beta-D-Galactopyranoside, (2alpha,3beta,5alpha,15beta,25R)-2,15-dihydroxyspirostan-3-yl O-beta-D-glucopyranosyl-(1-3)-O-beta-D-galactopyranosyl-(1-2)-O-(beta-D-xylopyranosyl-(1-3))-O-beta-D-glucopyranosyl-(1-4)-

Details

• Internal ID: d2a00b54-cbbc-42ca-a35b-36ee24973278
• 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)-6-[(1R,2S,3S,4R,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-3,15-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-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
• InChI: InChI=1S/C56H92O29/c1-19-7-10-56(75-17-19)20(2)31-45(85-56)37(67)32-22-6-5-21-11-26(24(61)12-55(21,4)23(22)8-9-54(31,32)3)76-50-42(72)39(69)44(30(16-60)80-50)81-53-48(47(36(66)29(15-59)79-53)83-49-40(70)33(63)25(62)18-74-49)84-52-43(73)46(35(65)28(14-58)78-52)82-51-41(71)38(68)34(64)27(13-57)77-51/h19-53,57-73H,5-18H2,1-4H3/t19-,20+,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: UVYVLBIGDKGWPX-XJVHMSFUSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₂O₂₉
• Molecular Weight: 1229.30 g/mol
• Exact Mass: 1228.57242689 g/mol
• Topological Polar Surface Area (TPSA): 455.00 Ų
• XlogP: -3.90
• Atomic LogP (AlogP): -6.50
• H-Bond Acceptor: 29
• H-Bond Donor: 17
• Rotatable Bonds: 14

Synonyms

• CHEMBL509531
• beta-D-Galactopyranoside, (2alpha,3beta,5alpha,15beta,25R)-2,15-dihydroxyspirostan-3-yl O-beta-D-glucopyranosyl-(1-3)-O-beta-D-galactopyranosyl-(1-2)-O-(beta-D-xylopyranosyl-(1-3))-O-beta-D-glucopyranosyl-(1-4)-
• Tox21_202507
• NCGC00091824-01
• NCGC00091824-02
• NCGC00260056-01
• CAS-11024-24-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8742	87.42%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8620	86.20%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.8694	86.94%
P-glycoprotein inhibitior	+	0.7389	73.89%
P-glycoprotein substrate	-	0.5291	52.91%
CYP3A4 substrate	+	0.7548	75.48%
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	+	0.7229	72.29%
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	-	0.9023	90.23%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8407	84.07%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9125	91.25%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.8905	89.05%
Androgen receptor binding	+	0.7390	73.90%
Thyroid receptor binding	+	0.5163	51.63%
Glucocorticoid receptor binding	+	0.6162	61.62%
Aromatase binding	+	0.6435	64.35%
PPAR gamma	+	0.7813	78.13%
Honey bee toxicity	-	0.5336	53.36%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.7523	75.23%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	19952.6 nM	Potency	via CMAUP
CHEMBL4096	P04637	Cellular tumor antigen p53	12589.3 nM	Potency	via CMAUP
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	19952.6 nM	Potency	via CMAUP
CHEMBL4040	P28482	MAP kinase ERK2	31622.8 nM	Potency	via CMAUP
CHEMBL1293232	Q16637	Survival motor neuron protein	44668.4 nM	Potency	via CMAUP
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	501.2 nM; 501.2 nM; 501.2 nM	Potency; Potency; Potency	via Super-PRED; via CMAUP; via CMAUP

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	97.83%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.48%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.42%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.17%	95.93%
CHEMBL233	P35372	Mu opioid receptor	93.00%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.74%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	92.66%	95.50%
CHEMBL237	P41145	Kappa opioid receptor	91.43%	98.10%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.29%	97.25%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.89%	97.28%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.89%	95.58%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.24%	96.77%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.08%	89.05%
CHEMBL259	P32245	Melanocortin receptor 4	88.08%	95.38%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	87.98%	97.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.63%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	87.62%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.25%	96.21%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.94%	97.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.29%	95.83%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.04%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.98%	93.04%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.73%	92.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.52%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.08%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.95%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.19%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.60%	96.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.59%	92.94%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	81.49%	99.17%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	80.91%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.63%	97.29%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6537502
• NPASS: NPC291548
• ChEMBL: CHEMBL509531