I(2)-D-Glucopyranoside, (3I(2),5I(2),6I+/-,25S)-6-hydroxyspirostan-3-yl 4-O-(6-deoxy-I+/--L-mannopyranosyl)-

Details

• Internal ID: bb4bb9c6-4d29-4eee-ae1c-de3aa6920ddb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S,18R,19S)-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-6-methyloxane-3,4,5-triol
• InChI: InChI=1S/C39H64O13/c1-17-6-11-39(47-16-17)18(2)28-26(52-39)14-23-21-13-25(41)24-12-20(7-9-37(24,4)22(21)8-10-38(23,28)5)49-36-33(46)31(44)34(27(15-40)50-36)51-35-32(45)30(43)29(42)19(3)48-35/h17-36,40-46H,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-,39+/m0/s1
• InChI Key: XZCHKGLKFIFPOH-KVTIWORWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₄O₁₃
• Molecular Weight: 740.90 g/mol
• Exact Mass: 740.43469209 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

• 265092-99-7
• beta-D-Glucopyranoside, (3beta,5beta,6alpha,25S)-6-hydroxyspirostan-3-yl 4-O-(6-deoxy-alpha-L-mannopyranosyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8815	88.15%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9088	90.88%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.6201	62.01%
P-glycoprotein inhibitior	+	0.7082	70.82%
P-glycoprotein substrate	-	0.6715	67.15%
CYP3A4 substrate	+	0.7373	73.73%
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	+	0.6375	63.75%
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	-	0.9180	91.80%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7924	79.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7196	71.96%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8091	80.91%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.7414	74.14%
Androgen receptor binding	+	0.6497	64.97%
Thyroid receptor binding	-	0.6230	62.30%
Glucocorticoid receptor binding	-	0.4734	47.34%
Aromatase binding	+	0.6466	64.66%
PPAR gamma	+	0.6753	67.53%
Honey bee toxicity	-	0.5331	53.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
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	97.68%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.49%	91.11%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	95.50%	97.31%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.98%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.45%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.06%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.77%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.46%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.43%	97.25%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.22%	92.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.16%	89.00%
CHEMBL237	P41145	Kappa opioid receptor	88.69%	98.10%
CHEMBL206	P03372	Estrogen receptor alpha	87.82%	97.64%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	87.70%	97.86%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.53%	89.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.07%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.42%	94.45%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.12%	95.58%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.49%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.44%	96.21%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.06%	91.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.99%	95.89%
CHEMBL233	P35372	Mu opioid receptor	84.80%	97.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.37%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.91%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.47%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.91%	92.50%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.77%	92.32%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.01%	92.94%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.17%	97.29%
CHEMBL1914	P06276	Butyrylcholinesterase	81.14%	95.00%
CHEMBL325	Q13547	Histone deacetylase 1	80.71%	95.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.65%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	80.49%	91.49%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.45%	98.99%

Plants that contains it

• Allium tuberosum

Cross-Links

• PubChem: 101018781
• LOTUS: LTS0140168
• wikiData: Q105344847