beta-D-Galactopyranoside, (3beta,5alpha,6beta,25R)-6-hydroxyspirostan-3-yl O-beta-D-glucopyranosyl-(1-->3)-O-beta-D-glucopyranosyl-(1-->2)-O-[beta-D-xylopyranosyl-(1-->3)]-O-beta-D-glucopyranosyl-(1-->4)-

Details

• Internal ID: dc01df2a-10bc-469a-92c6-eb11d41cf9f5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18S,19R)-19-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC(C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(C(O2)CO)O)OC2C(C(C(C(O2)CO)O)O)O)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(CC[C@H]5[C@H]4C[C@H]([C@@H]6[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)CO)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)C)O)C)C)OC1
• InChI: InChI=1S/C56H92O28/c1-20-5-10-56(74-18-20)21(2)34-29(84-56)13-25-23-12-27(61)26-11-22(6-8-54(26,3)24(23)7-9-55(25,34)4)75-50-43(71)40(68)45(33(17-60)79-50)80-53-48(47(38(66)32(16-59)78-53)82-49-41(69)35(63)28(62)19-73-49)83-52-44(72)46(37(65)31(15-58)77-52)81-51-42(70)39(67)36(64)30(14-57)76-51/h20-53,57-72H,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-,44-,45+,46+,47+,48-,49+,50-,51+,52+,53+,54-,55+,56-/m1/s1
• InChI Key: GRTVHADQQMGAAO-ZLNMERDUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₂O₂₈
• Molecular Weight: 1213.30 g/mol
• Exact Mass: 1212.57751227 g/mol
• Topological Polar Surface Area (TPSA): 434.00 Ų
• XlogP: -3.30
• Atomic LogP (AlogP): -5.48
• H-Bond Acceptor: 28
• H-Bond Donor: 16
• Rotatable Bonds: 14

Synonyms

• 244764-96-3
• beta-D-Galactopyranoside, (3beta,5alpha,6beta,25R)-6-hydroxyspirostan-3-yl O-beta-D-glucopyranosyl-(1-->3)-O-beta-D-glucopyranosyl-(1-->2)-O-[beta-D-xylopyranosyl-(1-->3)]-O-beta-D-glucopyranosyl-(1-->4)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8734	87.34%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8990	89.90%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.8561	85.61%
P-glycoprotein inhibitior	+	0.7383	73.83%
P-glycoprotein substrate	-	0.5406	54.06%
CYP3A4 substrate	+	0.7476	74.76%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.7200	72.00%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8307	83.07%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8937	89.37%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.8805	88.05%
Androgen receptor binding	+	0.7077	70.77%
Thyroid receptor binding	-	0.4882	48.82%
Glucocorticoid receptor binding	+	0.6018	60.18%
Aromatase binding	+	0.6330	63.30%
PPAR gamma	+	0.7776	77.76%
Honey bee toxicity	-	0.5618	56.18%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7523	75.23%

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	98.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.25%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.10%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.32%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.08%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.66%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.39%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	92.22%	95.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.07%	95.58%
CHEMBL237	P41145	Kappa opioid receptor	90.60%	98.10%
CHEMBL206	P03372	Estrogen receptor alpha	90.39%	97.64%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.08%	100.00%
CHEMBL233	P35372	Mu opioid receptor	89.62%	97.93%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	89.58%	97.86%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.45%	92.86%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	88.29%	97.31%
CHEMBL5255	O00206	Toll-like receptor 4	87.77%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.70%	96.77%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.15%	96.21%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.60%	97.29%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.61%	89.05%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.43%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.85%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.68%	86.92%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.68%	92.94%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.52%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.37%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.05%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.96%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.24%	93.04%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.19%	97.28%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.95%	92.62%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.88%	92.78%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.70%	92.32%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	80.45%	96.67%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.17%	98.99%

Plants that contains it

• Allium obliquum

Cross-Links

• PubChem: 101035914
• LOTUS: LTS0153343
• wikiData: Q105016536