(2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,10R,12S,13R,16S)-10-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 7d427792-c245-4903-aeb9-420300925671
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,10R,12S,13R,16S)-10-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(C(CC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)O)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([C@@H](C[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)C)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)O)C)C)OC1
• InChI: InChI=1S/C45H72O17/c1-18-9-12-45(55-17-18)19(2)30-27(62-45)14-26-24-8-7-22-13-23(10-11-43(22,5)25(24)15-29(47)44(26,30)6)58-42-39(61-41-36(53)34(51)32(49)21(4)57-41)37(54)38(28(16-46)59-42)60-40-35(52)33(50)31(48)20(3)56-40/h7,18-21,23-42,46-54H,8-17H2,1-6H3/t18-,19+,20+,21+,23+,24-,25+,26+,27+,28-,29-,30+,31+,32+,33-,34-,35-,36-,37+,38-,39-,40+,41+,42-,43+,44-,45-/m1/s1
• InChI Key: XWDJUMNVGYGEDP-PICKZLQCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₂O₁₇
• Molecular Weight: 885.00 g/mol
• Exact Mass: 884.47695082 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.21
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7115	71.15%
Caco-2	-	0.8886	88.86%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6922	69.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8818	88.18%
OATP1B3 inhibitior	+	0.9259	92.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9234	92.34%
P-glycoprotein inhibitior	+	0.7254	72.54%
P-glycoprotein substrate	+	0.5518	55.18%
CYP3A4 substrate	+	0.7349	73.49%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9111	91.11%
CYP2C9 inhibition	-	0.9345	93.45%
CYP2C19 inhibition	-	0.9265	92.65%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.8887	88.87%
CYP2C8 inhibition	+	0.7525	75.25%
CYP inhibitory promiscuity	-	0.9197	91.97%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4515	45.15%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9127	91.27%
Skin irritation	+	0.5269	52.69%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.9218	92.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.7824	78.24%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.9500	95.00%
skin sensitisation	-	0.9128	91.28%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7631	76.31%
Acute Oral Toxicity (c)	I	0.5407	54.07%
Estrogen receptor binding	+	0.8533	85.33%
Androgen receptor binding	+	0.7238	72.38%
Thyroid receptor binding	-	0.5552	55.52%
Glucocorticoid receptor binding	+	0.5569	55.69%
Aromatase binding	+	0.6804	68.04%
PPAR gamma	+	0.7457	74.57%
Honey bee toxicity	-	0.5681	56.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9035	90.35%

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	98.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.82%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.39%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.48%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.39%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.43%	89.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.78%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.55%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.62%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.74%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.48%	95.50%
CHEMBL332	P03956	Matrix metalloproteinase-1	85.61%	94.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.44%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.39%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	82.70%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.50%	94.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.21%	96.61%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.79%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.61%	94.73%
CHEMBL1914	P06276	Butyrylcholinesterase	81.56%	95.00%
CHEMBL2581	P07339	Cathepsin D	81.29%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.04%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.42%	92.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.17%	93.56%

Plants that contains it

• Solanum lycocarpum

Cross-Links

• PubChem: 101447947
• LOTUS: LTS0187025
• wikiData: Q105343325