(76-52)14-27-25-7-6-23-12-24(13-33(68-22(3)56)51(23,5)26(25)9-10-50(27,34)4)69-47-42(65)39(62)43(32(17-55)72-47)73-49-45(75-48-41(64)38(61)36(59)30(15-53)70-48)44(37(60)31(16-54)71-49)74-46-40(63)35(58)28(57)19-66-46/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: NNFPCHSMSQYLNS-PPGFOCSFSA-N
• Popularity: 0 references 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: -1.60
• Atomic LogP (AlogP): -2.81
• 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	+	0.8294	82.94%
Caco-2	-	0.8797	87.97%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8220	82.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8628	86.28%
OATP1B3 inhibitior	+	0.8670	86.70%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9335	93.35%
P-glycoprotein inhibitior	+	0.7437	74.37%
P-glycoprotein substrate	+	0.6013	60.13%
CYP3A4 substrate	+	0.7614	76.14%
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	+	0.7768	77.68%
CYP inhibitory promiscuity	-	0.9444	94.44%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5179	51.79%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9047	90.47%
Skin irritation	+	0.5497	54.97%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8265	82.65%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.9231	92.31%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8320	83.20%
Acute Oral Toxicity (c)	I	0.4770	47.70%
Estrogen receptor binding	+	0.8630	86.30%
Androgen receptor binding	+	0.7380	73.80%
Thyroid receptor binding	+	0.5452	54.52%
Glucocorticoid receptor binding	+	0.7032	70.32%
Aromatase binding	+	0.6151	61.51%
PPAR gamma	+	0.8018	80.18%
Honey bee toxicity	-	0.5596	55.96%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
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	99.24%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.62%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.93%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.13%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.99%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	93.07%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.55%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	92.54%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.29%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.92%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.62%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.30%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.14%	94.08%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.55%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.42%	96.61%
CHEMBL2581	P07339	Cathepsin D	84.80%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	83.54%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.96%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	82.83%	98.10%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.47%	100.00%
CHEMBL5028	O14672	ADAM10	82.32%	97.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.31%	93.04%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.04%	97.28%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.62%	93.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.92%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.70%	95.89%

Plants that contains it

• Polygonatum sibiricum

Cross-Links

• PubChem: 162892282
• LOTUS: LTS0120892
• wikiData: Q105182116