Sarsasapogenin-3-O-beta-D-xylopyranosyl-(1-4)-(alpha-L-arabinopyranosyl-(1-6))-beta-D-glucopyranoside

Details

• Internal ID: ffe22c2a-03ae-4080-966c-102f6e7932ac
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S)-2-[[(2R,3R,4R,6R)-4-hydroxy-6-[(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,16S,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7CC(C(C(O7)COC8C(C(C(CO8)O)O)O)OC9C(C(C(CO9)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[C@H]6[C@@]5(CC[C@@H](C6)O[C@H]7C[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](CO9)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C43H70O15/c1-20-7-12-43(54-16-20)21(2)33-30(58-43)14-26-24-6-5-22-13-23(8-10-41(22,3)25(24)9-11-42(26,33)4)55-32-15-27(44)38(57-40-37(50)35(48)29(46)18-52-40)31(56-32)19-53-39-36(49)34(47)28(45)17-51-39/h20-40,44-50H,5-19H2,1-4H3/t20-,21-,22+,23-,24+,25-,26-,27+,28-,29+,30-,31+,32+,33-,34-,35-,36+,37+,38+,39-,40-,41-,42-,43+/m0/s1
• InChI Key: LGUTXUSCHKEEJA-BFTDEGHSSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₀O₁₅
• Molecular Weight: 827.00 g/mol
• Exact Mass: 826.47147152 g/mol
• Topological Polar Surface Area (TPSA): 215.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

• CHEMBL400900
• beta-D-Glucopyranoside, (3beta,5beta,25S)-spirostan-3-yl O-alpha-L-arabinopyranosyl-(1-6)-O-(beta-D-xylopyranosyl-(1-4))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4605	46.05%
Caco-2	-	0.8773	87.73%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6505	65.05%
OATP2B1 inhibitior	-	0.8671	86.71%
OATP1B1 inhibitior	+	0.9102	91.02%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.6846	68.46%
P-glycoprotein inhibitior	+	0.7168	71.68%
P-glycoprotein substrate	+	0.5573	55.73%
CYP3A4 substrate	+	0.7484	74.84%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8067	80.67%
CYP3A4 inhibition	-	0.9583	95.83%
CYP2C9 inhibition	-	0.9184	91.84%
CYP2C19 inhibition	-	0.8881	88.81%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	-	0.9279	92.79%
CYP2C8 inhibition	+	0.6347	63.47%
CYP inhibitory promiscuity	-	0.9590	95.90%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6095	60.95%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9099	90.99%
Skin irritation	-	0.6501	65.01%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7674	76.74%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8706	87.06%
skin sensitisation	-	0.9378	93.78%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8198	81.98%
Acute Oral Toxicity (c)	I	0.8266	82.66%
Estrogen receptor binding	+	0.7879	78.79%
Androgen receptor binding	+	0.6570	65.70%
Thyroid receptor binding	-	0.5968	59.68%
Glucocorticoid receptor binding	-	0.4919	49.19%
Aromatase binding	+	0.6469	64.69%
PPAR gamma	+	0.6700	67.00%
Honey bee toxicity	-	0.5677	56.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8466	84.66%

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	98.56%	96.09%
CHEMBL233	P35372	Mu opioid receptor	95.85%	97.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.45%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.10%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.74%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.53%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.86%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.83%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.51%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	90.94%	95.00%
CHEMBL226	P30542	Adenosine A1 receptor	89.42%	95.93%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	88.92%	97.31%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.64%	92.94%
CHEMBL237	P41145	Kappa opioid receptor	87.70%	98.10%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.89%	96.95%
CHEMBL5255	O00206	Toll-like receptor 4	86.85%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.70%	95.50%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	86.32%	80.33%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	86.28%	87.16%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.45%	97.50%
CHEMBL5957	P21589	5'-nucleotidase	85.39%	97.78%
CHEMBL1871	P10275	Androgen Receptor	84.48%	96.43%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.45%	97.86%
CHEMBL204	P00734	Thrombin	84.30%	96.01%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.79%	89.05%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.14%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.09%	97.28%
CHEMBL4581	P52732	Kinesin-like protein 1	83.03%	93.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.70%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.44%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.34%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.17%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.02%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.57%	82.69%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.30%	96.61%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.08%	86.92%
CHEMBL5028	O14672	ADAM10	80.81%	97.50%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.77%	92.78%

Plants that contains it

• Asparagus filicinus
• Asparagus officinalis

Cross-Links

• PubChem: 44445744
• NPASS: NPC264101
• LOTUS: LTS0004681
• wikiData: Q104399701