CID 51346122

Details

• Internal ID: 0cb6fbf4-4640-47f4-a6d1-444f2dd9ef2c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2S,3R,4S,5R)-3-acetyloxy-5-hydroxy-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-4-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(COC(C1OC(=O)C)OC2CCC34CC35CCC6(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
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@H](CO[C@H]([C@@H]1OC(=O)C)O[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
• InChI: InChI=1S/C43H68O16/c1-20(45)54-33-25(48)18-53-37(34(33)55-21(2)46)56-22-8-11-42-19-43(42)13-12-39(5)35(41(7)10-9-29(59-41)38(3,4)52)24(47)16-40(39,6)28(43)15-26(23(42)14-22)57-36-32(51)31(50)30(49)27(17-44)58-36/h22-37,44,47-52H,8-19H2,1-7H3/t22-,23?,24-,25+,26-,27+,28-,29-,30+,31-,32+,33-,34+,35-,36+,37-,39+,40-,41+,42+,43+/m0/s1
• InChI Key: GBPDDYORNLOZID-ZHIISFHXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₈O₁₆
• Molecular Weight: 841.00 g/mol
• Exact Mass: 840.45073608 g/mol
• Topological Polar Surface Area (TPSA): 240.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.23
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

• cyclosieversioside b
• [(2S,3R,4S,5R)-3-acetyloxy-5-hydroxy-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-4-yl] acetate
• Astragaloside-I
• cyclosiversioside b
• Astrasieversianin IV;Cyclosieversioside B
• MFCD30478908
• AC-34278
• ASTRAGALOSIDE cent inverted exclamation mark
• 3-O--(2\',3\'-di-O-acetyl)-D-xylopyranosyl-6-O--D-glucopyranosyl-cycloastragenol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6958	69.58%
Caco-2	-	0.8813	88.13%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7771	77.71%
OATP2B1 inhibitior	-	0.8726	87.26%
OATP1B1 inhibitior	+	0.8321	83.21%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7287	72.87%
BSEP inhibitior	+	0.7159	71.59%
P-glycoprotein inhibitior	+	0.7693	76.93%
P-glycoprotein substrate	+	0.5712	57.12%
CYP3A4 substrate	+	0.7484	74.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8835	88.35%
CYP3A4 inhibition	-	0.7216	72.16%
CYP2C9 inhibition	-	0.7822	78.22%
CYP2C19 inhibition	-	0.8524	85.24%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.9082	90.82%
CYP2C8 inhibition	+	0.6914	69.14%
CYP inhibitory promiscuity	-	0.9558	95.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6430	64.30%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.7028	70.28%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7212	72.12%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6300	63.00%
skin sensitisation	-	0.9164	91.64%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8828	88.28%
Acute Oral Toxicity (c)	I	0.6455	64.55%
Estrogen receptor binding	+	0.7650	76.50%
Androgen receptor binding	+	0.7368	73.68%
Thyroid receptor binding	-	0.5961	59.61%
Glucocorticoid receptor binding	+	0.7075	70.75%
Aromatase binding	+	0.6735	67.35%
PPAR gamma	+	0.7700	77.00%
Honey bee toxicity	-	0.6237	62.37%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9297	92.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.12%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.10%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.66%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.56%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	95.76%	96.95%
CHEMBL204	P00734	Thrombin	94.82%	96.01%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.33%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.21%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.94%	97.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.71%	94.62%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.56%	83.57%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.07%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.20%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.01%	85.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.88%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.33%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	87.95%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.62%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.30%	95.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.81%	94.23%
CHEMBL2581	P07339	Cathepsin D	86.13%	98.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.02%	82.50%
CHEMBL259	P32245	Melanocortin receptor 4	85.83%	95.38%
CHEMBL226	P30542	Adenosine A1 receptor	85.51%	95.93%
CHEMBL237	P41145	Kappa opioid receptor	84.32%	98.10%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.52%	92.62%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.32%	92.86%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.22%	95.71%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.00%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.19%	91.07%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.06%	97.21%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.63%	92.94%
CHEMBL5255	O00206	Toll-like receptor 4	81.61%	92.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.34%	94.08%
CHEMBL5028	O14672	ADAM10	80.28%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.28%	96.90%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.27%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.00%	95.89%

Plants that contains it

• Astragalus mongholicus
• Hedysarum polybotrys

Cross-Links

• PubChem: 51346122
• NPASS: NPC183774