(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-16-[(2R,3R,4S,5R,6R)-5-[(2S,3R,4R,5S)-3,4-dimethoxy-5-(methoxymethyl)oxolan-2-yl]oxy-4-methoxy-6-(methoxymethyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxyoxan-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]

Details

• Internal ID: 4c418e82-c8c5-44c3-99cd-44c1274bf076
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-16-[(2R,3R,4S,5R,6R)-5-[(2S,3R,4R,5S)-3,4-dimethoxy-5-(methoxymethyl)oxolan-2-yl]oxy-4-methoxy-6-(methoxymethyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxyoxan-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]
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)COC)OC8C(C(C(O8)COC)OC)OC)OC)OC9C(C(C(C(O9)C)OC)OC)OC)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)COC)O[C@H]8[C@@H]([C@@H]([C@@H](O8)COC)OC)OC)OC)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)OC)OC)OC)C)C)C)OC1
• InChI: InChI=1S/C52H86O16/c1-27-16-21-52(61-24-27)28(2)38-35(68-52)23-34-32-15-14-30-22-31(17-19-50(30,4)33(32)18-20-51(34,38)5)63-49-46(67-47-45(60-13)42(57-10)39(55-8)29(3)62-47)43(58-11)41(37(65-49)26-54-7)66-48-44(59-12)40(56-9)36(64-48)25-53-6/h14,27-29,31-49H,15-26H2,1-13H3/t27-,28+,29+,31+,32-,33+,34+,35+,36+,37-,38+,39+,40-,41-,42-,43+,44-,45-,46-,47+,48+,49-,50+,51+,52-/m1/s1
• InChI Key: LBLWWFIJAZAKHF-BEYGQRHVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₆O₁₆
• Molecular Weight: 967.20 g/mol
• Exact Mass: 966.59158665 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 6.09
• H-Bond Acceptor: 16
• H-Bond Donor: 0
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9726	97.26%
Caco-2	-	0.8540	85.40%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6496	64.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8814	88.14%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9940	99.40%
P-glycoprotein inhibitior	+	0.7612	76.12%
P-glycoprotein substrate	+	0.6665	66.65%
CYP3A4 substrate	+	0.7496	74.96%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8133	81.33%
CYP3A4 inhibition	-	0.8614	86.14%
CYP2C9 inhibition	-	0.9379	93.79%
CYP2C19 inhibition	-	0.9024	90.24%
CYP2D6 inhibition	-	0.9229	92.29%
CYP1A2 inhibition	-	0.9088	90.88%
CYP2C8 inhibition	+	0.7896	78.96%
CYP inhibitory promiscuity	-	0.8544	85.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4912	49.12%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.6967	69.67%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8272	82.72%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8456	84.56%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7643	76.43%
Acute Oral Toxicity (c)	I	0.5196	51.96%
Estrogen receptor binding	+	0.7765	77.65%
Androgen receptor binding	+	0.7252	72.52%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6470	64.70%
Aromatase binding	+	0.6339	63.39%
PPAR gamma	+	0.7205	72.05%
Honey bee toxicity	-	0.5393	53.93%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9283	92.83%

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	98.96%	96.09%
CHEMBL1914	P06276	Butyrylcholinesterase	96.09%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.23%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.06%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	94.81%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.75%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.48%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.98%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.91%	89.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.31%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	88.98%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.59%	95.89%
CHEMBL233	P35372	Mu opioid receptor	87.42%	97.93%
CHEMBL5957	P21589	5'-nucleotidase	87.34%	97.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.28%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.82%	89.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	85.73%	98.99%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.33%	86.00%
CHEMBL1871	P10275	Androgen Receptor	84.96%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.59%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	83.92%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.65%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.09%	94.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.96%	94.08%
CHEMBL2581	P07339	Cathepsin D	80.91%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.36%	92.62%

Plants that contains it

• Paris polyphylla

Cross-Links

• PubChem: 162872720
• LOTUS: LTS0173101
• wikiData: Q105149449