(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18S)-16-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-19-one

Details

• Internal ID: 7cab677f-af54-4896-936b-11fc781a24f7
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1R,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18S)-16-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-19-one
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC(=O)C6C5(CCC(C6)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)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(=O)[C@@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C44H70O18/c1-18-5-10-44(57-15-18)19(2)30-27(62-44)13-23-21-12-25(46)24-11-20(6-8-42(24,3)22(21)7-9-43(23,30)4)58-40-37(54)34(51)38(61-41-36(53)33(50)32(49)28(14-45)59-41)29(60-40)17-56-39-35(52)31(48)26(47)16-55-39/h18-24,26-41,45,47-54H,5-17H2,1-4H3/t18-,19+,20+,21-,22+,23+,24-,26+,27+,28-,29-,30+,31+,32-,33+,34-,35-,36-,37-,38-,39+,40-,41+,42-,43+,44-/m1/s1
• InChI Key: CUPUFOPSEXRTQZ-DPWNYAQNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₀O₁₈
• Molecular Weight: 887.00 g/mol
• Exact Mass: 886.45621538 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.92
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5734	57.34%
Caco-2	-	0.8843	88.43%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7299	72.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8639	86.39%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8134	81.34%
P-glycoprotein inhibitior	+	0.7207	72.07%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7492	74.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8483	84.83%
CYP3A4 inhibition	-	0.9265	92.65%
CYP2C9 inhibition	-	0.9261	92.61%
CYP2C19 inhibition	-	0.9124	91.24%
CYP2D6 inhibition	-	0.9583	95.83%
CYP1A2 inhibition	-	0.9264	92.64%
CYP2C8 inhibition	+	0.6690	66.90%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.6168	61.68%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.7795	77.95%
Human Ether-a-go-go-Related Gene inhibition	+	0.7566	75.66%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9422	94.22%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8179	81.79%
Acute Oral Toxicity (c)	I	0.7641	76.41%
Estrogen receptor binding	+	0.8373	83.73%
Androgen receptor binding	+	0.7069	70.69%
Thyroid receptor binding	-	0.5855	58.55%
Glucocorticoid receptor binding	+	0.5805	58.05%
Aromatase binding	+	0.6481	64.81%
PPAR gamma	+	0.7018	70.18%
Honey bee toxicity	-	0.5705	57.05%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8173	81.73%

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	98.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.16%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.68%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.73%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.41%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.89%	96.61%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	92.01%	93.04%
CHEMBL226	P30542	Adenosine A1 receptor	91.96%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.53%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	91.02%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.18%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.42%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.39%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.92%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.44%	95.89%
CHEMBL1914	P06276	Butyrylcholinesterase	87.06%	95.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.00%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.66%	100.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.96%	92.32%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.86%	92.62%
CHEMBL237	P41145	Kappa opioid receptor	83.61%	98.10%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.18%	85.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.03%	96.90%
CHEMBL325	Q13547	Histone deacetylase 1	82.87%	95.92%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.81%	95.58%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.57%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.22%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.03%	95.89%

Plants that contains it

• Smilax lebrunii
• Smilax sieboldii

Cross-Links

• PubChem: 101630650
• LOTUS: LTS0240611
• wikiData: Q104970421