Glycoside J-4

Details

• Internal ID: 7334a81e-408c-4c40-be72-a45812c3557e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(3S,4R,5R,6S)-4-hydroxy-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(CO7)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](CO7)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/C44H68O20S/c1-18-8-11-44(57-16-18)19(2)30-26(63-44)14-25-23-7-6-21-12-22(59-40-37(52)35(50)32(47)27(15-45)60-40)13-29(43(21,5)24(23)9-10-42(25,30)4)61-41-38(33(48)28(17-56-41)64-65(53,54)55)62-39-36(51)34(49)31(46)20(3)58-39/h6,19-20,22-41,45-52H,1,7-17H2,2-5H3,(H,53,54,55)/t19-,20-,22+,23+,24-,25-,26-,27+,28-,29+,30-,31-,32+,33-,34+,35-,36+,37+,38+,39-,40+,41-,42-,43-,44+/m0/s1
• InChI Key: MOAREQZIZKPJBU-KUCFUSEXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₈O₂₀S
• Molecular Weight: 949.10 g/mol
• Exact Mass: 948.40246573 g/mol
• Topological Polar Surface Area (TPSA): 308.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.43
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

• 94921-23-0
• (1beta,3beta)-1-((2-O-(6-Deoxy-alpha-L-mannopyranosyl)-4-O-sulfo-alpha-L-arabino pyranosyl)oxy)spirosta-5,25(27)-dien-3-yl-beta-D-glucopyranoside
• beta-D-Glucopyranoside, (1-beta,3-beta)-1-((2-O-(6-deoxy-alpha-L-mannopyranosyl)-4-O-sulfo-alpha-L-arabinopyranosyl)oxy)spirosta-5,25(27)-dien-3-yl

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7766	77.66%
Caco-2	-	0.8806	88.06%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4717	47.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8394	83.94%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	+	0.7724	77.24%
P-glycoprotein inhibitior	+	0.7406	74.06%
P-glycoprotein substrate	+	0.6884	68.84%
CYP3A4 substrate	+	0.7592	75.92%
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	+	0.7845	78.45%
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	-	0.9103	91.03%
Skin irritation	-	0.7450	74.50%
Skin corrosion	-	0.9127	91.27%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7120	71.20%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8473	84.73%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9081	90.81%
Acute Oral Toxicity (c)	III	0.5779	57.79%
Estrogen receptor binding	+	0.7987	79.87%
Androgen receptor binding	+	0.7388	73.88%
Thyroid receptor binding	-	0.5548	55.48%
Glucocorticoid receptor binding	+	0.6367	63.67%
Aromatase binding	+	0.6424	64.24%
PPAR gamma	+	0.7456	74.56%
Honey bee toxicity	-	0.5695	56.95%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5255	52.55%
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
CHEMBL226	P30542	Adenosine A1 receptor	97.97%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	97.04%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.78%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	92.70%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.55%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.23%	95.89%
CHEMBL2581	P07339	Cathepsin D	90.85%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.62%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.24%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.61%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.97%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.34%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.09%	94.00%
CHEMBL5028	O14672	ADAM10	86.26%	97.50%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	85.32%	98.46%
CHEMBL332	P03956	Matrix metalloproteinase-1	84.85%	94.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.36%	96.90%
CHEMBL5255	O00206	Toll-like receptor 4	84.18%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.17%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.91%	89.67%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.67%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.14%	95.83%
CHEMBL340	P08684	Cytochrome P450 3A4	81.50%	91.19%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.31%	90.08%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.03%	97.50%

Plants that contains it

• Ophiopogon jaburan
• Peliosanthes sinica

Cross-Links

• PubChem: 3086406
• LOTUS: LTS0137544
• wikiData: Q105168720