Astragaloside-II

Details

• Internal ID: 7015c275-e561-479f-9b3f-af1617e5b8a2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2S,3R,4S,5R)-4,5-dihydroxy-2-[[(1R,3R,6S,9S,11S,12S,14S,15R,16R)-14-hydroxy-15-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-12,16-dimethyl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(COC1OC2CCC34CC35CCC6(C(C(CC6(C5CC(C4C2)OC7C(C(C(C(O7)CO)O)O)O)C)O)C8(CCC(O8)C(C)(C)O)C)C)O)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]([C@@H](CO[C@H]1O[C@H]2CC[C@]34C[C@@]35CC[C@@]6([C@H]([C@H](C[C@]6([C@@H]5C[C@@H](C4C2)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)O)[C@]8(CC[C@H](O8)C(C)(C)O)C)C)O)O
• InChI: InChI=1S/C41H66O15/c1-19(43)52-32-28(46)23(45)17-51-35(32)53-20-7-10-40-18-41(40)12-11-37(4)33(39(6)9-8-27(56-39)36(2,3)50)22(44)15-38(37,5)26(41)14-24(21(40)13-20)54-34-31(49)30(48)29(47)25(16-42)55-34/h20-35,42,44-50H,7-18H2,1-6H3/t20-,21?,22-,23+,24-,25+,26-,27-,28-,29+,30-,31+,32+,33-,34+,35-,37+,38-,39+,40+,41+/m0/s1
• InChI Key: LVBLYMQWWGLBRE-KBPGRPEXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₆O₁₅
• Molecular Weight: 799.00 g/mol
• Exact Mass: 798.44017139 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

• Cyclosiversioside D
• Cyclosieversioside D
• ASTRAGALOSIDE cent cent
• AKOS025311533

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7317	73.17%
Caco-2	-	0.8809	88.09%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7562	75.62%
OATP2B1 inhibitior	-	0.8695	86.95%
OATP1B1 inhibitior	+	0.8364	83.64%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7037	70.37%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.7598	75.98%
P-glycoprotein substrate	+	0.5920	59.20%
CYP3A4 substrate	+	0.7466	74.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8835	88.35%
CYP3A4 inhibition	-	0.8287	82.87%
CYP2C9 inhibition	-	0.7944	79.44%
CYP2C19 inhibition	-	0.8434	84.34%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.9013	90.13%
CYP2C8 inhibition	+	0.6901	69.01%
CYP inhibitory promiscuity	-	0.9446	94.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6529	65.29%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9105	91.05%
Skin irritation	-	0.7042	70.42%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7838	78.38%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6175	61.75%
skin sensitisation	-	0.9104	91.04%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9425	94.25%
Acute Oral Toxicity (c)	I	0.6348	63.48%
Estrogen receptor binding	+	0.6745	67.45%
Androgen receptor binding	+	0.7301	73.01%
Thyroid receptor binding	-	0.6141	61.41%
Glucocorticoid receptor binding	+	0.6476	64.76%
Aromatase binding	+	0.6691	66.91%
PPAR gamma	+	0.7311	73.11%
Honey bee toxicity	-	0.6306	63.06%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9017	90.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.20%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.14%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.29%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.45%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	95.84%	96.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.46%	96.77%
CHEMBL204	P00734	Thrombin	92.60%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.14%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.22%	96.21%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.85%	83.57%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.58%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.20%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.60%	91.24%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.26%	94.62%
CHEMBL340	P08684	Cytochrome P450 3A4	87.91%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.67%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.27%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.77%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.61%	85.14%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.02%	82.50%
CHEMBL226	P30542	Adenosine A1 receptor	84.68%	95.93%
CHEMBL2581	P07339	Cathepsin D	84.43%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	84.04%	95.38%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.93%	94.23%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.81%	92.86%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.54%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.13%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.07%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.03%	97.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.42%	91.07%
CHEMBL237	P41145	Kappa opioid receptor	81.94%	98.10%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.84%	92.94%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.45%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.90%	92.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.74%	97.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.56%	95.89%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.42%	95.58%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.38%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.26%	96.90%

Plants that contains it

• Astragalus mongholicus
• Hedysarum polybotrys

Cross-Links

• PubChem: 71306915
• NPASS: NPC11413