Glycoside J-3

Details

• Internal ID: ba739691-fdfd-4f0d-95fa-993c3a01b438
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(2R,3R,4R,5R,6R)-4-hydroxy-2-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-7,9,13-trimethyl-5'-methylidene-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxyoxan-3-yl] hydrogen sulfate
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(C(O7)C)OS(=O)(=O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC19CCC(=C)CO9
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4([C@@H](C[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)C)OS(=O)(=O)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)C)C)O[C@]19CCC(=C)CO9
• InChI: InChI=1S/C45H70O20S/c1-18-9-12-45(57-17-18)19(2)30-27(64-45)15-26-24-8-7-22-13-23(60-41-36(52)34(50)32(48)28(16-46)61-41)14-29(44(22,6)25(24)10-11-43(26,30)5)62-42-39(37(53)38(21(4)59-42)65-66(54,55)56)63-40-35(51)33(49)31(47)20(3)58-40/h7,19-21,23-42,46-53H,1,8-17H2,2-6H3,(H,54,55,56)/t19-,20-,21+,23+,24+,25-,26-,27-,28+,29+,30-,31-,32+,33+,34-,35+,36+,37-,38-,39+,40-,41+,42-,43-,44-,45+/m0/s1
• InChI Key: XEQIXALDVKFSET-DTWYBRKASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₀O₂₀S
• Molecular Weight: 963.10 g/mol
• Exact Mass: 962.41811579 g/mol
• Topological Polar Surface Area (TPSA): 308.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.04
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

• (1beta,3beta)-3-(beta-D-Glucopyranosyloxy)spirosta-5,25(27)-dien-1-yl-6-deoxy-2-O-(6-deoxy-alpha-L-mannopyranosyl)-4-(hydrogen sulfate)-beta-D-galactopyranoside
• 94898-63-2
• beta-D-Galactopyranoside, (1-beta,3-beta)-3-(beta-D-glucopyranosyloxy)spirosta-5,25(27)-dien-1-yl 6-deoxy-2-O-(6-deoxy-alpha-L-mannopyranosyl)-, 4-(hydrogen sulfate)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7766	77.66%
Caco-2	-	0.8801	88.01%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.4717	47.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8441	84.41%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	+	0.7890	78.90%
P-glycoprotein inhibitior	+	0.7469	74.69%
P-glycoprotein substrate	+	0.6460	64.60%
CYP3A4 substrate	+	0.7549	75.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8456	84.56%
CYP3A4 inhibition	-	0.8595	85.95%
CYP2C9 inhibition	-	0.7552	75.52%
CYP2C19 inhibition	-	0.7108	71.08%
CYP2D6 inhibition	-	0.8709	87.09%
CYP1A2 inhibition	-	0.7329	73.29%
CYP2C8 inhibition	+	0.7684	76.84%
CYP inhibitory promiscuity	-	0.8528	85.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5800	58.00%
Carcinogenicity (trinary)	Non-required	0.5381	53.81%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.9090	90.90%
Skin irritation	-	0.7450	74.50%
Skin corrosion	-	0.9127	91.27%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7252	72.52%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8473	84.73%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8759	87.59%
Acute Oral Toxicity (c)	III	0.5779	57.79%
Estrogen receptor binding	+	0.7845	78.45%
Androgen receptor binding	+	0.7389	73.89%
Thyroid receptor binding	-	0.5457	54.57%
Glucocorticoid receptor binding	+	0.6587	65.87%
Aromatase binding	+	0.6438	64.38%
PPAR gamma	+	0.7526	75.26%
Honey bee toxicity	-	0.5756	57.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9934	99.34%

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	98.05%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.55%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	97.17%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.12%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	93.65%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.88%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.90%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.89%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.90%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.83%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.74%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.93%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.76%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.69%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.28%	94.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.13%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	85.88%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.62%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.34%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.77%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.70%	95.83%
CHEMBL5028	O14672	ADAM10	83.02%	97.50%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.63%	98.46%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.51%	91.24%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.37%	93.04%

Plants that contains it

• Ophiopogon jaburan
• Peliosanthes sinica

Cross-Links

• PubChem: 3086405
• LOTUS: LTS0144914
• wikiData: Q105326537