(25S)-6alpha-(3-O-beta-D-Xylopyranosyl-6-deoxy-beta-D-glucopyranosyloxy)-5alpha-spirostane-3beta-ol

Details

• Internal ID: 84367aee-6c57-427e-8fa9-11ec73a60d4e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5R)-2-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-[(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S,18S,19S)-16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-19-yl]oxy-6-methyloxan-4-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC(C6C5(CCC(C6)O)C)OC7C(C(C(C(O7)C)O)OC8C(C(C(CO8)O)O)O)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(CC[C@H]5[C@H]4C[C@@H]([C@@H]6[C@@]5(CC[C@@H](C6)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)C)C)OC1
• InChI: InChI=1S/C38H62O12/c1-17-6-11-38(46-15-17)18(2)28-27(50-38)14-23-21-13-26(24-12-20(39)7-9-36(24,4)22(21)8-10-37(23,28)5)48-35-32(44)33(29(41)19(3)47-35)49-34-31(43)30(42)25(40)16-45-34/h17-35,39-44H,6-16H2,1-5H3/t17-,18-,19+,20-,21+,22-,23-,24+,25+,26-,27-,28-,29+,30-,31+,32+,33-,34-,35-,36+,37-,38+/m0/s1
• InChI Key: SZRYARBVBSFVQW-WYQNDIEYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₂O₁₂
• Molecular Weight: 710.90 g/mol
• Exact Mass: 710.42412741 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

• AKOS040763372
• Neochlorogenin 6-O-??-D-xylopyranosyl-(1??3)-??-D-quinovopyranoside
• 184686-02-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5882	58.82%
Caco-2	-	0.8695	86.95%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6302	63.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8919	89.19%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.8380	83.80%
P-glycoprotein inhibitior	+	0.6998	69.98%
P-glycoprotein substrate	-	0.5099	50.99%
CYP3A4 substrate	+	0.7489	74.89%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8067	80.67%
CYP3A4 inhibition	-	0.9657	96.57%
CYP2C9 inhibition	-	0.9263	92.63%
CYP2C19 inhibition	-	0.8983	89.83%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.9096	90.96%
CYP2C8 inhibition	+	0.6802	68.02%
CYP inhibitory promiscuity	-	0.9748	97.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5793	57.93%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9215	92.15%
Skin irritation	-	0.6668	66.68%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7191	71.91%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9303	93.03%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7361	73.61%
Acute Oral Toxicity (c)	I	0.7341	73.41%
Estrogen receptor binding	+	0.6195	61.95%
Androgen receptor binding	+	0.6472	64.72%
Thyroid receptor binding	-	0.6163	61.63%
Glucocorticoid receptor binding	-	0.4830	48.30%
Aromatase binding	+	0.6497	64.97%
PPAR gamma	+	0.6214	62.14%
Honey bee toxicity	-	0.5587	55.87%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8357	83.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163125	O60885	Bromodomain-containing protein 4	95.89%	97.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.53%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.44%	96.09%
CHEMBL204	P00734	Thrombin	94.05%	96.01%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	91.62%	92.78%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	90.28%	97.86%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.87%	92.94%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.80%	95.58%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.39%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.33%	97.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.63%	92.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.60%	100.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	88.08%	98.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.05%	94.45%
CHEMBL233	P35372	Mu opioid receptor	87.19%	97.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.15%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.04%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.95%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.89%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	85.01%	95.93%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.95%	97.28%
CHEMBL259	P32245	Melanocortin receptor 4	83.86%	95.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.57%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.45%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.33%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.87%	95.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.72%	93.04%
CHEMBL237	P41145	Kappa opioid receptor	82.53%	98.10%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.11%	92.86%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.19%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	80.89%	90.17%

Plants that contains it

• Solanum asperolanatum

Cross-Links

• PubChem: 44559497
• LOTUS: LTS0110728
• wikiData: Q105264368